SURFACTANTS .13. SYNTHESES OF SODIUM 2-ACYLAMINO-2,6-DIDEOXY-D-GLUCOPYRANOSE-6-SULPHONATES

被引:18
作者
FERNANDEZBOLANOS, J [1 ]
CASTILLA, IM [1 ]
GUZMAN, JF [1 ]
机构
[1] CSIC, INST GRASA & DERIVADOS, SEVILLE, SPAIN
关键词
D O I
10.1016/S0008-6215(00)90800-0
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
Sodium 2-acylamino(otanamido, dodecanamido, hexadecanamido)-2,6-di-deoxy-D-glucopyranose-6-sulphonates (14-16) were synthesised by N-acylation of 2-amino-2,6-dideoxy-D-glucopyranose-6-sulphonic acid. Compound 14 was also obtained by oxidation of 1,3,4-tri-O-acetyl-6-S-acetyl-2-deoxy-2-octanamido-6-thio-.alpha.-D-glucopyranose with hydrogen peroxide followed by deacetylation, and 15 by oxidation of 6,6''-dithiobis(2,6-dideoxy-2-dodecanamido-D-glucopyranose) with hydrogen peroxide.
引用
收藏
页码:33 / 40
页数:8
相关论文
共 24 条
[1]   THE COMPOSITION OF REDUCING SUGARS IN SOLUTION [J].
ANGYAL, SJ .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1984, 42 :15-68
[2]   3-BROMO-2-BROMOMETHYLPROPYL GLYCOSIDES IN THE PREPARATION OF DOUBLE-CHAIN BIS-SULFIDE NEO-GLYCOLIPIDS [J].
ANSARI, AA ;
FREJD, T ;
MAGNUSSON, G .
CARBOHYDRATE RESEARCH, 1987, 161 (02) :225-233
[3]   A SULFOLIPID IN PLANTS [J].
BENSON, AA ;
DANIEL, H ;
WISER, R .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1959, 45 (11) :1582-1587
[4]  
BUTLER RC, 1979, CANCER IMMUNOL IMMUN, V6, P255
[5]   CONFORMATION OF C-5-C-6 FRAGMENT OF ALDOHEXOPYRANOSES [J].
DEBRUYN, A ;
ANTEUNIS, M .
CARBOHYDRATE RESEARCH, 1976, 47 (02) :311-314
[6]  
FERNANDEZBOLANO.J, 1987, TENSIDE SURFACT DET, V24, P164
[7]   SYNTHESIS OF 2-AMINO-2,6-DIDEOXY-D-GLUCOPYRANOSE-6-SULFONIC ACID [J].
FERNANDEZBOLANOS, J ;
CASTILLA, IM ;
GUZMAN, JF .
CARBOHYDRATE RESEARCH, 1986, 147 (02) :325-329
[8]  
FERNANDEZBOLANOS J, 1986, AN QUIM C-ORG BIOQ, V82, P200
[9]  
FOCHER B, 1986, 13TH INT CARB S ITH
[10]   STEREOCHEMICAL DEPENDENCE OF VICINAL H-C-O-H COUPLING CONSTANTS [J].
FRASER, RR ;
KAUFMAN, M ;
MORAND, P ;
GOVIL, G .
CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (03) :403-&