MICROBIOLOGICAL ALDOLISATIONS - SYNTHESIS OF 2-KETO-3-DEOXY-D-GLUCONATE

被引：10

作者：

AUGE, C

DELEST, V

机构：

[1] Laboratoire de Chimie Organique Multifunctionnelle, Institut de Chimie d'Orsay, URA CNRS 462, 91405 Orsay cédex

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(00)80224-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient synthesis of 2-keto-3-deoxy-D-gluconate (KDG) was achieved via stereospecific aldolisation using the fungus Aspergillus niger. Whereas incubation of D-glyceraldehyde and pyruvate with enzymatic extract led to a diastereomeric mixture of threo/erythro compounds in the 13 : 87 ratio, incubation with resting cells turned out to enhance this ratio up to 4 : 96 in favor of KDG.

引用

页码：1165 / 1168

页数：4

共 12 条

[1] ALLAM AM, 1975, J BACTERIOL, P1128
[2] PYRUVATE ALDOLASES AS REAGENTS FOR STEREOSPECIFIC ALDOL CONDENSATION
ALLEN, ST
HEINTZELMAN, GR
TOONE, EJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) : 426 - 427
[3] THE USE OF AN IMMOBILIZED ALDOLASE IN THE 1ST SYNTHESIS OF A NATURAL DEAMINATED NEURAMINIC ACID
AUGE, C
GAUTHERON, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (11) : 859 - 860
[4] SIALYL ALDOLASE IN ORGANIC-SYNTHESIS - FROM THE TROUT EGG ACID, 3-DEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID (KDN), TO BRANCHED-CHAIN HIGHER KETOSES AS POSSIBLE NEW CHIRONS
AUGE, C
GAUTHERON, C
DAVID, S
MALLERON, A
CAVAYE, B
BOUXOM, B
[J]. TETRAHEDRON, 1990, 46 (01) : 201 - 214
[5] ELZAINY TA, 1981, ANN MICROBIOL, V31, P9
[6] STRUCTURAL STUDIES OF THE EXTRACELLULAR POLYSACCHARIDE ELABORATED BY AZOTOBACTER-VINELANDII STRAIN-1484
FERREIRA, F
KENNE, L
LINDBERG, B
NIMMICH, W
[J]. CARBOHYDRATE RESEARCH, 1991, 210 : 255 - 261
[7] A SIMPLE STRATEGY FOR OBTAINING BOTH ENANTIOMERS FROM AN ALDOLASE REACTION - PREPARATION OF L-4-HYDROXY-2-KETOGLUTARATE AND D-4-HYDROXY-2-KETOGLUTARATE
FLOYD, NC
LIEBSTER, MH
TURNER, NJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (09): : 1085 - 1086
[8] HASSAN MM, 1985, EGYPT J BOT, V28, P165
[9] DETERMINATION OF CONFIGURATION OF MONOSACCHARIDES BY HPLC ON DIASTEREOISOMERIC 1-DEOXY-1-(N-ACETYL-ALPHA-METHYLBENZYLAMINO) ALDITOL ACETATES
OSHIMA, R
KUMANOTANI, J
[J]. CHEMISTRY LETTERS, 1981, (07) : 943 - 946
[10] PERLIN AS, 1962, METHODS CARBOHYDR CH, V1, P61

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