Citation: JIANG Xiaoxiao, ZHU Jinwen, LIAO Xiaofeng, YIN Weiwei, GAO Peng, YANG Changlin, WANG Feng. Synthesis of Oligo-L-Tyrosine via Bromelain[J]. Chinese Journal of Applied Chemistry, ;2020, 37(2): 175-181. doi: 10.11944/j.issn.1000-0518.2020.02.190224 shu

Synthesis of Oligo-L-Tyrosine via Bromelain

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

Corresponding author: WANG Feng, fwang@jiangnan.edu.cn
Received Date: 21 August 2019
Revised Date: 1 November 2019
Accepted Date: 4 November 2019

Fund Project: the National Undergraduate Innovation and Entrepreneurship Training Program 201910295049Supported by the National Scholarship for Studying Abroad(No.201406795023), the Postgraduate Research and Practice Innovation Program of Jiangsu Province(No.SJCX18-0618), and the National Undergraduate Innovation and Entrepreneurship Training Program(No.201910295049)the Postgraduate Research and Practice Innovation Program of Jiangsu Province SJCX18-0618the National Scholarship for Studying Abroad 201406795023

Figures(12)

Herein, oligo-L-tyrosine (O-L-Try) was synthesized from L-tyrosine methyl ester with bromelain as the catalyst. The maximal value of O-L-Try yield reached 65% under the optimum reaction conditions of 0.8 U/mL of bromelain, volume fraction 7.5% of dimethyl sulfoxide(DMSO) in phosphate solution (pH=7.5, 0.2 mol/L) and 0.23 g/mL of L-tyrosine methyl ester at 50℃ for five hours.The structure of O-L-Try was characterized by matrix-assisted laser desorption/ionization time of flight mass spectrometry (MALDI-TOF-MS), hydrogen nuclear magnetic resonance spectroscopy (¹H NMR), Raman spectroscopy and Fourier transform infrared spectrometry (FTIR). The polymerization degree of O-L-Try is mainly 10 as measured by MALDI-TOF-MS. The average degree of polymerization of O-L-Try is 8 as determined by ¹H NMR analysis. Raman spectroscopy shows that O-L-Try has the characteristic peaks at 1623 cm^-1 (amide Ⅰ band), 1447 cm^-1 (amide Ⅱ band), 1270 cm^-1 (amide Ⅲ band) and 648 cm^-1 (amide Ⅳ band).
- bromelain catalysis,
- oligo-L-tyrosine,
- structure characterization
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