菠萝蛋白酶催化合成寡聚L-酪氨酸

doi:10.11944/j.issn.1000-0518.2020.02.190224

摘要/Abstract

摘要：

以菠萝蛋白酶为催化剂从L-酪氨酸甲酯聚合得到寡聚L-酪氨酸(O-L-Try)。以0.8 U/mL蛋白酶在体积分数为7.5%的二甲亚砜(DMSO)缓冲液(pH=7.5,0.2 mol/L)中催化0.23 g/mL L-酪氨酸甲酯在50 ℃下聚合反应5 h后,O-L-Try产率达到65%。通过基质辅助激光解吸电离飞行时间质谱(MALDI-TOF-MS)、氢核磁共振波谱仪(¹H NMR)、拉曼光谱、傅里叶变换红外光谱仪(FTIR)等技术手段表征了O-L-Try结构和性能特征。结果表明,MALDI-TOF-MS测定的O-L-Try的聚合度主要为10。 ¹H NMR谱图分析得到的O-L-Try的平均聚合度为8。拉曼光谱显示,O-L-Try的肽键特征峰位于1623 cm^-1(酰胺Ⅰ带)、1447 cm^-1(酰胺Ⅱ带)、1270 cm^-1(酰胺Ⅲ带)和648 cm^-1(酰胺Ⅳ带)。

关键词: 菠萝蛋白酶催化, 寡聚L-酪氨酸, 结构表征

Abstract:

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).

Key words: bromelain catalysis, oligo-L-tyrosine, structure characterization

蒋晓晓, 朱锦雯, 廖小凤, 尹韦蔚, 高鹏, 杨长林, 王峰. 菠萝蛋白酶催化合成寡聚L-酪氨酸[J]. 应用化学, 2020, 37(2): 175-181.

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.

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