29 results on '"Shufen Xu"'
Search Results
2. Influence of cane and beet sugar for second fermentation on 'fruity' aromas in Auxerrois sparkling wines
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Andrew Wilson, Hannah Charnock, Shufen Xu, and Belinda Kemp
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Horticulture ,Food Science - Abstract
Traditional Method sparkling wine production requires a sugar addition to the base wine to initiate the second alcoholic fermentation in bottles. This study aimed to identify differences in “fruity” volatile aroma compounds (VOCs) in Traditional Method sparkling wines produced from the addition of either cane sugar or beet sugar to Auxerrois base wines. Wines underwent a second fermentation in bottles inoculated with IOC 18-2007 yeast and fermented at 15 °C. Standard chemical analysis was carried out on base wines and sparkling wines. The concentrations of fourteen “fruity” volatile aroma compounds representing five classes of compounds were analysed by Headspace-Solid-Phase Micro-Extraction-Gas Chromatography-Mass Spectrometry (HS-SPME-GC-MS). Cane and beet sugars were analysed in de-aromatised wine and distilled water to establish the concentrations of VOCs present in the sugar products prior to addition to wine. Wines were analysed on the day of inoculation and bottling and again after the second fermentation. Beet sugar significantly (Pt
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- 2022
3. STAT2‐induced linc02231 promotes tumorigenesis and angiogenesis through modulation of hnRNPA1/ANGPTL4 in colorectal cancer
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Shufen Xu, Ying Fang, Lisha Chang, Yibo Bian, Yuting Wang, Jie Ding, Yang Wang, Yangyang Zhang, Juan Pu, and Keming Wang
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Drug Discovery ,Genetics ,Molecular Medicine ,Molecular Biology ,Genetics (clinical) - Published
- 2023
4. Influence of Caffeic and Caftaric Acid, Fructose, and Storage Temperature on Furan Derivatives in Base Wine
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Jacob Medeiros, Shufen Xu, Gary J. Pickering, and Belinda S. Kemp
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Coumaric Acids ,Organic Chemistry ,Temperature ,Pharmaceutical Science ,Wine ,Fructose ,Analytical Chemistry ,Caffeic Acids ,Chemistry (miscellaneous) ,Drug Discovery ,Molecular Medicine ,base wine ,caffeic acid ,caftaric acid ,fructose ,furan derivatives ,temperature ,Physical and Theoretical Chemistry ,Furans - Abstract
The aim of this study was to determine the influence of caffeic and caftaric acid, fructose, and storage temperature on the formation of furan-derived compounds during storage of base wines. Base wines produced from Chardonnay grapes were stored at 15 and 30 °C for 90 days with additions of fructose, caffeic acid, and caftaric acid independently or in combinations. Wines were analyzed following 90 days of storage for: total hydroxycinnamic acids, degree of browning, caffeic acid and caftaric acid concentrations, and nine furan-derived compounds. Caffeic and caftaric acid additions increased homofuraneol concentration by 31% and 39%, respectively, at 15 °C (p < 0.05). Only the addition of caffeic acid increased furfural by 15% at 15 °C (p < 0.05). Results demonstrate that some furan derivatives over 90 days at 15 °C increased slightly with 5 mg/L additions of caffeic and caftaric acid. This is the first time the influence of hydroxycinnamic acids on furan-derived compounds has been reported during short-term aging of base wine at cellar temperature.
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- 2022
5. m
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Yibo, Bian, Yang, Wang, Shufen, Xu, Zhishuang, Gao, Chao, Li, Zongyao, Fan, Jie, Ding, and Keming, Wang
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Cell Cycle ,RNA-Binding Proteins ,Methyltransferases ,Gene Expression Regulation, Neoplastic ,MicroRNAs ,Cell Movement ,Cell Line, Tumor ,Humans ,Cyclin D1 ,RNA, Long Noncoding ,Hepatocyte Nuclear Factor 1-alpha ,RNA, Messenger ,Apoptosis Regulatory Proteins ,Colorectal Neoplasms ,Cell Proliferation - Abstract
Long non-coding RNAs modulate tumor occurrence through different molecular mechanisms. It had been reported that HNF1A-AS1 (HNF1A Antisense RNA 1) was differently expressed in multiple tumors. The role of HNF1A-AS1 in colorectal cancer was less analyzed, and the mechanism of regulating the cell cycle has not been completely elucidated.Differentially expressed lncRNAs were screened out from the TCGA database. HNF1A-AS1 was examined in CRC clinical samples and cell lines by RT-qPCR. CCK8 assay, colony formation assay, flow cytometry, transwell assays, tube forming assay and vivo experiments were performed to study the function of HNF1A-AS1 in CRC tumor progression. Bioinformatic analysis, luciferase report assay, RNA pull-down and RIP assays were carried out to explore proteins binding HNF1A-AS1 and the potential downstream targets.Our results showed that HNF1A-AS1 was upregulated in CRC and associated with unfavorable prognosis. HNF1A-AS1 promoted proliferation, migration and angiogenesis, accelerated cell cycle and reduced cell apoptosis in CRC. Bioinformatics prediction and further experiments proved that HNF1A-AS1 could promote CCND1 expression by suppressing PDCD4 or competitively sponging miR-93-5p. Meanwhile, METTL3 mediated HNF1A-AS1 mIn summary, our result reveals the novel mechanism in which m
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- 2022
6. β-Lactamase-Responsive Probe for Efficient Photodynamic Therapy of Drug-Resistant Bacterial Infection
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Yue Xu, Haiyan Chen, Shufen Xu, Ji Liu, Yang Chen, Lijuan Gui, Hua Li, Ruixi Li, Zhenwei Yuan, and Bowen Li
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Fluid Flow and Transfer Processes ,Methicillin-Resistant Staphylococcus aureus ,Photosensitizing Agents ,Photochemotherapy ,Process Chemistry and Technology ,Animals ,Bioengineering ,Bacterial Infections ,Instrumentation ,beta-Lactamases ,Anti-Bacterial Agents - Abstract
Several photosensitizers have recently been proposed as novel approaches against β-lactamase-producing drug-resistant bacteria. However, these reported photosensitizers are rarely used for accurate recognition of drug-resistant bacteria. To tackle this challenge, the structurally modified photosensitizer CySG-2 based on a lipophilic cationic heptamethine indocyanine near-infrared (NIR) dye (IR-780) and an important synthesis intermediate of cephalosporin antibiotic (GCLE) not only achieved the accurate recognition of TEM-1 methicillin-resistant
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- 2022
7. LncRNA MIR503HG Inhibits Non-Small Cell Lung Cancer Cell Proliferation by Inducing Cell Cycle Arrest Through the Downregulation of Cyclin D1
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Zhan Li, Tiantian Du, Shengping Zhai, and Shufen Xu
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0301 basic medicine ,Cell cycle checkpoint ,medicine.diagnostic_test ,Chemistry ,Cell growth ,Cancer ,Cell cycle ,medicine.disease ,respiratory tract diseases ,Flow cytometry ,03 medical and health sciences ,030104 developmental biology ,0302 clinical medicine ,Cyclin D1 ,Oncology ,Downregulation and upregulation ,030220 oncology & carcinogenesis ,Cancer research ,medicine ,G1 phase - Abstract
Introduction LncRNA MIR503HG has been reported to participate in liver cancer and ALK-negative anaplastic large-cell lymphoma, while its role in non-small cell lung cancer (NSCLC) is unknown. We therefore investigated the functions of lncRNA MIR503HG in NSCLC. Methods MIR503HG expression in paired cancer and non-cancer tissues from NSCLC patients was analyzed by RT-qPCR. The interaction between cyclin D1 and MIR503HG was analyzed by overexpression experiments. Cell cycle analysis was performed by flow cytometry. Cell proliferation was analyzed by CCK-8 assay. Results MIR503HG was downregulated in NSCLC and low levels of MIR503HG were associated with poor survival. In contrast, cyclin D1 was upregulated in NSCLC, and cyclin D1 and MIR503HG were inversely correlated. In NSCLC cells, overexpression experiments revealed that MIR503HG functioned as an upstream inhibitor of cyclin D1. MIR503HG overexpression led to G1 cell cycle arrest, while overexpression of cyclin D1 attenuated the effects of MIR503HG overexpression. Similarly, MIR503HG overexpression resulted in reduced cell proliferation rate, while overexpression of cyclin D1 caused the increased cell proliferation rate and attenuated effects of MIR503HG overexpression. Conclusion MIR503HG inhibits NSCLC cell proliferation by inducing cell cycle arrest through the downregulation of cyclin D1.
