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

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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.

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Authors and Affiliations

  1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027, China

    Hui Peng, Zhi-quan Shen & Jun Ling  (凌君)

  2. Center of Analysis & Measurement, Zhejiang University of Technology, Hangzhou, 310014, China

    Wan-li Chen

  3. Shaanxi Key Laboratory of Macromolecular Science and Technology, School of Science, Northwestern Polytechnical University, Xi’an, 710072, China

    Jie Kong

Authors
  1. Hui Peng
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  2. Wan-li Chen
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  3. Jie Kong
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  4. Zhi-quan Shen
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  5. Jun Ling  (凌君)
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Corresponding author

Correspondence to Jun Ling  (凌君).

Additional information

This work was financially supported by the National Natural Science Foundation of China (No. 21174122), Special Funds for Major Basic Research Projects (No. G2011CB606001) and Zhejiang Provincial Natural Science Foundation of China (No. Y4110115).

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Peng, H., Chen, Wl., Kong, J. et al. Synthesis of α-hydroxy-ω-aminotelechelic polypeptide from α-amino acid N-carboxyanhydrides catalyzed by alkali-metal borohydrides. Chin J Polym Sci 32, 743–750 (2014). https://doi.org/10.1007/s10118-014-1445-6

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  • DOI: https://doi.org/10.1007/s10118-014-1445-6

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