Literature DB >> 24951100

Synthesis of (R)- or (S)-valinol using ω-transaminases in aqueous and organic media.

Christine S Fuchs1, Robert C Simon2, Waander Riethorst3, Ferdinand Zepeck3, Wolfgang Kroutil4.   

Abstract

Valinol is part of numerous pharmaceuticals and has various other important applications. Optically pure valinol (ee >99%) was prepared employing different ω-transaminases from the corresponding prochiral hydroxy ketone. By the choice of the enzyme the (R)- as well as the (S)-enantiomer were accessible. Reductive amination was performed in organic solvent (MTBE) using 2-propyl amine as amine donor whereas alanine was applied in or in aqueous medium. Transformations in phosphate buffer were successfully performed even at 200 mM substrate concentration (20.4 g/L) leading to 99% (R) and 94% (S) conversion with perfect optical purity (>99% ee).
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Amino-alcohols; Biocatalysis; Reductive amination; Valinol; ω-Transaminases

Mesh:

Substances:

Year:  2014        PMID: 24951100     DOI: 10.1016/j.bmc.2014.05.055

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  6 in total

1.  Improving the catalytic thermostability of Bacillus altitudinis W3 ω-transaminase by proline substitutions.

Authors:  Zihao Xie; Lixin Zhai; Di Meng; Qiaopeng Tian; Zhengbing Guan; Yujie Cai; Xiangru Liao
Journal:  3 Biotech       Date:  2020-06-29       Impact factor: 2.406

2.  Comparison of aminotransferases of three Bacillus strains Bacillus altitudinis W3, Bacillus velezensis SYBC H47, and Bacillus amyloliquefaciens YP6 via genome analysis and bioinformatics.

Authors:  Lixin Zhai; Runxian Ren; Di Meng; Qiaopeng Tian; Zhengbing Guan; Yujie Cai; Xiangru Liao
Journal:  J Appl Genet       Date:  2019-08-12       Impact factor: 3.240

3.  Direct Conversion of Hydrazones to Amines using Transaminases.

Authors:  Eve M Carter; Fabiana Subrizi; John M Ward; Tom D Sheppard; Helen C Hailes
Journal:  ChemCatChem       Date:  2021-09-17       Impact factor: 5.497

4.  Transaminase-mediated synthesis of enantiopure drug-like 1-(3',4'-disubstituted phenyl)propan-2-amines.

Authors:  Ágnes Lakó; Zsófia Molnár; Ricardo Mendonça; László Poppe
Journal:  RSC Adv       Date:  2020-11-10       Impact factor: 4.036

5.  Fimbristylis ovata extract and its ability to encounter AGEs-induced neurotoxicity in SH-SY5Y.

Authors:  Suphasarang Sirirattanakul; Rachana Santiyanont
Journal:  Toxicol Res       Date:  2021-01-25

6.  Parallel Interconnected Kinetic Asymmetric Transformation (PIKAT) with an Immobilized ω-Transaminase in Neat Organic Solvent.

Authors:  Wesley Böhmer; Lucien Koenekoop; Timothée Simon; Francesco G Mutti
Journal:  Molecules       Date:  2020-05-03       Impact factor: 4.411

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.