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21 results on '"Bu, Dandan"'

7. Highly Diastereoselective Synthesis of 2,2-Disubstituted Cyclopentane-1,3-diols via Stepwise Ketone Reduction Enabling Concise Chirality Construction

Author

Bu Dandan, Jianjiong Li, Liangyan Zhu, Qin Wang, Jingyao Gong, Dunming Zhu, Jinhui Feng, Qiaqing Wu, Xi Chen, and Hongliu Zhang

Subjects
inorganic chemicals, chemistry.chemical_classification, Ketone, 010405 organic chemistry, Stereochemistry, organic chemicals, Organic Chemistry, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, Reduction (complexity), chemistry.chemical_compound, Enantiopure drug, chemistry, Acetylation, Biocatalysis, polycyclic compounds, heterocyclic compounds, Stereoselectivity, Cyclopentane, Chirality (chemistry)
Abstract

A series of 2,2-disubstituted trans,cis-cyclopentane-1,3-diols were synthesized in >99% dr through enzymatic reduction of enantiopure 2,2-disubstituted 3-hydroxycyclopentane-1-ones, which were prepared by highly stereoselective enzymatic reduction of the corresponding cyclodiketones. For 2-benzyl-2-methyl-3-oxocyclopentyl acetate, acetylation of the hydroxyl group significantly affected the reduction stereoselectivity, giving trans,cis-, trans,trans-, and cis,cis-2-benzyl-2-methyl-cyclopentane-1,3-diols in stereomerically pure form. This efficient and environmentally friendly method provides a practical approach to the synthesis of these chiral building blocks in single stereoisomeric form, demonstrating the power of biocatalysis in the concise chirality construction of complex chiral molecules.

Published
2020

8. Structure-Guided Directed Evolution of a Carbonyl Reductase Enables the Stereoselective Synthesis of (2S,3S)-2,2-Disubstituted-3-hydroxycyclopentanones via Desymmetric Reduction

Author

Jinhui Feng, Qiaqing Wu, Dunming Zhu, Juan Li, Xi Chen, Yunfeng Cui, Hongliu Zhang, Jingyao Gong, and Bu Dandan

Subjects
Carbonyl Reductase, biology, 010405 organic chemistry, Chemistry, Stereochemistry, Organic Chemistry, Mutant, Substrate (chemistry), 010402 general chemistry, Directed evolution, 01 natural sciences, Biochemistry, Enzyme assay, 0104 chemical sciences, Biocatalysis, Sporobolomyces salmonicolor, biology.protein, Stereoselectivity, Physical and Theoretical Chemistry
Abstract

In this study, an engineered carbonyl reductase (M4) was obtained through structure-guided directed evolution of a carbonyl reductase (SSCR) from Sporobolomyces salmonicolor AKU4429. Mutant M4 showed 23.9-fold enhancement of enzyme activity toward the model substrate 2-methyl-2-benzyl-1,3-cyclopentanedione, affording the (2S,3S)-stereoisomer in >98% ratio. This variant also showed excellent stereoselectivity toward most of the tested substrates, offering a valuable biocatalyst for the stereoselective reduction of these cyclic diketones to access the corresponding (2S,3S)-2,2-disubstituted-3-hydroxyketones.

Published
2020

20. [Analysis on vitamin B_1 and vitamin B_2 proficiency testing assessment in China disease control and prevention system].

Author

Du Y, Wang C, Xu W, Liu N, Gu C, Bu D, and Sun L

Subjects
China, Chromatography, High Pressure Liquid, Riboflavin, Vitamins, Thiamine, Laboratory Proficiency Testing
Abstract

Objective: To evaluate the detection ability of vitamin B_1 and vitamin B_(2 )in rice flour in the laboratories of disease control and prevention system, by conducting the proficiency testing(PT)activity., Methods: Before the vitamin B_1 and vitamin B_2 quality control samples were distributed to the laboratories of disease control and prevention system, the uniformity and stability of samples were analyzed by one-way ANOVO respectively. High performance liquid chromatography(HPLC) method was required to determine vitamin B_1(GB 5009.84-2016: determination of vitamin B_1 in food, first method as reference). HPLC method was also required to determine vitamin B_2(GB 5009.85-2016: determination of vitamin B_2 in food, first method as reference). Robust statistics analysis of proficiency testing result was conducted to evaluate laboratory testing ability through Z score., Results: A total of 43 laboratories completed the proficiency testing. In all of the laboratories participated in the determination of vitamin B_(1 )and vitamin B_2, the total satisfactory rate of vitamin B_1 was 88.4%, while vitamin B_2 was 86.0%., Conclusion: The ability of vitamin B_1 and vitamin B_2 detection in disease control and prevention system in China is better than expected, and the testing ability of a few laboratory needs to be improved.

Published
2024
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21. Structure-Guided Directed Evolution of a Carbonyl Reductase Enables the Stereoselective Synthesis of (2 S ,3 S )-2,2-Disubstituted-3-hydroxycyclopentanones via Desymmetric Reduction.

Author

Li J, Feng J, Chen X, Gong J, Cui Y, Zhang H, Bu D, Wu Q, and Zhu D

Subjects
Alcohol Oxidoreductases genetics, Alcohol Oxidoreductases metabolism, Basidiomycota enzymology, Cyclopentanes chemistry, Ketones chemistry, Molecular Docking Simulation, Oxidation-Reduction, Protein Engineering, Stereoisomerism, Alcohol Oxidoreductases chemistry, Cyclopentanes chemical synthesis
Abstract

In this study, an engineered carbonyl reductase (M4) was obtained through structure-guided directed evolution of a carbonyl reductase (SSCR) from Sporobolomyces salmonicolor AKU4429. Mutant M4 showed 23.9-fold enhancement of enzyme activity toward the model substrate 2-methyl-2-benzyl-1,3-cyclopentanedione, affording the (2 S ,3 S )-stereoisomer in >98% ratio. This variant also showed excellent stereoselectivity toward most of the tested substrates, offering a valuable biocatalyst for the stereoselective reduction of these cyclic diketones to access the corresponding (2 S ,3 S )-2,2-disubstituted-3-hydroxyketones.

Published
2020
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