Citation: Zhong Zhi ZHANG, Kimitoshi FUKUNAGA, Yoshiaki SUGIMURA, Katsumi NAKAO, Toshimi SHIMIZU. PRACTICAL METHOD FOR SYNTHESIS OF NEW GLYCOLIPIDS N-[4-(DIALKYL-L-GLUTAMATECARBONYLETHYLCARBO-NYLAMINO)BUTYL] LACTOBIONAMIDES[J]. Chinese Chemical Letters, ;1996, 7(2): 119-122. shu

PRACTICAL METHOD FOR SYNTHESIS OF NEW GLYCOLIPIDS N-[4-(DIALKYL-L-GLUTAMATECARBONYLETHYLCARBO-NYLAMINO)BUTYL] LACTOBIONAMIDES

a Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi University, Tokwadai 2557 Ube 755, Japan;
b National Institute of Materials and Chemical Research, Agency of Industrial Science and Technology, MITT, Higashi, Tsukuba, lbaraki 305, Japan

Received Date: 28 November 1995

Fund Project: he authors are grateful to Prof. Kiyoshi Matsumoto of Kyoto University for his helpful suggestions in synthesis of glycolipids.

A simple and efficient method for the synthesis of new glycolipids containing oligosaccharide and two long alkyl chains N-[4-(dialkyl-L-glutamatecarbony lethylcarbonylamino)butyl]lactobionamide has been developed in moderate yield.We successfully selected succinic anhydride which could condese with dialkyl L-glutamates in almost quantitative yields.The aminolysis of lactonolactone with 1,4-diaminobutane could be carried out in quantitative yield.The glycolipids prepared by this method have three amino acid residues between hydrophobic segment and hydrophilic moiety of the glycolipid which can be considered to maintain the steric conformation of lipase in enzymatic reactions.
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