Degradation of poly(β‐amino ester) gels in alcohols through transesterification: Method to conjugate drugs to polymer matrices. Issue 12 (25th March 2017)

• Record Type: Journal Article
• Authors: Gupta, Prachi; Lacerda, Caroline; Patil, Vinod S.; Biswal, Dipti; Wattamwar, Paritosh; Zach Hilt, J.; Dziubla, Thomas D.
• Is Part Of: Journal of polymer science. Volume 55:Issue 12(2017)
• Page Start: 2019
• Page End: 2026
• Publication Date: 2017-03-25
• Subjects: biomaterials -- drug delivery -- gels -- polymer drug conjugate; 547
• DOI: 10.1002/pola.28579
• Languages: English
• ISSNs: 0887-624X

Abstract

ABSTRACT: Poly(β amino ester) (PβAE) polymers have received growing attention in the literature, owing to their ease of synthesis, versatile co‐monomer selection, and highly tunable degradation kinetics. As such, they have shown extensive potential in many biomedical applications as well. In this work, it is demonstrated for the first time that PβAE polymers containing primary and secondary amine groups can undergo degradation by primary alcohols via transesterification mechanism. While this work emphasizes an important aspect of solvent compatibility of these networks, it also represents an interesting, simple mechanism for post synthesis drug incorporation, with riboflavin conjugation being demonstrated as a model compound. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem.2017, 55, 2019–2026 Abstract : Poly(β‐amino esters) polymers, a promising class of biomaterials, were found to degrade in alcohol via transesterification. This effect was found to be dependent upon the presence of free amine groups in the polymer backbone. Using this reactivity, it was also shown it is possible to modify the gels with alcohol containing drug molecules, creating a pro‐drug gel system.