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- 2020
8. Light-Triggered Fluorescence Self-Reporting Nitric Oxide Release from Coumarin Analogues for Accelerating Wound Healing and Synergistic Antimicrobial Applications
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Yue Xu, Hua Li, Shufen Xu, Xian Liu, Jingjing Lin, Haiyan Chen, and Zhenwei Yuan
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Methicillin-Resistant Staphylococcus aureus ,Mice, Inbred ICR ,Wound Healing ,Neovascularization, Physiologic ,Drug Synergism ,Levofloxacin ,Nitric Oxide ,Fluorescence ,Anti-Bacterial Agents ,Mice ,Cell Movement ,Coumarins ,Biofilms ,Drug Discovery ,Human Umbilical Vein Endothelial Cells ,Molecular Medicine ,Animals ,Humans ,Female ,Nitric Oxide Donors ,Cell Proliferation - Abstract
Nitric oxide (NO) has an important class of endogenous diatomic molecules that play a key regulatory role in many physiological and biochemical processes. However, the type of nitrosamine NO donor stimulated by light has many advantages compared to the conventional NO donors such as diazeniumdiolates and
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- 2021
9. Human epididymis protein 4 as a new diagnostic biomarker for rheumatoid arthritis-associated interstitial lung disease
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Tiantian Lin, Shufen Xu, Yutie Wang, Xueyuan Nian, Xiaoxi Shan, Tingshu Jiang, and Meihua Qiu
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Arthritis, Rheumatoid ,Rheumatology ,Immunology ,Immunology and Allergy ,Humans ,Lung Diseases, Interstitial ,Tomography, X-Ray Computed ,Lung ,Biomarkers - Abstract
This study aimed to evaluate the role of human epididymis protein 4 (HE4) in the diagnosis and determination of the severity of interstitial lung disease (ILD) in rheumatoid arthritis (RA) patients.HE4 levels in peripheral blood (PB) and bronchoalveolar lavage fluid (BALF) samples were determined via electrochemiluminescence immunoassays in 102 RA patients (46 patients with ILD and 56 patients without ILD) and 51 healthy controls (HCs).Serum HE4 levels were significantly higher in RA-ILD patients (141.8±65.92 pmol/l) than those in the RA-no ILD patients (82.67±26.17 pmol/l) and healthy controls (35.72±7.6 pmol/l) (p0.0001). Consistent with serum HE4 levels, BALF HE4 levels were significantly higher in RA-ILD patients (637.6±154.9 pmol/l) than those in the RA-no ILD patients (427.3±111.2 pmol/l) and healthy controls (206.9±30.46 pmol/l) (p0.0001). In RA-ILD patients, HE4 levels were positively correlated with HRCT (high-resolution computed tomography) fibrosis scores, whereas a significant inverse relationship was found between HE4 levels and lung function parameters (such as, diffusion capacity of the lung for carbon monoxide (DLCO)). The logistic regression analysis showed that high levels of BALF HE4 (≥595 pmol/l) were associated with RA-ILD (odds ratio [OR] =8.09; 95% confidence interval [CI] =1.317-49.682; p=0.024).Serum and BALF HE4 levels were elevated in RA-ILD patients and strongly associated with the severity of ILD, thus supporting their potential clinical value as a new diagnostic aid for patients with RA-ILD.
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- 2021
10. m6A Modification of Long Non-Coding RNA HNF1A-AS1 Facilitates Cell Cycle Progression in Colorectal Cancer via IGF2BP2-Mediated CCND1 mRNA Stabilization
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Yibo Bian, Yang Wang, Shufen Xu, Zhishuang Gao, Chao Li, Zongyao Fan, Jie Ding, and Keming Wang
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General Medicine ,colorectal cancer ,m6A ,HNF1A-AS1 ,IGF2BP2 ,CCND1 - Abstract
Background: Long non-coding RNAs modulate tumor occurrence through different molecular mechanisms. It had been reported that HNF1A-AS1 (HNF1A Antisense RNA 1) was differently expressed in multiple tumors. The role of HNF1A-AS1 in colorectal cancer was less analyzed, and the mechanism of regulating the cell cycle has not been completely elucidated. Methods: Differentially expressed lncRNAs were screened out from the TCGA database. HNF1A-AS1 was examined in CRC clinical samples and cell lines by RT-qPCR. CCK8 assay, colony formation assay, flow cytometry, transwell assays, tube forming assay and vivo experiments were performed to study the function of HNF1A-AS1 in CRC tumor progression. Bioinformatic analysis, luciferase report assay, RNA pull-down and RIP assays were carried out to explore proteins binding HNF1A-AS1 and the potential downstream targets. Results: Our results showed that HNF1A-AS1 was upregulated in CRC and associated with unfavorable prognosis. HNF1A-AS1 promoted proliferation, migration and angiogenesis, accelerated cell cycle and reduced cell apoptosis in CRC. Bioinformatics prediction and further experiments proved that HNF1A-AS1 could promote CCND1 expression by suppressing PDCD4 or competitively sponging miR-93-5p. Meanwhile, METTL3 mediated HNF1A-AS1 m6A modification and affected its RNA stability. HNF1A-AS1/IGF2BP2/CCND1 may act as a complex to regulate the stability of CCND1. Conclusion: In summary, our result reveals the novel mechanism in which m6A-mediated HNF1A-AS1/IGF2BP2/CCND1 axis promotes CRC cell cycle progression, along with competitively sponging miR-93-5p to upregulate CCND1, demonstrating its significant role in cell cycle regulation and suggesting that HNF1A-AS1 may act as a potential prognostic marker of colorectal cancer in the future.
