CHEMOENZYMATIC SYNTHESIS OF NEW PROTECTED ALDOKETOSES - INTERMEDIATES IN THE BIOSYNTHESIS AND CHEMICAL SYNTHESIS OF NOJIRIMYCIN AND MANNOJIRIMYCIN

被引：13

作者：

LEMAIRE, M ^{[1
]}

VALENTIN, ML ^{[1
]}

HECQUET, L ^{[1
]}

DEMUYNCK, C ^{[1
]}

BOLTE, J ^{[1
]}

机构：

[1] UNIV CLERMONT FERRAND,CHIM ORGAN BIOL LAB,URA 485,F-63177 CLERMONT FERRAND,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 01期

关键词：

D O I：

10.1016/0957-4166(94)00353-D

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Condensation of dihydroxy acetone phosphate (DHAP) on new hydroxy-aldehydes catalysed by fructose-1,6-diphosphate aldolases provides two aldoketoses presumed intermediates in the biosynthesis of nojirimycin and mannojirimycin, as well as useful precursors for the chemical synthesis of these aminosugars and some analogues.

引用

页码：67 / 70

页数：4

共 35 条

[1] A FACILE, PRACTICAL SYNTHESIS OF 2,6-DIDEOXY-2,6-IMINO-7-O-BETA-D-GLUCOPYRANOSYL-D-GLYCERO-L-GULO-HEPTITOL (MDL 25,637)
ANZEVENO, PB
CREEMER, LJ
DANIEL, JK
KING, CHR
LIU, PS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2539 - 2542
[2] BERGMEYER HU, 1973, METHDOS ENZYMATIC AN, V3, P1314
[3] GLYCOSIDASES IN CANCER AND INVASION
BERNACKI, RJ
NIEDBALA, MJ
KORYTNYK, W
[J]. CANCER AND METASTASIS REVIEWS, 1985, 4 (01) : 81 - 101
[4] SYNTHESIS OF ALDOSE SUGARS FROM HALF-PROTECTED DIALDEHYDES USING RABBIT MUSCLE ALDOLASE
BORYSENKO, CW
SPALTENSTEIN, A
STRAUB, JA
WHITESIDES, GM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (26) : 9275 - 9276
[5] RETENTION AND APPARENT INVERSION DURING AZIDE DISPLACEMENT OF ALPHA-TRIFLATES OF 1,5-LACTONES
BRUCE, I
FLEET, GWJ
GIRDHAR, A
HARALDSSON, M
PEACH, JM
WATKIN, DJ
[J]. TETRAHEDRON, 1990, 46 (01) : 19 - 32
[6] N-(TERT-BUTOXYCARBONYL)-2-(TERT-BUTYLDIMETHYLSILOXY)PYRROLE - A PROMISING COMPOUND FOR SYNTHESIS OF CHIRAL NONRACEMIC HYDROXYLATED PYRROLIDINE DERIVATIVES
CASIRAGHI, G
RASSU, G
SPANU, P
PINNA, L
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) : 3760 - 3763
[7] DAIGO K, 1986, CHEM PHARM BULL, V34, P2243
[8] DALE MP, 1983, BIOCHEMISTRY-US, V24, P3530
[9] INHIBITORS OF PROTEIN GLYCOSYLATION AND GLYCOPROTEIN PROCESSING IN VIRAL SYSTEMS
DATEMA, R
OLOFSSON, S
ROMERO, PA
[J]. PHARMACOLOGY & THERAPEUTICS, 1987, 33 (2-3) : 221 - 286
[10] TOTALLY CHEMICAL SYNTHESIS OF AZASUGARS VIA THIAZOLE INTERMEDIATES - STEREODIVERGENT ROUTES TO (-)-NOJIRIMYCIN, (-)-MANNOJIRIMYCIN AND THEIR 3-DEOXY DERIVATIVES FROM SERINE
DONDONI, A
MERINO, P
PERRONE, D
[J]. TETRAHEDRON, 1993, 49 (14) : 2939 - 2956

← 1 2 3 4 →