CHEMICAL MODIFICATION OF PULLULAN .3. SUCCINOYLATION

被引:40
作者
BRUNEEL, D [1 ]
SCHACHT, E [1 ]
机构
[1] STATE UNIV GHENT, DEPT ORGAN CHEM, BIOMAT RES GRP, KRIJGSLAAN 281 S-4, B-9000 GHENT, BELGIUM
关键词
SUCCINIC ANHYDRIDE; PULLULANS; STRUCTURAL ANALYSIS;
D O I
10.1016/0032-3861(94)90395-6
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The present paper describes the succinoylation of pullulan by reaction with succinic anhydride in dimethylsulfoxide as solvent and N,N'-dimethylaminopyridine as catalyst. Nuclear magnetic resonance analysis indicated that the carboxylic group is preferably introduced at the C-6 hydroxyl groups. A series of succinoylated pullulan derivatives are prepared with degrees of substitution ranging from 0 to 100%. Activation of the carboxylic groups with N,N'-carbonyldiimidazol and subsequent coupling with amines is discussed.
引用
收藏
页码:2656 / 2658
页数:3
相关论文
共 23 条
[1]   N,N'-CARBONYLDIIMIDAZOLE, A NEW REAGENT FOR PEPTIDE SYNTHESIS [J].
ANDERSON, GW ;
PAUL, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (16) :4423-4423
[2]   FUNCTIONALIZATION OF DEXTRAN - INCORPORATION OF CARBOXY GROUPS BY O-SUCCINOYLATION [J].
ARRANZ, F ;
SANCHEZCHAVES, M ;
RAMIREZ, JC .
ANGEWANDTE MAKROMOLEKULARE CHEMIE, 1992, 194 :79-89
[3]   REACTION OF DEXTRAN CARBONATE WITH AMINO-ACIDS AND POLYPEPTIDES [J].
BARKER, SA ;
DISNEY, HM ;
SOMERS, PJ .
CARBOHYDRATE RESEARCH, 1972, 25 (01) :237-241
[4]   PREPARATION OF CELLULOSE CARBONATE [J].
BARKER, SA ;
TUN, HC ;
DOSS, SH ;
GRAY, CJ ;
KENNEDY, JF .
CARBOHYDRATE RESEARCH, 1971, 17 (02) :471-&
[5]   PULLULAN, A EXTRACELLULAR GLUCAN FROM PULLULARIA-PULLULANS [J].
BENDER, H ;
LEHMANN, J ;
WALLENFELS, K .
BIOCHIMICA ET BIOPHYSICA ACTA, 1959, 36 (02) :309-316
[6]   STRUCTURAL-ANALYSIS OF SUCCINOYLATED AND CHLOROFORMATE ACTIVATED PULLULAN - NMR-STUDY IN DMSO SOLUTION [J].
BRUNEEL, D ;
SCHACHT, E ;
DEBRUYN, A .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1993, 12 (06) :769-778
[7]   OBSERVATIONS ON STRUCTURE OF PULLULAN [J].
CATLEY, BJ ;
WHELAN, WJ .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1971, 143 (01) :138-&
[8]   REACTION OF STARCH WITH CARBOHYDRATE TRANS-CARBONATES [J].
DOANE, WM ;
SHASHA, BS ;
STOUT, EI ;
RUSSELL, CR ;
RIST, CE .
CARBOHYDRATE RESEARCH, 1968, 8 (03) :266-&
[9]  
FERRUTI P, 1979, MAKROMOL CHEM, V180, P375
[10]   PREPARATION AND SOLUTION PROPERTIES OF PULLULAN FRACTIONS AS STANDARD SAMPLES FOR WATER-SOLUBLE POLYMERS [J].
KAWAHARA, K ;
OHTA, K ;
MIYAMOTO, H ;
NAKAMURA, S .
CARBOHYDRATE POLYMERS, 1984, 4 (05) :335-356