Deracemisation and stereoinversion of α-amino acids using D-amino acid oxidase and hydride reducing agents

被引：72

作者：

Beard, TM ^{[1
]}

Turner, NJ ^{[1
]}

机构：

[1] Univ Edinburgh, Dept Chem, Ctr Prot Technol, Edinburgh EH9 3JJ, Midlothian, Scotland

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 03期

关键词：

D O I：

10.1039/b107580m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The deracemisation and stereoinversion of both cyclic and acyclic DL-alpha-amino acids, using porcine kidney D-amino acid oxidase (DAAO) and a hydride reducing agent (NaCNBH3-NaBH4), has been investigated.

引用

页码：246 / 247

页数：2

共 21 条

[1] Dynamic kinetic resolution with enzyme and palladium combinations [J].

Allen, JV ;

Williams, JMJ .

TETRAHEDRON LETTERS, 1996, 37 (11) :1859-1862

[2] CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT [J].

BORCH, RF ;

BERNSTEIN, MD ;

DURST, HD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (12) :2897-+

[3]

COLLINS AN, 1994, CHIRALITY IND, P371

[4]

DRAUZ K, 1995, ENZYME CATALYSIS ORG, P633

[5] Preparation of (S)-piperazine-2-carboxylic acid, (R)-piperazine-2-carboxylic acid, and (S)-piperidine-2-carboxylic acid by kinetic resolution of the corresponding racemic carboxamides with stereoselective amidases in whole bacterial cells [J].

Eichhorn, E ;

Roduit, JP ;

Shaw, N ;

Heinzmann, K ;

Kiener, A .

TETRAHEDRON-ASYMMETRY, 1997, 8 (15) :2533-2536

[6] Combined microbial oxidation and reduction: A new approach to the high-yield synthesis of homochiral unsaturated secondary alcohols from racemates [J].

Fantin, G ;

Fogagnolo, M ;

Giovannini, PP ;

Medici, A ;

Pedrini, P .

TETRAHEDRON-ASYMMETRY, 1995, 6 (12) :3047-3053

[7] DEMONSTRATION OF IMINO ACIDS AS PRODUCTS OF REACTIONS CATALYZED BY D-AMINO AND L-AMINO ACID OXIDASES [J].

HAFNER, EW ;

WELLNER, D .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1971, 68 (05) :987-&

[8] Syntheses of isotopically labelled L-α-amino acids with an asymmetric centre at C-3 [J].

Harding, JR ;

Hughes, RA ;

Kelly, NM ;

Sutherland, A ;

Willis, CL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (20) :3406-3416

[9]

HUH JW, 1992, BIOSCI BIOTECH BIOCH, V56, P2081

[10] SYNTHESIS OF L-PROLINE FROM THE RACEMATE BY COUPLING OF ENZYMATIC ENANTIOSPECIFIC OXIDATION AND CHEMICAL NONENANTIOSPECIFIC REDUCTION [J].

HUH, JW ;

YOKOIGAWA, K ;

ESAKI, N ;

SODA, K .

JOURNAL OF FERMENTATION AND BIOENGINEERING, 1992, 74 (03) :189-190

← 1 2 3 →