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3,154 results on '"Sessler, Jonathan L."'

11. Chemically Mediated Artificial Electron Transport Chain

Author

Yang, Yu-Dong, primary, Zhang, Qian, additional, Khrouz, Lhoussain, additional, Chau, Calvin V., additional, Yang, Jian, additional, Wang, Yuying, additional, Bucher, Christophe, additional, Henkelman, Graeme, additional, Gong, Han-Yuan, additional, and Sessler, Jonathan L., additional

Published
2024
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14. Columnar liquid crystals based on antiaromatic expanded porphyrins

Author

Welch Foundation, Agencia Estatal de Investigación (España), Ministerio de Ciencia e Innovación (España), Comunidad de Madrid, Ministerio de Ciencia, Innovación y Universidades (España), European Commission, Ministerio de Economía y Competitividad (España), Alexander von Humboldt Foundation, Ministerio de Educación, Cultura y Deporte (España), Eusko Jaurlaritza, Gobierno de Aragón, Nguyen, Duong D., Labella, Jorge, Laforga-Martín, Juan, Folcia, César L., Ortega, Josu, Torres, Tomás, Sierra, Teresa, Sessler, Jonathan L., Welch Foundation, Agencia Estatal de Investigación (España), Ministerio de Ciencia e Innovación (España), Comunidad de Madrid, Ministerio de Ciencia, Innovación y Universidades (España), European Commission, Ministerio de Economía y Competitividad (España), Alexander von Humboldt Foundation, Ministerio de Educación, Cultura y Deporte (España), Eusko Jaurlaritza, Gobierno de Aragón, Nguyen, Duong D., Labella, Jorge, Laforga-Martín, Juan, Folcia, César L., Ortega, Josu, Torres, Tomás, Sierra, Teresa, and Sessler, Jonathan L.

Abstract

Three naphthorosarins, antiaromatic expanded porphyrins bearing different meso substituents (NRos 1–3), designed to self-assemble into columnar liquid crystalline (LC) structures, were synthesized and characterized using polarized optical microscopy (POM), differential scanning calorimetry (DSC), X-ray diffraction (XRD), as well as supporting computational calculations. The substituents were found to play a crucial role in modulating the LC behaviour.

Published
2024

15. Texaphyrin-Based Calcium Sensor for Multimodal Imaging

Author

Thiabaud, Grégory D., Schwalm, Miriam, Sen, Sajal, Barandov, Ali, Simon, Jacob, Harvey, Peter, Spanoudaki, Virginia, Müller, Peter, Sessler, Jonathan L., Jasanoff, Alan, Thiabaud, Grégory D., Schwalm, Miriam, Sen, Sajal, Barandov, Ali, Simon, Jacob, Harvey, Peter, Spanoudaki, Virginia, Müller, Peter, Sessler, Jonathan L., and Jasanoff, Alan

Abstract

The ability to monitor intracellular calcium concentrations using fluorescent probes has led to important insights into biological signaling processes at the cellular level. An important challenge is to relate such measurements to broader patterns of signaling across fields of view that are inaccessible to optical techniques. To meet this need, we synthesized molecular probes that couple calcium-binding moieties to lanthanide texaphyrins, resulting in complexes endowed with a diverse complement of magnetic and photophysical properties. We show that the probes permit intracellular calcium levels to be assessed by fluorescence, photoacoustic, and magnetic resonance imaging modalities and that they are detectable by multimodal imaging in brain tissue. This work thus establishes a route for monitoring signaling processes over a range of spatial and temporal scales., National Institutes of Health (NIH)

Published
2024

17. Superresolution imaging of antibiotic-induced structural disruption of bacteria enabled by photochromic glycomicelles.