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- 2022
11. Effect of dermatan sulphate on a C57-mouse model of pulmonary fibrosis
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Weiyang Gao, Wei Li, Shufen Xu, Jianfeng Xu, and Zhenyu Yu
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Male ,0301 basic medicine ,Medicine (General) ,Pathology ,medicine.medical_specialty ,Dermatan Sulfate ,Bleomycin ,Biochemistry ,Mice ,03 medical and health sciences ,chemistry.chemical_compound ,R5-920 ,0302 clinical medicine ,Pulmonary fibrosis ,medicine ,Animals ,Antibiotics, Antineoplastic ,pulmonary fibrosis ,bleomycin ,business.industry ,Dermatan sulphate ,Biochemistry (medical) ,Anticoagulants ,Cell Biology ,General Medicine ,respiratory system ,Pre-Clinical Research Reports ,medicine.disease ,Mice, Inbred C57BL ,carbohydrates (lipids) ,Disease Models, Animal ,Hydroxyproline ,030104 developmental biology ,chemistry ,030220 oncology & carcinogenesis ,Female ,business - Abstract
ObjectiveTo test the antifibrotic effect of dermatan sulphate in a bleomycin-induced mouse model of pulmonary fibrosis.MethodsC57 mice were randomly divided into four experimental groups: saline-treated control group, bleomycin-induced fibrosis group, prednisolone acetate group and dermatan sulphate group. Lungs were assessed using the lung index, and the extent of interstitial fibrosis was graded using histopathological observation of haematoxylin & eosin-stained lung tissue. Lung tissue hydroxyproline levels and blood fibrinogen levels were measured using a hydroxyproline colorimetric kit and the Clauss fibrinogen assay, respectively. Tissue-type plasminogen activator (tPA) was measured using a chromogenic tPA assay kit.ResultsLung index values were significantly lower in the dermatan sulphate group versus the fibrosis group. Histopathological analyses revealed that dermatan sulphate treatment ameliorated the increased inflammatory cell infiltration, and attenuated the reduction in interstitial thickening, associated with bleomycin-induced fibrosis. Hydroxyproline and fibrinogen levels were decreased in the dermatan sulphate group versus the fibrosis model group. Dermatan sulphate treatment was associated with increased tPA levels versus controls and the fibrosis group.ConclusionsDamage associated with bleomycin-induced pulmonary fibrosis was alleviated by dermatan sulphate.
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- 2019
12. Overexpressed long noncoding RNA TUG1 affects the cell cycle, proliferation, and apoptosis of pancreatic cancer partly through suppressing RND3 and MT2A
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Benpeng Zhao, Zhen-Yu He, Hao Ji, Zhonghua Ma, Jianwei Lu, Keming Wang, Shufen Xu, Yetao Xu, and Bingqing Hui
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0301 basic medicine ,Gene knockdown ,Chemistry ,Microarray analysis techniques ,EZH2 ,Cell cycle ,Non-coding RNA ,Long non-coding RNA ,Cell biology ,03 medical and health sciences ,030104 developmental biology ,0302 clinical medicine ,Oncology ,Apoptosis ,030220 oncology & carcinogenesis ,Pharmacology (medical) ,Chromatin immunoprecipitation - Abstract
Background Long noncoding RNAs (lncRNAs) are involved in various human diseases, including cancers. However, their mechanisms remain undocumented. We investigated alterations in lncRNA that may be related to pancreatic cancer (PC) through analysis of microarray data. Methods In the present study, quantitative real-time PCR analysis was used to examine the expression of taurine upregulated 1 (TUG1) in PC tissue samples and PC cell lines. In PC cell lines, MTT assays, colony formation assays, and flow cytometry were used to investigate the effects of TUG1 on proliferation, cell cycle regulation, and apoptosis. Moreover, we established a xenograft model to assess the effect of TUG1 on tumor growth in vivo. The molecular mechanism of potential target genes was detected through nuclear separation experiments, RNA immunoprecipitation (RIP), chromatin immunoprecipitation assays (ChIP), and other experimental methods. Results The findings suggest that the abnormally high expression of TUG1 in PC tissues was associated with tumor size and pathological stage. Knockdown of TUG1 blocked the cell cycle and accelerated apoptosis, thereby inhibiting the proliferation of PC cells. In addition, RIP experiments showed that TUG1 can recruit enhancer of zeste homolog 2 (EZH2) to the promoter regions of Rho family GTPase 3 (RND3) and metallothionein 2A (MT2A) and inhibit their expression at the transcriptional level. Furthermore, ChIP experiments demonstrated that EZH2 could bind to the promoter regions of RND3 and MT2A. The knockdown of TUG1 reduced this binding capacity. Conclusion In conclusion, our data suggest that TUG1 may regulate the expression of PC-associated tumor suppressor genes at the transcriptional level and these may become potential targets for the diagnosis and treatment of PC.
