Synthesis of α-hydroxy-ω-aminotelechelic polypeptide from α-amino acid N-carboxyanhydrides catalyzed by alkali-metal borohydrides

Hui Peng, Wan Li Chen, Jie Kong, Zhi Quan Shen, Jun Ling

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16 Scopus citations

Abstract

It is reported that alkali-metal borohydrides (MBH4, M = Li, Na and K) are efficient catalysts for ring opening polymerization (ROP) of α-amino acid N-carboxyanhydrides (NCAs). Polypeptides are prepared in quantitative yields with relatively narrow molecular weight distributions (MWDs = 1.1~1.5) which depend on the reaction temperature. End groups of the produced polypeptide are studied in detail by MALDI-ToF MS, 1H-NMR, 13C-NMR, 1H-1H COSY and 1H-13C HMQC analyses. The results indicate that α-hydroxy-ω-aminotelechelic polypeptides are formed which are suitable for postpolymerization functionalization.

Original languageEnglish
Pages (from-to)743-750
Number of pages8
JournalChinese Journal of Polymer Science (English Edition)
Volume32
Issue number6
DOIs
StatePublished - Jun 2014

Keywords

  • Alkali-metal borohydride
  • End group functionalization
  • Polypeptide
  • Α-Amino acid N-carboxyanhydride

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