Author

Xi-Le Hu, Hui-Qi Gan, Wen-Zhen Gui, Kai-Cheng Yan, Sessler, Jonathan L., Dong Yi, He Tian, and Xiao-Peng He

Subjects
HIGH resolution imaging, BACTERIAL evolution, CLICK chemistry, MULTIDRUG resistance, GRAM-negative bacteria
Abstract

Bacterial evolution, particularly in hospital settings, is leading to an increase in multidrug resistance. Understanding the basis for this resistance is critical as it can drive discovery of new antibiotics while allowing the clinical use of known antibiotics to be optimized. Here, we report a photoactive chemical probe for superresolution microscopy that allows for the in situ probing of antibiotic-induced structural disruption of bacteria. Conjugation between a spiropyran (SP) and galactose via click chemistry produces an amphiphilic photochromic glycoprobe, which self-assembles into glycomicelles in water. The hydrophobic inner core of the glycomicelles allows encapsulation of antibiotics. Photoirradiation then serves to convert the SP to the corresponding merocyanine (MR) form. This results in micellar disassembly allowing for release of the antibiotic in an on-demand fashion. The glycomicelles of this study adhere selectively to the surface of a Gram-negative bacterium through multivalent sugar-lectin interaction. Antibiotic release from the glycomicelles then induces membrane collapse. This dynamic process can be imaged in situ by superresolution spectroscopy owing to the "fluorescence blinking" of the SP/MR photochromic pair. This research provides a high-precision imaging tool that may be used to visualize how antibiotics disrupt the structural integrity of bacteria in real time. [ABSTRACT FROM AUTHOR]

Published
2024
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18. 1,3,5–2,4,6‐Functionalized Benzene Molecular Cage: An Environmentally Responsive Scaffold that Supports Hierarchical Superstructures.

Author

Pang, Xin‐Yu, Zhou, Hang, Xie, Xiaojiang, Jiang, Wei, Yang, Yinhua, Sessler, Jonathan L., and Gong, Han‐Yuan

Subjects
BENZENE, SOLID solutions, HOST-guest chemistry, ANTHRACENE, ISOMERIZATION, MOIETIES (Chemistry)
Abstract

New stimulus‐responsive scaffolds are of interest as constituents of hierarchical supramolecular ensembles. 1,3,5–2,4,6‐Functionalized, facially segregated benzene moieties have a time‐honored role as building blocks for host molecules. However, their user as switchable motifs in the construction of multi‐component supramolecular structures remains poorly explored. Here, we report a molecular cage 1, which consists of a bent anthracene dimer 3 paired with 1,3,5‐tris(aminomethyl)‐2,4,6‐triethylbenzene 2. As the result of the pH‐induced ababab↔bababa isomerization of the constituent‐functionalized benzene units derived from 2, this cage can reversibly convert between an open state and a closed form, both in solution and in the solid state. Cage 1 was used to create stimuli‐responsive hierarchical superstructures, namely Russian doll‐like complexes with [K⊂18‐crown‐6⊂1]+ and [K⊂cryptand‐222⊂1]+. The reversible assembly and disassembly of these superstructures could be induced by switching cage 1 from its open to closed form. The present study thus provides an unusual example where pH‐triggered conformation motion within a cage‐like scaffold is used to control the formation and disassociation of hierarchical ensembles. [ABSTRACT FROM AUTHOR]

Published
2024
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23. Theranostic Fluorescent Probes

Author

Sharma, Amit, primary, Verwilst, Peter, additional, Li, Mingle, additional, Ma, Dandan, additional, Singh, Nem, additional, Yoo, Jiyoung, additional, Kim, Yujin, additional, Yang, Ying, additional, Zhu, Jing-Hui, additional, Huang, Haiqiao, additional, Hu, Xi-Le, additional, He, Xiao-Peng, additional, Zeng, Lintao, additional, James, Tony D., additional, Peng, Xiaojun, additional, Sessler, Jonathan L., additional, and Kim, Jong Seung, additional

Published
2024
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25. Targeted Cyclo[8]pyrrole-Based NIR-II Photoacoustic Tomography Probe for Suppression of Orthotopic Pancreatic Tumor Growth and Intra-abdominal Metastases