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- 2019
13. Overexpressed long noncoding RNA TUG1 affects the cell cycle, proliferation, and apoptosis of pancreatic cancer partly through suppressing RND3 and MT2A
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Bingqing, Hui, Yetao, Xu, Benpeng, Zhao, Hao, Ji, Zhonghua, Ma, Shufen, Xu, ZhenYu, He, Keming, Wang, and Jianwei, Lu
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regulate ,mechanism ,cancer ,EZH2 ,tumor suppressor genes ,ncRNA ,OncoTargets and Therapy ,LncRNA ,Original Research ,transcriptional level - Abstract
Bingqing Hui,1,2,* Yetao Xu,3,* Benpeng Zhao,4,* Hao Ji,1,2 Zhonghua Ma,1,2 Shufen Xu,1,2 ZhenYu He,1,5 Keming Wang,1,2 Jianwei Lu6 1Department of Oncology, Second Affiliated Hospital, Nanjing Medical University, Nanjing 210000, Jiangsu, China; 2Department of Oncology, Second Clinical Medical College of Nanjing Medical University, Nanjing 210000, Jiangsu, China; 3Department of Obstetrics and Gynecology, The First Affiliated Hospital of Nanjing Medical University, Nanjing 210029, Jiangsu, China; 4Basic Medicine Faculty of Shanghai Jiaotong University, Core Facility of Basic Medical Sciences, Shanghai 200000, China; 5Department of General Surgery, Second Affiliated Hospital, Nanjing Medical University, Nanjing 210000, Jiangsu, China; 6Department of Medical Oncology, Jiangsu Cancer Hospital, Jiangsu Institute of Cancer Research, Nanjing Medical University Affiliated Cancer Hospital, Nanjing 210000, Jiangsu, China *These authors contributed equally to this work Background: Long noncoding RNAs (lncRNAs) are involved in various human diseases, including cancers. However, their mechanisms remain undocumented. We investigated alterations in lncRNA that may be related to pancreatic cancer (PC) through analysis of microarray data. Methods: In the present study, quantitative real-time PCR analysis was used to examine the expression of taurine upregulated 1 (TUG1) in PC tissue samples and PC cell lines. In PC cell lines, MTT assays, colony formation assays, and flow cytometry were used to investigate the effects of TUG1 on proliferation, cell cycle regulation, and apoptosis. Moreover, we established a xenograft model to assess the effect of TUG1 on tumor growth in vivo. The molecular mechanism of potential target genes was detected through nuclear separation experiments, RNA immunoprecipitation (RIP), chromatin immunoprecipitation assays (ChIP), and other experimental methods. Results: The findings suggest that the abnormally high expression of TUG1 in PC tissues was associated with tumor size and pathological stage. Knockdown of TUG1 blocked the cell cycle and accelerated apoptosis, thereby inhibiting the proliferation of PC cells. In addition, RIP experiments showed that TUG1 can recruit enhancer of zeste homolog 2 (EZH2) to the promoter regions of Rho family GTPase 3 (RND3) and metallothionein 2A (MT2A) and inhibit their expression at the transcriptional level. Furthermore, ChIP experiments demonstrated that EZH2 could bind to the promoter regions of RND3 and MT2A. The knockdown of TUG1 reduced this binding capacity. Conclusion: In conclusion, our data suggest that TUG1 may regulate the expression of PC-associated tumor suppressor genes at the transcriptional level and these may become potential targets for the diagnosis and treatment of PC. Keywords: LncRNA, ncRNA, regulate, mechanism, cancer, EZH2, transcriptional level, tumor suppressor genes
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- 2019
14. Overexpressed Long Noncoding RNA TUG1 Affects the Cell Cycle, Proliferation, and Apoptosis of Pancreatic Cancer Partly Through Suppressing RND3 and MT2A [Retraction]
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Bingqing Hui, Yetao Xu, Benpeng Zhao, Hao Ji, Zhonghua Ma, Shufen Xu, ZhenYu He, Keming Wang, and Jianwei Lu
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Oncology ,Pharmacology (medical) ,OncoTargets and Therapy ,Retraction - Abstract
Hui B, Xu Y, Zhao B, et al. Onco Targets Ther. 2019;12:1043–1057. The Editor and Publisher of OncoTargets and Therapy wish to retract the published article. Concerns were raised over alleged image duplication between Figures 2F and 6E. Specifically: Figure 2F, panel AsPC-1 Empty vector appears to have been duplicated with Figure 6E, panel BxPC-3 si-NC. The author responded to our queries but were unable to provide a satisfactory explanation for the alleged duplication and could not provide the original data for the study. The Editor requested for the article to be retracted and the authors agreed with this decision. The authors wish to apologise for this error. Our decision-making was informed by our policy on publishing ethics and integrity and the COPE guidelines on retraction. The retracted article will remain online to maintain the scholarly record, but it will be digitally watermarked on each page as “Retracted”. This retraction relates to this paper
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- 2021
15. The ATO/miRNA-885-5p/MTPN axis induces reversal of drug-resistance in cholangiocarcinoma
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Shufen Xu, Quanpeng Li, Wen Zhang, Wei Chen, Yuting Wang, Lingyu Tang, Lin Miao, Chen Lin, Yang Yang, and Qi Jiang
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0301 basic medicine ,Cancer Research ,Cell Survival ,medicine.medical_treatment ,Antineoplastic Agents ,Drug resistance ,Kaplan-Meier Estimate ,Cell Line ,Cholangiocarcinoma ,03 medical and health sciences ,Myotrophin ,chemistry.chemical_compound ,0302 clinical medicine ,Western blot ,Arsenic Trioxide ,Cell Line, Tumor ,microRNA ,Medicine ,Humans ,Arsenic trioxide ,education ,Cisplatin ,Chemotherapy ,Gene knockdown ,education.field_of_study ,medicine.diagnostic_test ,business.industry ,General Medicine ,Gene Expression Regulation, Neoplastic ,MicroRNAs ,030104 developmental biology ,Oncology ,chemistry ,Bile Duct Neoplasms ,Drug Resistance, Neoplasm ,030220 oncology & carcinogenesis ,Cancer research ,Molecular Medicine ,Intercellular Signaling Peptides and Proteins ,Fluorouracil ,business ,medicine.drug ,Signal Transduction - Abstract
Cholangiocarcinoma (CCA) is the second most malignant tumor of the hepatobiliary system. Due to its cumbersome early diagnosis and rapid progression, chemotherapy has become the main treatment option. Primary drug resistance is a major cause of the poor efficacy of chemotherapeutic drugs. Therefore, it is considered urgent to explore new drugs to overcome primary drug resistance of CCA. Western blot and qRT-PCR assays were used to assess the expression of myotrophin (MTPN) and microRNA-885-5p (miR-885-5p) in CCA tissues and cells. The viability of CCA cells treated with arsenic trioxide (ATO), 5-fluorouracil (5-Fu) and cisplatin (CDDP) was analyzed using a CCK-8 assay. A luciferase reporter assay was used to assess the interaction between miR-885-5p and MTPN. Kaplan-Meier analyses were used for survival assessments. We found that ATO can reduce the resistance of CCA cells to 5-Fu and CDDP and promote the killing effect of 5-Fu and CDDP. Low-dose ATO showed an anti-drug-resistance effect through up-regulation of the expression of miR-885-5p. Combined with sequencing results and database predictions, we found that MTPN may serve as a direct target of miR-885-5p. After MTPN knockdown, the sensitivity of CCA cells to 5-FU and CDDP was increased. Finally, we found that ATO can reverse chemotherapy resistance induced by overexpression of MTPN. Our data indicate that the ATO/miR-885-5p/MTPN axis may serve as a target for improving the sensitivity of CCA cells to chemotherapy.
