Inulin polysaccharide having pendant amino acids: Synthesis and characterization

✍ Scribed by Chee-Youb Won; Chih-Chang Chu

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 245 KB
• Volume: 70
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/(sici)1097-4628(19981031)70:5<953::aid-app16>3.0.co;2-u

✦ Synopsis

Inulin polysaccharide was esterified with N-protected ␣-amino acids (N,NЈdi-benzylocarbonyl-L-lysine and N-benzylocarbonyl-glycine) under a mild condition (room temperature) and within short reaction times (6 h). The esterification reactions were conducted in the presence of dicyclohexylcarbodiimide and 4-(dimethylamino)pyridine as a catalyst. The optimal reaction time (6 h) was determined by monitoring the concentration of free carboxylic acid of the N-protected amino acids during the reaction. The degree of substitution per fructose unit was 0.95 for inulin-lysine and 1.01 for inulin-glycine. The resulting biopolymer was deprotected by catalytic transfer hydrogenation method using 1,4-cyclohexadiene as an effective hydrogen donor. The structures, molecular weight, and thermal properties of the amino acid esters of inulin were determined by Fourier transform infrared spectroscopy, 1 H and 13 C NMR, UV, viscosity, and dicyclohexylcarbodiimide. This new modified inulin polysaccharide would have the potential as a biomaterial for biomedical applications.