Author

Chen, Jingqin, primary, Chen, Rui, additional, Chau, Calvin V., additional, Sedgwick, Adam C., additional, Xue, Qiang, additional, Chen, Tao, additional, Zeng, Silue, additional, Chen, Ningbo, additional, Wong, Kenneth K. Y., additional, Song, Liang, additional, Ren, Yaguang, additional, Yang, Jian, additional, Sessler, Jonathan L., additional, and Liu, Chengbo, additional

Published
2024
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26. Encapsulated Fe(IV) Molecular Complex for Photoacoustic Imaging

Author

Xu, Ye, primary, Li, Chao, additional, Yu, Zhong-Yu, additional, Wang, Jiamin, additional, Liu, Zhaoyang, additional, Jiang, Chao, additional, Chen, Zhen-Feng, additional, Wu, Xiaoyu, additional, Li, Ming-Xing, additional, Yang, Hong, additional, Wang, Zhao-Xi, additional, and Sessler, Jonathan L., additional

Published
2024
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27. Cyclo[2]pyridine[8]pyrrole: An Expanded Porphyrinoid with Three Closed-Shell Oxidation States

Author

Li, Ruiquan, primary, Mak, Chun-Hong, additional, Luo, Ke, additional, Wang, Fei, additional, Liu, Guopeng, additional, Tan, Bingbin, additional, Liu, Gen, additional, Xu, Yajie, additional, Yang, Yu-Dong, additional, Wei, Huiqi, additional, Huang, Zhengxi, additional, Wu, Lamei, additional, Zhao, Xinyun, additional, Hsu, Hsien-Yi, additional, He, Qing, additional, Sessler, Jonathan L., additional, and Zhang, Zhan, additional

Published
2024
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36. Chiral Macrocycles for Enantioselective Recognition

Author

Sun, Guang, Zhang, Xue, Zheng, Zhe, Zhang, Zhi-Yuan, Dong, Ming, Sessler, Jonathan L., and Li, Chunju

Abstract

The efficient synthesis of chiral macrocycles with highly enantioselective recognition remains a challenge. We have addressed this issue by synthesizing a pair of chiral macrocycles, namely, R/S-BINOL[2], achieving total isolated yields of up to 62% through a two-step reaction sequence. These macrocycles are readily purified by column chromatography over silica gel without the need for chiral separation, thus streamlining the overall synthesis. R/S-BINOL[2] demonstrated enantioselective recognition toward chiral ammonium salts, with enantioselectivity (KS/KR) values reaching up to 13.2, although less favorable separations were seen for other substrates. R/S-BINOL[2] also displays blue circularly polarized luminescence with a |glum| value of up to 2.2 × 10–3. The R/S-BINOL[2] macrocycles of this study are attractive as chiral hosts in that they both display enantioselective guest recognition and benefit from a concise, high-yielding synthesis. As such, they may have a role to play in chiral separations.

Published
2024
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37. Thermally Driven Catch-and-Release of CoCl2

Author

Huang, Sheng-Yin, Ray, Debmalya, Zhang, Qian, Yang, Jian, Bryantsev, Vyacheslav S., and Sessler, Jonathan L.

Abstract

A heat-driven catch-and-release strategy for CoCl2capture is described. It is based on the use of an immobilized neutral dicyclohexylacetamide-based receptor Lsupported on polystyrene (PS-L). An X-ray diffraction analysis of a single crystal of L·CoCl2revealed an ion-pair complex comprising a hexacoordinated cobalt cation [L·Co]2+and a tetrachlorocobaltate anion [CoCl4]2–. Temperature dependent binding was seen, as inferred from UV–vis spectroscopic studies. Fits to the van’t Hoff equation yielded values of ΔH° = 12.4 kJ/mol and ΔS° = 56.0 J/K·mol for L+ CoCl2, and ΔH° = 16.5 kJ/mol and ΔS° = 85.0 J/K·mol for PS-L+ CoCl2in 95% ethanol. Consequently, cobalt capture and release are mediated by heating and cooling, respectively. The material PS-Lexhibits a preference for binding cobalt over manganese and nickel as inferred from Langmuir–Freundlich isotherm analyses that revealed binding constants of KLF= 88.5 M–1for CoCl2, 52.7 M–1for MnCl2, and 49.7 M–1for NiCl2. In a simulated ion mixture containing equimolar CoCl2, MnCl2, and NiCl2, ICP-MS analyses served to confirm that cobalt was selectively enriched to 52 mol % (from an initial level of ca. 32 mol %) after one catch-and-release cycle and 76.6% after three cycles. Our experimental results were validated by density functional theory calculations, which also show stronger binding of Co over Mn and Ni to L.