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- 2021
16. SP1 induced long non-coding RNA AGAP2-AS1 promotes cholangiocarcinoma proliferation via silencing of CDKN1A
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Juan Wang, Juan Li, Li Wang, Xuezhen Hu, Shufen Xu, Keming Wang, Jing Zhou, Peng Peng, Binbin Lu, and Hao Ji
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Male ,0301 basic medicine ,Sp1 Transcription Factor ,Biology ,medicine.disease_cause ,Cholangiocarcinoma ,lcsh:Biochemistry ,Mice ,03 medical and health sciences ,0302 clinical medicine ,AGAP2-AS1 ,Downregulation and upregulation ,Cell Line, Tumor ,parasitic diseases ,Genetics ,medicine ,Animals ,Humans ,Gene silencing ,lcsh:QD415-436 ,EZH2 ,CCA ,Molecular Biology ,Genetics (clinical) ,Cell Proliferation ,Gene knockdown ,fungi ,lcsh:RM1-950 ,Alternative splicing ,RNA ,Biomarker apoptosis ,LncRNA ,Long non-coding RNA ,Up-Regulation ,Cell biology ,Gene Expression Regulation, Neoplastic ,lcsh:Therapeutics. Pharmacology ,030104 developmental biology ,Bile Duct Neoplasms ,030220 oncology & carcinogenesis ,Molecular Medicine ,Female ,RNA, Long Noncoding ,Carcinogenesis ,Neoplasm Transplantation ,Research Article - Abstract
Background LncRNA can regulate gene at various levels such as apparent genetics, alternative splicing, and regulation of mRNA degradation. However, the molecular mechanism of LncRNA in cholangiocarcinoma is still unclear. This deserves further exploration. Methods We investigated the expression of AGAP2-AS1 in 32 CCA tissues and two CCA cell lines. We found a LncRNA AGAP2-AS1 which induced by SP1 has not been reported in CCA, and Knockdown and overexpression were used to investigate the biological role of AGAP2-AS1 in vitro. CHIP and RIP were performed to verify the putative targets of AGAP2-AS1. Results AGAP2-AS1 was significantly upregulated in CCA tumor tissues. SP1 induced AGAP2-AS1 plays an important role in tumorigenesis. AGAP2-AS1 knockdown significantly inhibited proliferation and caused apoptosis in CCA cells. In addition, we demonstrated that AGAP2-AS1 promotes the proliferation of CCA. Conclusions We conclude that the long non-coding RNA AGAP2-AS1 plays a role in promoting the proliferation of cholangiocarcinoma.
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- 2021
17. Additional file 1 of SP1 induced long non-coding RNA AGAP2-AS1 promotes cholangiocarcinoma proliferation via silencing of CDKN1A
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Ji, Hao, Wang, Juan, Binbin Lu, Li, Juan, Zhou, Jing, Wang, Li, Shufen Xu, Peng, Peng, Xuezhen Hu, and Wang, Keming
- Abstract
Additional file 1: Table S1. The list of primers and the sequence of siRNAs.
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- 2021
- Full Text
- View/download PDF
18. SP1 induced Long non-coding RNA AGAP2-AS1 promotes cholangiocarcinoma proliferation via silencing of CDKN1A
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Hao Ji, Juan Wang, Binbin Lu, Juan Li, Jing Zhou, Li Wang, Shufen Xu, Peng Peng, Xuezhen Hu, and Wang Keming
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Background: LncRNA can regulate gene at various levels such as apparent genetics, alternative splicing, and regulation of mRNA degradation. However, the molecular mechanism of LncRNA in cholangiocarcinoma is still unclear. This deserves further exploration. Methods:We investigated the expression of AGAP2-AS1 in 32 CCA tissues and two CCA cell lines. We found a LncRNA AGAP2-AS1 which induced by SP1 has not been reported in CCA, and Knockdown and overexpression were used to investigate the biological role of AGAP2-AS1 in vitro. CHIP and RIP were performed to verify the putative targets of AGAP2-AS1. Results:AGAP2-AS1 was significantly upregulated in CCA tumor tissues.SP1 induced AGAP2-AS1 plays an important role in tumorigenesis. AGAP2-AS1 knockdown significantly inhibited proliferation and caused apoptosis in CCA cells. In addition, we demonstrated that AGAP2-AS1 promotes the proliferation of CCA. Conclusions: We conclude that the long non-coding RNA AGAP2-AS1 plays a role in promoting the proliferation of cholangiocarcinoma.
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- 2020
19. ATO /miRNA-885-5p/MTPN axis induced reversal of drug-resistance in cholangiocarcinoma
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Yuting Wang, Wen Zhang, Lin Chen, Wei Chen, Shufen Xu, Lingyu Tang, Yang Yang, Quanpeng Li, Qi Jiang, and Lin Miao
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Backgroud: In recent years, the incidence of cholangiocarcinoma (CCA) has increased, and it has become the second most malignant tumor of the hepatobiliary system. Chemotherapy has become the main treatment for cholangiocarcinoma due to its difficulty in diagnosis and rapid progress. Primary drug resistance is the main reason for the poor efficacy of chemotherapeutic drugs. Methods Western blot and quantitative real-time PCR assays were used to detect the expression levels of myotrophin (MTPN) and microRNA-885-5p(miR-885-5p) in CCA tissues and cells; Cell viabilities treated with arsenic trioxide (ATO), 5-fluorouracil (5-Fu) and cisplatin (CDDP) were analyzed by a CCK-8 kit. Luciferase reporter assay detected the relationship between miR-885-5p and MTPN. Kaplan-Meier analysis showed survival time curve. Results We found that ATO can reduce the resistance of CCA cells to 5-Fu and CDDP and promote the killing effect of 5-Fu and CDDP. Low-dose ATO played an anti-drug-resistance role through up-regulating the expression of miR-885-5p. Combined with sequencing results and database prediction, we found that MTPN was a direct target gene of miR-885-5p. The sensitivity of CCA cells to 5-Fu and CDDP was increased after MTPN was knocked out. After MTPN knockout, the sensitivity of cholangiocarcinoma cells to 5-FU and CDDP was increased. ATO can reverse chemotherapy resistance induced by overexpression of MTPN. Conclusions Our study suggests that the ATO/miR-885-5p/MTPN axis is a potential therapeutic strategy for improving the sensitivity of CCA to chemotherapy.
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- 2020
20. LncRNA MIR503HG Inhibits Non-Small Cell Lung Cancer Cell Proliferation by Inducing Cell Cycle Arrest Through the Downregulation of Cyclin D1
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Shufen, Xu, Shengping, Zhai, Tiantian, Du, and Zhan, Li
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lncRNA MIR503HG ,cyclin D1 ,cell cycle ,survival ,non-small cell lung cancer ,respiratory tract diseases ,Original Research - Abstract
Introduction LncRNA MIR503HG has been reported to participate in liver cancer and ALK-negative anaplastic large-cell lymphoma, while its role in non-small cell lung cancer (NSCLC) is unknown. We therefore investigated the functions of lncRNA MIR503HG in NSCLC. Methods MIR503HG expression in paired cancer and non-cancer tissues from NSCLC patients was analyzed by RT-qPCR. The interaction between cyclin D1 and MIR503HG was analyzed by overexpression experiments. Cell cycle analysis was performed by flow cytometry. Cell proliferation was analyzed by CCK-8 assay. Results MIR503HG was downregulated in NSCLC and low levels of MIR503HG were associated with poor survival. In contrast, cyclin D1 was upregulated in NSCLC, and cyclin D1 and MIR503HG were inversely correlated. In NSCLC cells, overexpression experiments revealed that MIR503HG functioned as an upstream inhibitor of cyclin D1. MIR503HG overexpression led to G1 cell cycle arrest, while overexpression of cyclin D1 attenuated the effects of MIR503HG overexpression. Similarly, MIR503HG overexpression resulted in reduced cell proliferation rate, while overexpression of cyclin D1 caused the increased cell proliferation rate and attenuated effects of MIR503HG overexpression. Conclusion MIR503HG inhibits NSCLC cell proliferation by inducing cell cycle arrest through the downregulation of cyclin D1.
