Regioselective synthesis of sucrose monoesters as surfactants

被引:58
作者
Vlahov, IR
Vlahova, PI
Linhardt, RJ
机构
[1] UNIV IOWA,DIV MED & NAT PROD CHEM,IOWA CITY,IA 52240
[2] UNIV IOWA,DEPT CHEM & BIOCHEM ENGN,IOWA CITY,IA 52240
关键词
D O I
10.1080/07328309708006506
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
A highly regioselective conversion of sucrose into 6-O-acyl derivatives is reported. First sucrose was transformed into the dibutyltin acetal, thus enhancing the nucleophilicity at the C-6 oxygen and restricting the subsequent acylation reaction. The surface activity properties of the sucrose monoesters obtained were determined and compared with those of commercially available ionic and non-ionic surfactants.
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页码:1 / 10
页数:10
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共 49 条
[41]  
REINEFELD E, 1987, ZUCKERINDUSTRIE, V112, P1049
[42]  
RENGE R, 1970, J AM OIL CHEM SOC, V47, P56
[43]   PROTEASE-CATALYZED REGIOSELECTIVE ESTERIFICATION OF SUGARS AND RELATED-COMPOUNDS IN ANHYDROUS DIMETHYLFORMAMIDE [J].
RIVA, S ;
CHOPINEAU, J ;
KIEBOOM, APG ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :584-589
[44]   SOLVENT-FREE SYNTHESIS OF SUCROSE POLYESTERS [J].
RIZZI, GP ;
TAYLOR, HM .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1978, 55 (04) :398-401
[45]  
STANEK J, 1990, TOP CURR CHEM, V154, P158
[46]   FACILE ENZYMATIC PREPARATION OF MONOACYLATED SUGARS IN PYRIDINE [J].
THERISOD, M ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (18) :5638-5640
[47]   EFFECTS OF ALKYL CHAIN-LENGTH ON SURFACE AND MICELLAR PROPERTIES OF OCTAETHY-LENEGLYCOL-N ALKYL ETHERS [J].
UENO, M ;
TAKASAWA, Y ;
MIYASHIGE, H ;
TABATA, Y ;
MEGURO, K .
COLLOID AND POLYMER SCIENCE, 1981, 259 (07) :761-766
[48]   DETERMINATION OF DETERGENT CRITICAL MICELLAR CONCENTRATION BY SOLUBILIZATION OF A COLORED DYE [J].
VULLIEZLENORMAND, B ;
EISELE, JL .
ANALYTICAL BIOCHEMISTRY, 1993, 208 (02) :241-243
[49]  
YOSHIMOTO K, 1979, CHEM PHARM BULL, V27, P2661