SYNTHESIS OF NONNATURAL BRANCHED POLYSACCHARIDES - REGIOSELECTIVE INTRODUCTION OF ALPHA-MANNOSIDE BRANCHES INTO CHITIN

被引:17
作者
KURITA, K [1 ]
KOBAYASHI, M [1 ]
MUNAKATA, T [1 ]
ISHII, S [1 ]
NISHIMURA, SI [1 ]
机构
[1] HOKKAIDO UNIV, GRAD SCH SCI, DIV BIOL SCI, SAPPORO, HOKKAIDO 060, JAPAN
关键词
D O I
10.1246/cl.1994.2063
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-Phthaloyl-chitosan was converted into 3-O-acetyl-6-O-trimethylsilyl-N-phthaloyl-chitosan, which was then subjected to the glycosylation of a peracetylated mannose orthoester to form an alpha-(1-->6) linkage. Subsequent deprotection followed by N-acetylation afforded chitins having mannose branches. The branched chitins were readily soluble in water and showed strong affinity for concanavalin A.
引用
收藏
页码:2063 / 2066
页数:4
相关论文
共 13 条
[1]  
CHIHARA G, 1982, INT J TISSUE REACT, V4, P207
[2]  
CHIHARA G, 1969, Nature (London), V222, P687
[3]   FORMATION OF BRANCHED-CHAIN, SOLUBLE POLYSACCHARIDES FROM CHITOSAN [J].
HALL, LD ;
YALPANI, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (23) :1153-1154
[4]   TAILORED-RHEOLOGY - CHITOSAN DERIVATIVES WITH BRANCHED PENDANT SUGAR CHAINS [J].
HALL, LD ;
HOLME, KR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (03) :217-218
[5]   NOVEL REACTION ROUTE INCLUDING ENZYMATIC-REACTION FOR A SYNTHESIS OF A BRANCHED POLYSACCHARIDE [J].
HATANAKA, K ;
SONG, SC ;
MARUYAMA, A ;
AKAIKE, T ;
KOBAYASHI, A ;
KUZUHARA, H .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (08) :1027-1037
[6]   CHITOSAN DERIVATIVES BEARING C-10-ALKYL GLYCOSIDE BRANCHES - A TEMPERATURE-INDUCED GELLING POLYSACCHARIDE [J].
HOLME, KR ;
HALL, LD .
MACROMOLECULES, 1991, 24 (13) :3828-3833
[7]  
KURITA K, 1977, MAKROMOL CHEM, V178, P3197
[8]  
KUZUHARA H, 1988, 14TH INT CARB S STOC, P201
[9]   ANTI-TUMOR EFFECT OF SCHIZOPHYLLAN, AN IMMUNOMODULATOR, ON SYNGENEIC TUMORS [J].
MITANI, M ;
ARIGA, T ;
MATSUO, T ;
ASANO, T ;
SAITO, G .
INTERNATIONAL JOURNAL OF IMMUNOPHARMACOLOGY, 1980, 2 (03) :174-175
[10]   AN EFFICIENT METHOD FOR THE SYNTHESES OF NOVEL AMPHIPHILIC POLYSACCHARIDES BY REGIOSELECTIVE AND THERMOSELECTIVE MODIFICATIONS OF CHITOSAN [J].
NISHIMURA, SI ;
MIURA, Y ;
REN, LD ;
SATO, M ;
YAMAGISHI, A ;
NISHI, N ;
TOKURA, S ;
KURITA, K ;
ISHII, S .
CHEMISTRY LETTERS, 1993, (09) :1623-1626