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- 2019
21. FOXP1-Induced Long Non-Coding RNA linc01003 Regulating Proliferation and Apoptosis of Colorectal Cancer Cells Through EZH2/HKDC1 and miR-106b-5p/DIC Regulation Axis
- Author
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Yang Wang, Binbin Lu, Ying Fang, Shufen Xu, Keming Wang, Juan Wang, Bingqing Hui, Peng Peng, Jing Zhou, Juan Li, and Hao Ji
- Subjects
Gene knockdown ,Oncogene ,Tumor suppressor gene ,Gene expression ,medicine ,Transcriptional regulation ,Cancer research ,Cancer ,Biology ,medicine.disease ,Transcription factor ,Long non-coding RNA - Abstract
Background: Long non-coding RNA with a length of more than 200 nucleotides, called long non-coding RNA (LncRNAs), lncRNAs can regulate its activity or change its location by interfering with the activity of mRNA and directly binding to proteins. It can also affect the expression of downstream genes by inhibiting RNA polymerase, And as a competitive endogenous RNAs to regulate gene expression, thus playing an important role in the biological process. Colorectal cancer is a malignant lesion of colorectal mucosa caused by environmental, genetic and epigenetic factors. The occurrence of colorectal cancer is a multi-stage, multi-gene process, but its pathogenesis is not fully understood. With the discovery of new molecular and epigenetic mechanisms in CRC, lncRNA has become a biological target for diagnostic, prognostic and therapeutic applications. Methods: Therefore, by screening the GEO database, we found that the expression of Linc01003 in cancer tissues was significantly different from that in paracancerous tissues, and then the expression was detected in 60 pairs of colorectal cancer tissues, five colorectal cancer cell lines and normal intestinal epithelial cell lines. In order to verify the phenotype of linc01003 by knockdown and overexpression experiments, and to explore the mechanism of linc01003 regulating mechanism of proliferation and apoptosis, the upstream transcription factors were predicted by database and verified by related experiments. The related downstream targets were screened by high throughput sequencing and verified by qRT-PCR, Western blot, RIP, ChIP, RNA-FISH and other experiments. Results: Highly expressed linc01003 is closely related to more advanced pathological stages and shorter life cycles.The results showed that the expression of LncRNA Linc01003 induced by transcription factor FOXP1 was significantly increased in colorectal cancer tissues and cells. Knockdown of Linc01003 in colorectal cells could significantly inhibit cell proliferation and induce apoptosis, while overexpression could promote cell proliferation. This can also be proved in animal experiments. After high throughput sequencing, it was found that the expression of crude oncogene HKDC1 was up-regulated and the expression of tumor suppressor gene DIC was down-regulated. Then through bioinformatics prediction and RIP experiments, it was proved that linc01003 binds to EZH2 and AGO2 proteins. CHIP experiments showed that Linc01003 could bind EZH2 to participate in the transcriptional regulation of HKDC1. Luciferase reporter gene confirmed that linc01003 competitive adsorption of miR-106b-5p promoted SLC25A10( DIC) expression. Therefore, we conclude that long non-coding RNA Linc01003 with high expression is associated with later stage and worse prognosis, and transcription factor FOXP1 can induce high expression of long non-coding RNA Linc01003. The high expression of linc01003 promotes the proliferation and inhibits the apoptosis of colorectal cancer cells. Lin01003 promotes the proliferation of colorectal cancer cells through EZH2/HKDC1 and miR-106b-5p/DIC regulatory axes. Conclusions: Therefore, we conclude that the transcription factor FOXP1 induced linc01003 promotes proliferation and inhibits apoptosis of colorectal cancer cells through EZH2/HKDC1 and miR-106b-5p/DIC regulatory axis . It is expected to be a diagnostic marker for CRC and a potential biotherapeutic target. Funding Statement: This study was supported by grants from the National Natural Sciences Foundation of China (grant no. 81772603), Key talents of young medicine in Jiangsu Province(grant no.QNRC2016662), Nanjing Health Science and Technology Development Medical Key Technology Development Project (grant no.YKK18190). Declaration of Interests: The authors declare no competing financial interests. Ethics Approval Statement: All patients provided written informed consent, and all the experiments were approved by the Research Ethics Committee of Nanjing Medical University. This study was conducted in strict accordance with the guidelines of the National Institutes of Health (NIH) on the use of laboratory animals. Our plan has been approved by the Animal Experimental Ethics Committee of Nanjing Medical University.
- Published
- 2019
22. Vascular endothelial growth factor induces anti-Müllerian hormone receptor 2 overexpression in ovarian granulosa cells of in vitro fertilization/intracytoplasmic sperm injection patients
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Xiaodan Lu, Yan Tan, Xiuying Lin, Jianhua Fu, Munan Sun, Shufen Xu, Yanqiu Fang, and Lei Liu
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Adult ,Male ,Vascular Endothelial Growth Factor A ,0301 basic medicine ,endocrine system ,Cancer Research ,medicine.medical_specialty ,Receptors, Peptide ,endocrine system diseases ,Ovarian hyperstimulation syndrome ,Biology ,Biochemistry ,Cell Line ,Ovarian disease ,Mice ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Internal medicine ,Follicular phase ,Anti-Müllerian hormone receptor ,Genetics ,medicine ,Animals ,Humans ,Sperm Injections, Intracytoplasmic ,Molecular Biology ,Granulosa Cells ,030219 obstetrics & reproductive medicine ,urogenital system ,Antral follicle ,medicine.disease ,female genital diseases and pregnancy complications ,Vascular endothelial growth factor ,030104 developmental biology ,Endocrinology ,Gene Expression Regulation ,Oncology ,chemistry ,Molecular Medicine ,Female ,Ovarian cancer ,Follicle-stimulating hormone receptor ,Receptors, Transforming Growth Factor beta ,hormones, hormone substitutes, and hormone antagonists - Abstract
Misregulation of vascular endothelial growth factor A (VEGF‑A) has been implicated in numerous types of ovarian disease, such as polycystic ovarian syndrome, ovarian hyperstimulation syndrome, endometriosis and ovarian cancer. VEGF regulates blood vessel permeability and angiogenesis. In our previous study, VEGF‑regulated gene expression was profiled in the uterus of a transgenic mouse model with repressed VEGF expression, which indicated that VEGF is an important regulator in controlling gene expression in the uterus. The anti‑Müllerian hormone (AMH) is expressed by ovarian granulosa cells (GCs) and acts through its type 2 receptor, AMH receptor 2 (AMHR2). Serum AMH levels are used to predict ovarian reserves and the small antral follicles contribute markedly to the serum AMH level. AMH recruits primordial follicles and inhibits excessive follicular development by follicular stimulating hormone (FSH). However, AMH may be influenced by suppression of gonadotrophin secretion and VEGF inhibition. In the current study, human primary ovarian GCs were isolated from ovarian follicle fluid of in vitro fertilization/intracytoplasmic sperm injection cycles (IVF/ICSI). It was identified that the FSH receptor was consistently expressed in the isolated cells. VEGF‑A treatment stimulated AMHR2 overexpression at the gene and protein levels. In addition, VEGF induced AMHR2 expression on the surface of the isolated GCs from mature follicles. The VEGF treatment was also performed in an ovarian granulosa‑like cell line, KGN. AMH and AMHR2 are co‑expressed in normal GCs; however, as a result of VEGF misregulation, AMHR2 overexpression increases AMH binding, which may attenuate follicular or oocyte maturation. However, the associated function and underlying mechanism requires further investigation.
