PREPARATION OF (5R)-5-VINYLOXAZOLIDINE-2-THIONE FROM NATURAL EPI-PROGOITRIN USING IMMOBILIZED MYROSINASE

被引：14

作者：

LEONI, O

MAROT, C

ROLLIN, P

PALMIERI, S

机构：

[1] IST SPERIMENTALE COLTURE IND,I-40129 BOLOGNA,ITALY

[2] UNIV ORLEANS,CNRS,CHIM BIOORGAN & ANALYT LAB,F-45067 ORLEANS 2,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 07期

关键词：

D O I：

10.1016/0957-4166(94)80145-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Starting from (2S)-2-hydroxybut-3-enyl glucosinolate, i.e. epi-progoitrin 3, isolated from Crambe abyssinica ripe seeds, (SR)-5-vinyloxazolidine-2-thione (VOT) 8 was produced in enantiomerically pure form and high yield using a small bioreactor containing myrosinase purified from Sinapis alba - immobilized on 18-36 mesh granular Nylon 6.6.

引用

收藏

页码：1157 / 1160

页数：4

相关论文

共 23 条

[1]

Buchner R., 1987, GLUCOSINOLATES RAPES, P76

[2] ENZYMATIC-SYNTHESIS OF ESTERS USING AN IMMOBILIZED LIPASE [J].

CARTA, G ;

GAINER, JL ;

BENTON, AH .

BIOTECHNOLOGY AND BIOENGINEERING, 1991, 37 (11) :1004-1009

[3]

Etten C. H. van, 1979, Herbivores: their interaction with secondary plant metabolites, P471

[4] INFRARED SPECTRA AND TAUTOMERISM OF 2-THIOOXAZOLIDONE AND CONGENERS [J].

ETTLINGER, MG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (10) :4699-4702

[5] SYNTHESIS OF THE NATURAL ANTITHYROID FACTOR L-5-VINYL-2-THIOOXAZOLIDONE [J].

ETTLINGER, MG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (10) :4792-4796

[6] GLUCOSINOLATES AND THEIR BREAKDOWN PRODUCTS IN FOOD AND FOOD PLANTS [J].

FENWICK, GR ;

HEANEY, RK ;

MULLIN, WJ .

CRC CRITICAL REVIEWS IN FOOD SCIENCE AND NUTRITION, 1983, 18 (02) :123-201

[7]

FERNANDEZ JMG, 1993, J ORG CHEM, V58, P5192

[8] A NEW SYNTHESIS OF DL-5-VINYLOXAZOLIDINE-2-THIONE, A NATURAL ANTITHYROID FACTOR [J].

GARDRAT, C ;

LATXAGUE, L ;

PICARD, JP .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (03) :811-812

[9] THE EFFECTS OF PH ON GLUCOSINOLATE DEGRADATION BY A THIOGLUCOSIDE GLUCOHYDROLASE PREPARATION [J].

GIL, V ;

MACLEOD, AJ .

PHYTOCHEMISTRY, 1980, 19 (12) :2547-2551

[10] A POLAROGRAPHIC METHOD FOR THE SIMULTANEOUS DETERMINATION OF TOTAL GLUCOSINOLATES AND FREE GLUCOSE OF CRUCIFEROUS MATERIAL [J].

IORI, R ;

LEONI, O ;

PALMIERI, S .

ANALYTICAL BIOCHEMISTRY, 1983, 134 (01) :195-198