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Synthesis of poly (γ‐benzyl‐ L ‐glutamate) with well‐defined terminal structures and its block polypeptides with alanine, leucine and phenylalanine
Author(s) -
Cao Heng,
Yao Jinrong,
Shao Zhengzhong
Publication year - 2012
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.4138
Subject(s) - polymerization , dispersity , gel permeation chromatography , polymer chemistry , monomer , chemistry , phenylalanine , matrix assisted laser desorption/ionization , mass spectrometry , ring opening polymerization , polymer , desorption , materials science , amino acid , organic chemistry , chromatography , adsorption , biochemistry
The ring‐opening polymerization of γ‐benzyl‐ L ‐glutamate N ‐carboxyanhydride (BLG‐NCA) was initiated by n ‐hexylamine in N , N ‐dimethyformamide under normal pressure at 0 °C. The products were characterizated by gel permeation chromatography, matrix‐assisted laser desorption/ionization time of flight mass spectroscopy (MALDI‐TOF MS), nuclear magnetic resonance etc. MALDI‐TOF MS gave direct evidence that the side reactions during the polymerization of BLG‐NCA could be greatly reduced by decreasing the reaction temperature, e.g. from room temperature to 0 °C. As a result, over 90% of the products were amino‐terminated poly(γ‐benzyl‐ L ‐glutamate) (PBLG) with low polydispersity index when the polymerization was carried out at 0 °C, which could be used to re‐initiate the polymerization of other NCAs. Then several well‐defined PBLG‐containing block copolypeptides were successfully synthesized in a convenient way. Copyright © 2012 Society of Chemical Industry