Citation: Liu Yanhua, Huang Dengfa, Zhu Jinwen, Cui Zhenggang, Wang Feng. Enzymatic Synthesis of L-Phenylalanine Polypeptide[J]. Chemistry, ;2018, 81(4): 361-365, 383. shu

Enzymatic Synthesis of L-Phenylalanine Polypeptide

School of Chemical and Material Engineering, Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, Jiangnan University, Wuxi 214122

Corresponding author: Wang Feng, fwang@jiangnan.edu.cn
Received Date: 23 September 2017
Accepted Date: 18 January 2018

Figures(11)

Artificial polymers of amino acids, polypeptides, show the advantages of biocompatibility and biodegradability. In this study, the oligo-L-phenylalanine was prepared by the polymerization reaction of bromelain from L-phenylalanine methyl ester in the non-aqueous media under mild conditions. The structure and polymerization degree of the oligo-L-phenylalanine were elucidated by FT-IR, ¹H-NMR, MS and MALDI-TOF. The optimum polymerization conditions were evaluated through single-factor approach. The highest value of yield, 35.67%, could be achieved when 0.43g L-phenylalanine methyl ester hydrochloride in 15% DMSO phosphate buffer (pH=8.0) was polymerized by 2.44U bromelain at 40℃ for 3 hours.
- L-phenylalanine methyl ester hydrochloride,
- Enzymatic Catalysis,
- Polymerization,
- Characterization
1. [1]
  C Fetsch, A Grossmann, L Holz et al. Macromolecules, 2011, 44(17):6746~6758.
2. [2]
  K Itaka, T Ishii, Y Hasegawa et al. Biomaterials, 2010, 31(13):3707~3714.
3. [3]
  S Mallakpour, H Ayatollahi, M R Sabzalian. Polym. Sci., 2014, 56(4):464~470.
4. [4]
  Q Yang, S Wang, P Fan et al. Chem. Mater., 2015, 17(24):5999~6003.
5. [5]
  T J Deming. J. Mater. Chem., 2005, 1(1):28~35.
6. [6]
  C Cai, J Lin, Z Zhuang et al. Cai C, Lin J, Zhuang Z, et al. Controlled Polymerization and Polymeric Structures. Springer International Publishing., 2013.
7. [7]
  H Shimomoto, S Kanaoka, S Aoshima. J. Polym. Sci. Part A, 2012, 50(19):4137~4144.
8. [8]
  T J Deming. Prog. Polym. Sci., 2007, 32(8/9):858~875.
9. [9]
10. [10]
  V Castelletto, I W Hamley. Biophys. Chem., 2009, 141(2/3):169~174.
11. [11]
  K H Mayo. Trends. Biotechnol., 2000, 18(5):212~217.
12. [12]
  M Caussil-Amblard, J Martinez, J Tailhades, USP:9206222, 2015.
13. [13]
  H R Kricheldorf. Angew. Chem., 2006, 45(35):5752~5784.
14. [14]
  Z Wang, S F Yu, X Gu et al. Acta Polym. Sinica, 2012, 012(6) 599~605.
15. [15]
  T Fukuoka, Y Tachibana, H Tonami et al. Biomacromolecules, 2002, 3(3):768~774.
16. [16]
  H Uyama, T Fukuoka, I Komatsu et al. Biomacromolecules, 2002, 3(2):318~323.
17. [17]
  H Sekizaki, T Fuchise, S Zhou et al. J. Pept. Sci., 2006, 12:132~132.
18. [18]
  K Viswanathan, R Omorebokhae, G Li et al. Biomacromolecules, 2010, 11(8):2152~2160.
19. [19]
  K Aso, T Uemura, Y Shiokawa. Agric. Biol. Chem., 2006, 52(10):2443~2449.
20. [20]
  R V Ulijn, B Baragaña, P J Halling et al. J. Am. Chem. Soc., 2002, 124(37):10988~10989.
21. [21]
  A P Dabkowska, F Foglia, M J Lawrence et al. J. Chem. Phys., 2012, 406(4):21~29.
22. [22]
  L Zhang, L Xu, X Yang et al. Prep. Biochem. Biotechnol., 2003, 33(3):1~12.
23. [23]
  Y Watanabe. Ann. Epidem., 2001, 25(10):730~735.
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