THE USE OF ASPERGILLUS-TERREUS EXTRACTS IN THE PREPARATIVE SYNTHESIS OF 2-KETO-3-DEOXY-ULOSONIC ACIDS

被引：15

作者：

AUGE, C

DELEST, V

机构：

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

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 04期

关键词：

D O I：

10.1016/0957-4166(95)00090-C

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pure 2-keto-3-deoxy-ulosonic acids, KDGal (1), DAH (2) and its 5-epimer (3) were prepared on preparative scales through diastereoselective aldol reactions of pyruvate respectively with D-glyceraldehyde, D-erythrose and D-threose, catalyzed by Aspergillus terreus extracts; from 2-deoxy-D-ribose, 5-deoxy-KDO (4) could be obtained in a lower yield, with a diastereomeric excess of 72%.

引用

页码：863 / 866

页数：4

共 12 条

[1] FORMATION AND CLEAVAGE OF 2-KETO-3-DEOXYGLUCONATE BY 2-KETO-3-DEOXYGLUCONATE ALDOLASE OF ASPERGILLUS-NIGER
ALLAM, AM
HASSAN, MM
ELZAINY, TA
[J]. JOURNAL OF BACTERIOLOGY, 1975, 124 (03) : 1128 - 1131
[2] MICROBIOLOGICAL ALDOLISATIONS - SYNTHESIS OF 2-KETO-3-DEOXY-D-GLUCONATE
AUGE, C
DELEST, V
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (06) : 1165 - 1168
[3] EQUILIBRIA OF THE ANOMERIC AND RING FORMS OF AMMONIUM 3-DEOXY-D-MANNO-OCTULOSONATE IN DEUTERIUM-OXIDE
CHERNIAK, R
JONES, RG
GUPTA, DS
[J]. CARBOHYDRATE RESEARCH, 1979, 75 (OCT) : 39 - 49
[4] NONPHOSPHOROLYTIC PATHWAY FOR D-GALACTONATE CATABOLISM IN ASPERGILLUS-TERREUS
ELSHAFEI, AM
ABDELFATAH, OM
[J]. ENZYME AND MICROBIAL TECHNOLOGY, 1991, 13 (11) : 930 - 934
[5] NEW PATHWAY FOR NONPHOSPHORYLATED DEGRADATION OF GLUCONATE BY ASPERGILLUS-NIGER
ELZAINY, TA
HASSAN, MM
ALLAM, AM
[J]. JOURNAL OF BACTERIOLOGY, 1973, 114 (01) : 457 - 459
[6] NEW SYNTHETIC APPLICATIONS OF SIALIC-ACID ALDOLASE, A USEFUL CATALYST FOR KDO SYNTHESIS - RELATION BETWEEN SUBSTRATE CONFORMATION AND ENZYME STEREOSELECTIVITY
KRAGL, U
GODDE, A
WANDREY, C
LUBIN, N
AUGE, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (01): : 119 - 124
[7] KUHN R, 1959, LIEBIGS ANN CHEM, V628, P207
[8] MYRVOLD S, 1989, J AM CHEM SOC, V111, P1861, DOI 10.1021/ja00187a048
[9] DIOXALANONES AS SYNTHETIC INTERMEDIATES .6. SYNTHESIS OF 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID (KDO), 3-DEOXY-D-ARABINO-2-HEPTULOSONIC ACID (DAH) AND 2-KETO-3-DEOXY-D-GLUCONIC ACID (KDG)
RAMAGE, R
MACLEOD, AM
ROSE, GW
[J]. TETRAHEDRON, 1991, 47 (29) : 5625 - 5636
[10] IDENTIFICATION OF 3-DEOXY-LYXO-2-HEPTULOSARIC ACID IN THE CORE REGION OF LIPOPOLYSACCHARIDES FROM RHIZOBIACEAE
RUSSA, R
URBANIKSYPNIEWSKA, T
CHOMA, A
MAYER, H
[J]. FEMS MICROBIOLOGY LETTERS, 1991, 84 (03) : 337 - 344

← 1 2 →