Citation: Hui Peng, Wan-li Chen, Jie Kong. Synthesis of -Hydroxy-w-Aminotelechelic Polypeptide from -Amino Acid N-Carboxyanhydrides Catalyzed by Alkali-metal Borohydrides[J]. Chinese Journal of Polymer Science, ;2014, 32(6): 743-750. doi: 10.1007/s10118-014-1445-6 shu

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

1.
MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China
2.
Center of Analysis &
3.
Shaanxi Key Laboratory of Macromolecular Science and Technology, School of Science, Northwestern Polytechnical University, Xi'an 710072, China

Received Date: 3 September 2013
Revised Date: 12 November 2013

Fund Project: 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).

It is reported that alkali-metal borohydrides (MBH4, M = Li, Na and K) are efficient catalysts for ring opening polymerization (ROP) of -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 -hydroxy-w-aminotelechelic polypeptides are formed which are suitable for post-polymerization functionalization.
- Polypeptide,
- Alkali-metal borohydride,
- -Amino acid N-carboxyanhydride,
- End group functionalization
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
1. [1]
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