CARBOHYDRATE REACTIVITY IN HYDROGEN-FLUORIDE .10. HYDROGEN FLUORIDE-MEDIATED SYNTHESIS OF 1-THIOTREHALOSES INVOLVING REACTION OF D-GLUCOSE WITH HYDROGEN-SULFIDE

被引:26
作者
DEFAYE, J [1 ]
GADELLE, A [1 ]
PEDERSEN, C [1 ]
机构
[1] TECH UNIV DENMARK,DK-2800 LYNGBY,DENMARK
关键词
D O I
10.1016/0008-6215(91)84116-V
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Hydrogen sulfide reacted with D-glucose in hydrogen fluoride solution to yield preponderantly alpha,alpha-1-thiotrehalose, beta-beta-1-thiotrehalose, and the alpha,beta anomer. Conditions were found under which the thiotrehaloses were obtained in the respective proportions of 8:5:5.
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页码:51 / 58
页数:8
相关论文
共 12 条
[1]   STEREOSELECTIVE SYNTHESIS OF 1-THIOGLYCOSIDES [J].
BLANCMUESSER, M ;
DEFAYE, J ;
DRIGUEZ, H .
CARBOHYDRATE RESEARCH, 1978, 67 (02) :305-328
[2]   CONFORMATIONS IN SOLUTION OF ALPHA,ALPHA-TREHALOSE, ALPHA-D-GLUCOPYRANOSYL ALPHA-D-MANNOPYRANOSIDE, AND THEIR 1-THIOGLYCOSYL ANALOGS, AND A TENTATIVE CORRELATION OF THEIR BEHAVIOR WITH RESPECT TO THE ENZYME TREHALASE [J].
BOCK, K ;
DEFAYE, J ;
DRIGUEZ, H ;
BARGUILLOUX, E .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1983, 131 (03) :595-600
[3]  
CERNY M, 1961, COLLECT CZECH CHEM C, V26, P2084
[4]   THE BEHAVIOR OF CELLULOSE, AMYLOSE, AND BETA-D-XYLAN TOWARDS ANHYDROUS HYDROGEN-FLUORIDE [J].
DEFAYE, J ;
GADELLE, A ;
PEDERSEN, C .
CARBOHYDRATE RESEARCH, 1982, 110 (02) :217-227
[5]   CARBOHYDRATE REACTIVITY IN HYDROGEN-FLUORIDE .8. ACYLOXONIUM IONS IN THE HIGH-YIELDING SYNTHESIS OF OXOLANES FROM ALDITOLS, HEXOSES, AND HEXONOLACTONES CATALYZED BY CARBOXYLIC-ACIDS IN ANHYDROUS HYDROGEN-FLUORIDE [J].
DEFAYE, J ;
GADELLE, A ;
PEDERSEN, C .
CARBOHYDRATE RESEARCH, 1990, 205 :191-202
[6]  
DEFAYE J, Patent No. 2567891
[7]  
Defaye J., 1989, CHITIN CHITOSAN, P415
[8]  
Elbein A D, 1974, Adv Carbohydr Chem Biochem, V30, P227, DOI 10.1016/S0065-2318(08)60266-8
[9]   SUGAR POLYTHIOACETALS [J].
HORVATH, EG ;
GARDLUND, S ;
SEN, SK ;
BERRY, JW ;
DEUTSCHM.AJ .
JOURNAL OF POLYMER SCIENCE PART A-GENERAL PAPERS, 1965, 3 (5PA) :1985-&
[10]  
SAKATA M, 1964, CHEM PHARM BULL, V12, P652