D,L-SERINE BASED pH-SENSITIVE OLIGOESTER

Dang Nguyen Tri

Abstract


In recent years, pH/temperature-sensitive polymers have attracted increasing attention as drug/protein delivery systems. In this study, the main objective was to synthesize a pH-sensitive oligoester. The oligoester was synthesized by condensation reaction from carboxylic and hydroxyl groups of D,L-Serine, which had been previously modified with benezenesulfonyl chloride in order to create sulfonamides as pH sensitive groups. Various molecular weights of the oligoesters were obtained by means of manipulating the mole ratio of N,N'-Dicyclohexylcarbodiimide (DCC)/Serine (DCC acts as a coupling agent) and the Dimethylformamide (DMF)/Serine (v/w) ratio (DMF acts as solvent). The synthesized oligoesters were characterized by 1H-NMR and their molecular weights were measured by gel permeation chromatography (GPC). Also, the pKa values of pH-sensitive oligoesters were obtained by the titration method. This pH dependent property of the polymers could be very useful for preparing drug carriers that are sensitive to pH environment.


Keywords


pH sensitive, D,L-Serine, benezenesulfonylchloride.

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DOI: https://doi.org/10.15625/2525-2518/54/5A/12060 Display counter: Abstract : 101 views. PDF : 77 views.

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Published by Vietnam Academy of Science and Technology