Published
2024
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39. Cu(II) complex that synergistically potentiates cytotoxicity and an antitumor immune response by targeting cellular redox homeostasis.

Author

Ke-Bin Huang, Feng-Yang Wang, Yuan Lu, Liang-Mei Yang, Nian Long, Shan-Shan Wang, Zhiying Xie, Levine, Matthew, Taotao Zou, Sessler, Jonathan L., and Hong Liang

Subjects
COPPER, CYTOTOXINS, HOMEOSTASIS, IMMUNE response, OXIDATION-reduction reaction
Abstract

Developing anticancer drugs with low side effects is an ongoing challenge. Immunogenic cell death (ICD) has received extensive attention as a potential synergistic modality for cancer immunotherapy. However, only a limited set of drugs or treatment modalities can trigger an ICD response and none of them have cytotoxic selectivity. This provides an incentive to explore strategies that might provide more effective ICD inducers free of adverse side effects. Here, we report a metal-based complex (Cu-1) that disrupts cellular redox homeostasis and effectively stimulates an antitumor immune response with high cytotoxic specificity. Upon entering tumor cells, this Cu(II) complex enhances the production of intracellular radical oxidative species while concurrently depleting glutathione (GSH). As the result of heightening cellular oxidative stress, Cu-1 gives rise to a relatively high cytotoxicity to cancer cells, whereas normal cells with low levels of GSH are relatively unaffected. The present Cu(II) complex initiates a potent ferroptosis-dependent ICD response and effectively inhibits in vivo tumor growth in an animal model (c57BL/6 mice challenged with colorectal cancer). This study presents a strategy to develop metal-based drugs that could synergistically potentiate cytotoxic selectivity and promote apoptosis-independent ICD responses through perturbations in redox homeostasis. [ABSTRACT FROM AUTHOR]

Published
2024
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41. "One-pot" synthesis of oligopyrrolic dialdehydes.

Author

Wang, Fei, Zhang, Yi, Zhou, Wei, Long, Zhiqing, Xiong, Shenglun, Zhang, Qinpeng, Sessler, Jonathan L., and He, Qing

Subjects
MATERIALS science, SINGLE crystals, X-ray diffraction
Abstract

The controlled preparation of oligopyrroles can be enabling for both chemistry and materials science. In this study, we present a straightforward one-pot synthesis that allows access to a series of α,α′-linked arene-bridged oligopyrrolic dialdehydes. The method relies on the Pd(0)-catalyzed tandem Suzuki cross-coupling of heterocyclic precursors. Access to the present diformyl oligopyrroles enables the construction of new macrocycles as confirmed by NMR spectroscopic and mass spectrometric studies, as well as single crystal X-ray diffraction analyses. [ABSTRACT FROM AUTHOR]

Published
2024
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46. Nanographene-Fused Expanded Carbaporphyrin Tweezers

Author

He, Haodan, primary, Lee, Yu Jin, additional, Zong, Zhaohui, additional, Liu, Ningchao, additional, Lynch, Vincent M., additional, Kim, Jinseok, additional, Oh, Juwon, additional, Kim, Dongho, additional, Sessler, Jonathan L., additional, and Ke, Xian-Sheng, additional

Published
2023
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