SYNTHESIS AND PROPERTIES OF ALKYLGLUCOSIDES WITH MILD DETERGENT ACTION - IMPROVED SYNTHESIS AND PURIFICATION OF BETA-1-OCTYL-GLUCOSE, BETA-1-NONYL-GLUCOSE AND BETA-1-DECYL-GLUCOSE - SYNTHESIS OF BETA-1-UNDECYLGLUCOSE AND BETA-1-DODECYLMALTOSE

被引:140
作者
DEGRIP, WJ
BOVEEGEURTS, PHM
机构
[1] Department of Biochemistry, University of Nijmegen, 6500HB Nijmegen
关键词
D O I
10.1016/0009-3084(79)90010-0
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
Medium chain β-1-alkylglycosides show interesting mild detergent properties. Therefore, their synthesis and purification have been investigated and improved so as to permit preparation of 50-100 g amounts. Preparatory methods are presented for the already known compounds β-1-octyl-, β-1-nonyl and β-1-decyl-glucose and for the new compounds β-1-undecylglucose and β-1-dodecylmaltose. Some relevant properties such as melting point, optical rotation, critical micelle concentration and NMR-spectra have been determined. They illustrate the suitability of this class of detergents for membrane research. © 1979.
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页码:321 / 335
页数:15
相关论文
共 23 条
[1]   PREPARATION OF ACETOBROME-SUGARS [J].
BARCZAIMARTOS, M ;
KOROSY, F .
NATURE, 1950, 165 (4192) :369-369
[2]  
BARON C, 1976, BIOCH BIOPHYS ACTA, V426, P46
[3]  
BIRDI KS, 1977, J PHYS CHEM-US, V81, P934, DOI 10.1021/j100524a027
[4]   SYNTHESIS AND PROPERTIES OF SOME ALPHA-D-ALKYL GLUCOSIDES AND MANNOSIDES - APPARENT MOLAL VOLUMES AND SOLUBILIZATION OF NITROBENZENE IN WATER AT 25DEGREESC [J].
BROWN, GM ;
DUBREUIL, P ;
ICHHAPOR.FM ;
DESNOYER.JE .
CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (16) :2525-&
[5]  
DEGRIP WJ, METHODS ENZYMOLOGY V
[6]   MICELLES IN AQUEOUS-SOLUTION [J].
FISHER, LR ;
OAKENFULL, DG .
CHEMICAL SOCIETY REVIEWS, 1977, 6 (01) :25-42
[7]  
FLOWERS HM, 1972, METHODS CARBOHYD CHE, V6, P474
[8]   Knowledge on aceton sugar, XI Synthesis of a 6-glucoside-galactose [J].
Freudenberg, K ;
Noe, A ;
Knopf, E .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1927, 60 :238-241
[9]   USE OF ANS TO DETECT PHOSPHOLIPIDS AND APOLAR MOLECULES IN CHROMATOGRAMS [J].
GITLER, C .
ANALYTICAL BIOCHEMISTRY, 1972, 50 (01) :324-&
[10]   SOLUBILIZATION OF MEMBRANES BY DETERGENTS [J].
HELENIUS, A ;
SIMONS, K .
BIOCHIMICA ET BIOPHYSICA ACTA, 1975, 415 (01) :29-79