Synthesis of water-soluble poly(α-hydroxy acids) from living ring-opening polymerization of O-benzyl-l-serine carboxyanhydrides

Yanbing Lu, Lichen Yin, Yanfeng Zhang, Zhonghai Zhang, Yunxiang Xu, Rong Tong, Jianjun Cheng

Research output: Contribution to journalArticlepeer-review

Abstract

O-benzyl-L-serine carboxyanhydrides were synthesized via diazotization of O-benzyl-L-serine with sodium nitrite in sulfuric acid aqueous solution followed by cyclization of the resulting serine-based α-hydroxy acid with phosgene. Degradable, water-soluble poly(α-hydroxy acids) bearing pendant hydroxyl groups were readily prepared under mild conditions via ring-opening polymerization of O-benzyl-L-serine carboxyanhydrides followed by the removal of the benzyl group and showed excellent cell compatibility, suggesting their potential being used as novel materials in constructing drug delivery systems and as hydrogel scaffolds for tissue engineering applications.

Original languageEnglish (US)
Pages (from-to)441-444
Number of pages4
JournalACS Macro Letters
Volume1
Issue number4
DOIs
StatePublished - Apr 17 2012

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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