Transaminations with isopropyl amine: equilibrium displacement with yeast alcohol dehydrogenase coupled to in situ cofactor regeneration

被引:107
作者
Cassimjee, Karim Engelmark [1 ]
Branneby, Cecilia [2 ]
Abedi, Vahak [3 ]
Wells, Andrew [4 ]
Berglund, Per [1 ]
机构
[1] Royal Inst Technol KTH, AlbaNova Univ Ctr, Sch Biotechnol, Div Biochem, SE-10691 Stockholm, Sweden
[2] Cambrex Karlskoga AB, SE-69185 Karlskrona, Sweden
[3] AstraZeneca R&D, SE-15185 Sodertalje, Sweden
[4] AstraZeneca Global Proc R&D, Loughborough LE11 5RH, Leics, England
关键词
OPTICALLY-ACTIVE AMINES; ASYMMETRIC-SYNTHESIS; OMEGA-TRANSAMINASES; CHIRAL AMINES;
D O I
10.1039/c0cc00050g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantiopure chiral amines synthesis using omega-transaminases is hindered by an unfavourable equilibrium, but when using isopropylamine as the amine donor the equilibrium can be completely displaced by using a specific dehydrogenase in situ for removal of formed acetone.
引用
收藏
页码:5569 / 5571
页数:3
相关论文
共 20 条
[1]   Biocatalytic Routes to Optically Active Amines [J].
Hoehn, Matthias ;
Bornscheuer, Uwe T. .
CHEMCATCHEM, 2009, 1 (01) :42-51
[2]   Efficient asymmetric synthesis of chiral Amines by combining transaminase and pyruvate decarboxylase [J].
Hoehne, Matthias ;
Kuehl, Steffen ;
Karen, Robins ;
Bornscheuer, Uwe T. .
CHEMBIOCHEM, 2008, 9 (03) :363-365
[3]   Formal Asymmetric Biocatalytic Reductive Amination [J].
Koszeleivski, Dominik ;
Lavandera, Ivan ;
Clay, Dorina ;
Guebitz, Georg M. ;
Rozzell, David ;
Kroutil, Wolfgang .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (48) :9337-9340
[4]   Synthesis of Optically Active Amines Employing Recombinant ω-Transaminases in E. coli Cells [J].
Koszelewski, Dominik ;
Goeritzer, Madeleine ;
Clay, Dorina ;
Seisser, Birgit ;
Kroutil, Wolfgang .
CHEMCATCHEM, 2010, 2 (01) :73-77
[5]   Deracemization of Mexiletine Biocatalyzed by ω-Transaminases [J].
Koszelewski, Dominik ;
Pressnitz, Desiree ;
Clay, Dorina ;
Kroutil, Wolfgang .
ORGANIC LETTERS, 2009, 11 (21) :4810-4812
[6]   Deracemisation of α-Chiral Primary Amines by a One-Pot, Two-Step Cascade Reaction Catalysed by ω-Transaminases [J].
Koszelewski, Dominik ;
Clay, Dorina ;
Rozzell, David ;
Kroutil, Wolfgang .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (14) :2289-2292
[7]   Asymmetric Synthesis of Optically Pure Pharmacologically Relevant Amines Employing ω-Transaminases [J].
Koszelewski, Dominik ;
Lavandera, Ivan ;
Clay, Dorina ;
Rozzell, David ;
Kroutil, Wolfgang .
ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (17) :2761-2766
[8]   The three zinc-containing alcohol dehydrogenases from baker's yeast, Saccharomyces cerevisiae [J].
Leskovac, V ;
Trivic, S ;
Pericin, D .
FEMS YEAST RESEARCH, 2002, 2 (04) :481-494
[9]  
Lidstrom K. O., 2007, PHARMACHEM, V6, P5
[10]  
Matcham G, 1999, CHIMIA, V53, P584