We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Biocatalytic Preparation of Chiral Sulfoxides through Asymmetric Reductive Resolution by Methionine Sulfoxide Reductase A.
- Authors
Peng, Liaotian; Wen, Yuanmei; Chen, Yu; Yuan, Zhimei; Zhou, Yang; Cheng, Xiaoling; Chen, Yongzheng; Yang, Jiawei
- Abstract
Abstract: Here we report an environmentally friendly method for the preparation of chiral sulfoxides under high substrate concentration using recombinant methionine sulfoxide reductase A from Pseudomonas monteilii (pmMsrA) as a biocatalyst. Our results show that this enzyme can effectively accomplish the preparation of (R)‐sulfoxides with approximately 50 % yield and 94–99 % enantiomeric excess through asymmetric reductive resolution of racemic sulfoxide. With the establishment of the enzyme regeneration system, the initial substrate concentration could be increased 40–100 times compared to our original report. The (R)‐sulfoxides were obtained with high enantioselectivity under the substrate concentration up to 200 m m (approximately 32 g L−1), representing a quite high substrate concentration in biocatalytic preparation of chiral sulfoxides. Moreover, this system showed fairly good activity and enantioselectivity towards a series of ortho‐ and para‐substituted phenyl methyl sulfoxides under high substrate concentration.
- Subjects
METHIONINE sulfoxide reductase; BIOCATALYSIS; PSEUDOMONAS mallei; RACEMIC mixtures; ACETOPHENONE; RESOLUTION (Chemistry)
- Publication
ChemCatChem, 2018, Vol 10, Issue 15, p3284
- ISSN
1867-3880
- Publication type
Article
- DOI
10.1002/cctc.201800279