- Published
- 2016
23. Application of Ultrasound-guided Core Needle Biopsy in the Diagnosis of T3 or T4 Stage Laryngeal and Hypopharyngeal Cancer
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Shufen Xu, Chuanliang Jia, Yunqiang Wang, Hua Zhang, Xiaoli Cao, Xicheng Song, Dajian Li, Ruihua Liu, Yayun Lv, and Aihua Jiang
- Subjects
Image-Guided Biopsy ,Male ,Cancer Research ,medicine.medical_specialty ,Hypopharyngeal Carcinoma ,Risk Factors ,Hypopharyngeal Neoplasm ,Biopsy ,medicine ,Humans ,Stage (cooking) ,Laryngeal Neoplasms ,Aged ,Neoplasm Staging ,Ultrasonography ,Aged, 80 and over ,Hypopharyngeal Neoplasms ,medicine.diagnostic_test ,business.industry ,Hypopharyngeal cancer ,Magnetic resonance imaging ,General Medicine ,Middle Aged ,Laryngeal Neoplasm ,medicine.disease ,Magnetic Resonance Imaging ,Oncology ,Biopsy, Large-Core Needle ,Radiology ,Tomography, X-Ray Computed ,business - Abstract
Aim To study the value of ultrasound-guided core needle biopsy (CNB) in the diagnosis of T3 or T4 stage laryngeal and hypopharyngeal cancer, which is difficult by routine methods. Patients and methods Nineteen cases of T3 or T4 stage laryngeal or hypopharyngeal carcinoma with abnormal pharyngeal sensitivity, severe dyspnea, submucous cancer recurrence, cardiovascular and pulmonary dysfunction were reviewed retrospectively from October 2012 to October 2014 in the Yuhuangding Hospital of Qingdao University. Ultrasound-guided coarse needle biopsies were used on primary lesions after assessing the patients with neck-enhanced computed tomography (CT) or magnetic resonance imaging (MRI) scan(s). The clinical value of ultrasound-guided CNB in the diagnosis of laryngeal and hypopharyngeal cancer was analyzed. Results All patients underwent successful pathological diagnosis by ultrasound-guided CNB without any serious complications. Dyspnea, cardiovascular and pulmonary dysfunction did not deteriorate. Conclusion Ultrasound-guided CNB is a highly safe and efficient method for the pathological diagnosis of T3 or T4 stage laryngeal and hypopharyngeal cancer. It should be used especially when the fiberoptic or laryngoscope biopsy are of high risk.
- Published
- 2017
24. The Impact of Wine Style and Sugar Addition in liqueur d’expedition (dosage) Solutions on Traditional Method Sparkling Wine Composition
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Belinda Kemp, Lisa Dowling, Debbie Inglis, Casey Hogan, and Shufen Xu
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0301 basic medicine ,Ripeness in viticulture ,lcsh:TX341-641 ,03 medical and health sciences ,0404 agricultural biotechnology ,Malolactic fermentation ,Food science ,Sugar ,volatile aroma compounds ,lcsh:RC620-627 ,Fermentation in winemaking ,Wine ,liqueur d’expedition ,030109 nutrition & dietetics ,Sweetness of wine ,Chemistry ,digestive, oral, and skin physiology ,food and beverages ,04 agricultural and veterinary sciences ,Wine fault ,040401 food science ,lcsh:Nutritional diseases. Deficiency diseases ,Yeast in winemaking ,Horticulture ,sparkling wine ,foam ,lcsh:Nutrition. Foods and food supply ,Food Science - Abstract
The purpose of this study was to investigate the effect of wine style and cane sugar addition in the liqueur d’expedition (dosage) solution on volatile aroma compounds (VOCs) in traditional method sparkling wine. There were 24 bottles of each treatment produced. Treatments were sparkling wine zero dosage (ZD); NV sparkling wine + sugar (BS); unoaked still Chardonnay wine + sugar (UC); Pinot noir 2009 sparkling wine + sugar (PN); Niagara produced Brandy + sugar (B) and Icewine (IW). The control treatment in the sensory analysis was an oaked still Chardonnay wine + sugar (OC) because the zero-dosage wine was not suitable for a difference test that compared wines with sugar to one without. Standard wine chemical parameters were analysed before disgorging and after liqueur d’expedition was added and included; pH, titratable acidity (TA g/L), alcohol (v/v %), residual sugar (RS g/L), free and total SO2 and total phenolics (A.U.). Volatile aroma compounds (VOCs) analysed by Headspace Solid- Phase Micro-Extraction Gas Chromatography-Mass Spectrometry (HS-SPME-GC-MS) included two alcohols, and six ethyl esters. ZD wines had the highest foam height and highest dissolved oxygen level. Sugar affected VOC concentrations in all treatments at five weeks post-disgorging, but by 15 weeks after liqueur d’expedition addition, the wine with added sugar had similar VOC concentrations to the ZD wines. The type of wines used in the dosage solutions had more influence on VOC concentrations than sugar addition.
