Synthesis of α-Hydroxy-ω-Aminotelechelic Polypeptide from α-Amino Acid N-Carboxyanhydrides Catalyzed by Alkali-metal Borohydrides

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） whi...

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Bibliographic Details
Published in:Chinese journal of polymer science 2014-06, Vol.32 (6), p.743-750
Main Authors: Peng, Hui, Chen, Wan-li, Kong, Jie, Shen, Zhi-quan, Ling, Jun
Format: Article
Language:English
Subjects:
13C-NMR
Borohydrides
Catalysis
Catalysts
Characterization and Evaluation of Materials
Chemistry
Chemistry and Materials Science
Condensed Matter Physics
Industrial Chemistry/Chemical Engineering
Lithium
MALDI-TOF
Molecular weight distribution
Polymer Sciences
Polypeptides
Ring opening polymerization
Synthesis
α-氨基酸
催化剂
多肽
羟基
羧酸酐
金属硼氢化物
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Summary: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, IH-NMR, 13C-NMR, IH-1H COSY and IH-13C HMQC analyses. The results indicate that α-hydroxy-ω-aminotelechelic polypeptides are formed which are suitable for post- polymerization functionalization.
ISSN:0256-7679
1439-6203
DOI:10.1007/s10118-014-1445-6