Enzymatic Desymmetrising Redox Reactions for the Asymmetric Synthesis of Biaryl Atropisomers
| العنوان: | Enzymatic Desymmetrising Redox Reactions for the Asymmetric Synthesis of Biaryl Atropisomers |
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| المؤلفون: | Tommaso Marcelli, Simon C. Willies, Nicholas J. Turner, Jonathan Clayden, Samantha Staniland, Nelson Giménez-Agulló, Damian M. Grainger, Bo Yuan |
| المصدر: | Chemistry (Weinheim an Der Bergstrasse, Germany) Staniland, S, Yuan, B, Giménez-Agulló, N, Marcelli, T, Willies, S C, Grainger, D M, Turner, N J & Clayden, J 2014, ' Enzymatic Desymmetrising Redox Reactions for the Asymmetric Synthesis of Biaryl Atropisomers ', Chemistry: A European Journal, vol. 20, no. 41, pp. 13084-13088 . https://doi.org/10.1002/chem.201404509 |
| بيانات النشر: | WILEY-VCH Verlag, 2014. |
| سنة النشر: | 2014 |
| مصطلحات موضوعية: | inorganic chemicals, Models, Molecular, Circular dichroism, biocatalysis, Stereochemistry, atropisomerism, Diol, Stereoisomerism, galactose oxidase, Catalysis, chemistry.chemical_compound, Catalytic Domain, Atropisomer, ketoreductase, Aldehydes, biology, Chemistry, organic chemicals, Circular Dichroism, Organic Chemistry, Enantioselective synthesis, Active site, General Chemistry, Communications, biaryls, Biocatalysis, Galactose oxidase, Mutation, biology.protein, Oxidoreductases, Oxidation-Reduction |
| الوصف: | Atropisomeric biaryls carrying ortho-hydroxymethyl and formyl groups were made enantioselectively by desymmetrisation of dialdehyde or diol substrates. The oxidation of the symmetrical diol substrates was achieved using a variant of galactose oxidase (GOase), and the reduction of the dialdehydes using a panel of ketoreductases. Either M or P enantiomers of the products could be formed, with absolute configurations assigned by time-dependent DFT calculations of circular dichroism spectra. The differing selectivities observed with different biaryl structures offer an insight into the detailed structure of the active site of the GOase enzyme. |
| اللغة: | English |
| تدمد: | 1521-3765 0947-6539 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6012a64a3caa23008c89ab942585bb0e http://europepmc.org/articles/PMC4497317 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....6012a64a3caa23008c89ab942585bb0e |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213765 09476539 |
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