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- 2017
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25. DNA vaccine expressing repeated carcinoembryonic antigen (CEA)625–667 induces strong immunity in mice
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Shufen Xu, Yanqiu Fan, Shulei Li, Li-hua Liu, Shucheng Hua, Dan Li, Yuan-yuan Che, Xiu-mei Duan, and Yan Tan
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Antibodies, Neoplasm ,Helper T lymphocyte ,T cell ,Immunology ,Epitopes, T-Lymphocyte ,CD8-Positive T-Lymphocytes ,Epitope ,law.invention ,DNA vaccination ,Mice ,Carcinoembryonic antigen ,law ,Neoplasms ,Vaccines, DNA ,medicine ,Animals ,Immunology and Allergy ,Cell Proliferation ,Mice, Inbred BALB C ,biology ,Vaccination ,Th1 Cells ,Virology ,Molecular biology ,Carcinoembryonic Antigen ,medicine.anatomical_structure ,Antibody Formation ,Recombinant DNA ,biology.protein ,Female ,Antibody ,Peptides ,CD8 - Abstract
The efficacy of immunization with DNA plasmids for single truncated carcinoembryonic antigen (CEA) peptide or triple repeated CEA peptides in mice was evaluated. A DNA fragment the truncated CEA gene (nucleotide 625-667) encoding two helper T lymphocyte (HTL) epitopes was amplified by PCR and cloned for generating recombinant plasmids for single CEA(625-667) (pcDNA-CEA(625-667)) or triple CEA(625-667) (pcDNA-triCEA(625-667)), respectively. Subsequently, groups of BALB/c female mice were intramuscularly injected with pcDNA-CEA(625-667,) pcDNA-triCEA(625-667) or control pcDNA3.0 vector, respectively. Ten days after the last immunization, the frequency of splenic CD4(+) and CD8(+) T cells in the mice was determined by flow cytometry. The antigen-specific proliferation of splenic T cells and cytokine production ex vivo were analyzed by (3)H-TdR uptake and cytokine ELISA, respectively. The levels of serum antibodies against CEA in the mice were detected by Western blot and ELISA. Although immunization with plasmid for the CEA(625-667) peptide(s) did not alter the frequency of CD4(+) and CD8(+) T cells in mice, vaccination with plasmid for CEA peptide induced strong antigen-specific T cell proliferation, particularly for the plasmid encoding the triple-repeated CEA peptides, accompanied by significantly elevated levels of IFN-γ secreted by T cells from the mice immunized with triple-repeated peptides. Furthermore, immunization with the plasmid for CEA peptide stimulated higher levels of antigen-specific antibody responses in mice. Vaccination with the plasmid for the triple repeated CEA peptides induced stronger Th1 responses. Our findings may be useful for the development of effective DNA vaccine for the immunotherapy of cancer.
- Published
- 2011
26. Stereoselective Synthesis of 5-Substituted Pyrrolo[1,2-c]imidazol-3-ones: Access to Annulated Chiral Imidazol(in)ium Salts
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Shufen Xu and Costa Metallinos
- Subjects
Molecular Structure ,Organic Chemistry ,Imidazoles ,Enantioselective synthesis ,chemistry.chemical_element ,Stereoisomerism ,Biochemistry ,Medicinal chemistry ,Catalysis ,Metal ,chemistry.chemical_compound ,chemistry ,visual_art ,visual_art.visual_art_medium ,Pyrroles ,Salts ,Stereoselectivity ,Physical and Theoretical Chemistry ,Carbene ,Salt formation ,Palladium - Abstract
A two-step synthesis of N-heterocyclic carbene (NHC) precatalysts by diastereoselective or enantioselective lithiation of pyrrolo[1,2-c]imidazol-3-ones followed by POCl(3)-induced salt formation is described. The resulting 3-chloro-pyrroloimidazol(in)ium salts may be coordinated to palladium(II) upon NHC generation with t-BuLi at low temperature. The method may facilitate exploitation of these compounds as chiral organocatalysts or ligands in metal catalysis.
- Published
- 2009
27. Brønsted Acid Catalyzed Asymmetric Reduction of 2- and 2,9-Substituted 1,10-Phenanthrolines
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Costa Metallinos, Shufen Xu, and Fred B. Barrett
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chemistry.chemical_classification ,chemistry.chemical_compound ,chemistry ,Organocatalysis ,Phenanthroline ,Organic Chemistry ,Enantioselective synthesis ,Enantiomer ,Brønsted–Lowry acid–base theory ,Phosphoric acid ,Medicinal chemistry ,Alkyl ,Catalysis - Abstract
Several 2- and 2,9-substituted 1,10-phenanthrolines are reduced asymmetrically for the first time using a Hantzsch dihydropyridine in the presence of BINOL-derived phosphoric acid catalysts. The best results are obtained with phenanthrolines bearing unbranched or nitrogen-containing alkyl groups in the 2- or 2,9-positions, which afford chiral octahydrophenanthrolines in a range of yields (40-88%) and good to excellent levels of enantiomeric purity (78-99% ee).
- Published
- 2008
28. Reduction of substituted 1,10-phenanthrolines as a route to rigid chiral benzimidazolylidenes
- Author
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Shufen Xu, Fred B. Barrett, Nicholas J. Taylor, Yao Wang, and Costa Metallinos
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Reduction (complexity) ,Acetic acid ,chemistry.chemical_compound ,chemistry ,Bicyclic molecule ,Diamine ,Organic Chemistry ,Drug Discovery ,Organic chemistry ,Methanol ,Solvent composition ,Biochemistry ,Combinatorial chemistry - Abstract
Variously substituted 1,10-phenanthrolines are reduced to octahydrophenanthrolines in moderate to good yields with NaBH3CN in acetic acid/methanol. The exact solvent composition is important to avoid the formation of tetrahydrophenanthrolines and N-alkylated byproducts, and to optimize the formation of octahydrophenanthrolines. Resolution of a racemic reduction product gives an enantiomerically pure C2-symmetric diamine from which the corresponding rigid benzimidazolylidene is prepared, whereas reduction of chiral phenanthrolines derived from bicyclic ketones affords diastereomerically pure diamines, which may also be converted to benzimidazolylidenes.
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- 2006
29. ChemInform Abstract: Stereoselective Synthesis of 5-Substituted Pyrrolo[1,2-c]imidazol-3-ones: Access to Annulated Chiral Imidazol(in)ium Salts
- Author
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Costa Metallinos and Shufen Xu
- Subjects
Enantioselective synthesis ,chemistry.chemical_element ,General Medicine ,Medicinal chemistry ,Catalysis ,Metal ,chemistry.chemical_compound ,chemistry ,visual_art ,visual_art.visual_art_medium ,Organic chemistry ,Stereoselectivity ,Carbene ,Salt formation ,Palladium - Abstract
A two-step synthesis of N-heterocyclic carbene (NHC) precatalysts by diastereoselective or enantioselective lithiation of pyrrolo[1,2-c]imidazol-3-ones followed by POCl3-induced salt formation is described. The resulting 3-chloro-pyrroloimidazol(in)ium salts may be coordinated to palladium(II) upon NHC generation with t-BuLi at low temperature. The method may facilitate exploitation of these compounds as chiral organocatalysts or ligands in metal catalysis.
- Published
- 2010
Catalog
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