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Journal of Biomaterials Applications
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Preparation of Hydrophilic Polyhydroxyalkyl Glutamine Crosslinked Films and its Biodegradability

Shi-Rong Pan

Cardiovascular Laboratory, The First Affiliated Hospital Sun Yet-Sen University, 58 Zhongshan Road Guangzhou 510080, PR China, gzpshr{at}163.com

Qin-Mei Wang

Cardiovascular Laboratory, The First Affiliated Hospital Sun Yet-Sen University, 58 Zhongshan Road Guangzhou 510080, PR China

Wu Yi

Cardiovascular Laboratory, The First Affiliated Hospital Sun Yet-Sen University, 58 Zhongshan Road Guangzhou 510080, PR China

Polybenzyl glutamate (PBLG) or polymethyl glutamate (PMLG) films have been aminolyzed with amino alcohol and crosslinked with aliphatic diamine at 60°C for 48 h simultaneously which led to the formation of crosslinked films of polyhydroxyalkyl glutamine (PHAG). ATR-IR indicates that for the aminolysis of PBLG with 2-amino-1-ethanol or 3-amino-1-propanol, benzyl glutamate almost completely turned to hydroxyalkyl glutamine, however for the aminolysis of PMLG with 5-amino-1-pentanol, methyl glutamate partially turned to hydroxypentanyl glutamine. The water-swelling test shows that water-swelling ratio Q of PHAG films from amino alcohol with longer carbon chain was smaller, the PHAG films crosslinked by 1,2-diamino ethane have the higher water-swelling ratio Q, but the PHAG films crosslinked by 1,8-diamino octane have the lower water swelling ratio Q; and PHAG films with a greater amount of crosslinking agents have high crosslinking density or the low water swelling-ratio Q for same amino alcohol and diamine. It is obvious from in vitro enzymatic hydrolysis test that specimens with smaller swelling ratio Q displayed larger T1/2, time for half weight digestion of PHAG film, that is, less biodegradability. Therefore, biodegradability of the crosslinked PHAG films can be controlled by changing amino alcohol and diamine.

Key Words: polyhydroxyalkyl glutamine • polybenzyl glutamate • polymethyl glutamate • aminolysis • crosslinking • enzymatic hydrolysis.

This version was published on September 1, 2007

Journal of Biomaterials Applications, Vol. 22, No. 2, 181-192 (2007)
DOI: 10.1177/0885328207074930
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