Nitrite anions induce nitrosative deamination of peptides and proteins
Nitrite anions induce nitrosative deamination of peptides and proteins
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DOI：
10.1002/rcm.2776
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发表时间：
2006-01-01
影响因子：
2
通讯作者：
Deng, Haiteng
中科院分区：
文献类型：
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作者：
Deng, Haiteng
在本研究中，亚硝酸钠与蛋白质/肽的反应通过质谱法进行表征。该反应产生两种主要产物：氨基被羟基取代，以及通过蛋白质/肽的 N 末端和赖氨酸残基侧链丢失 NH3 基团形成烯烃衍生物。在毫摩尔浓度的亚硝酸盐存在下，该反应在弱酸性溶液和 37 摄氏度下快速进行，表明亚硝酸盐会诱导蛋白质和肽中的亚硝化脱氨基作用。亚硝酸盐诱导的蛋白质/肽氨基修饰改变了蛋白质的化学性质，并且可能在肽合成、分析化学和蛋白质工程中具有多种应用。它还提供信息以增强我们对亚硝酸根离子在生物学和食品保存中的功能的理解。版权所有 (c) 2006 John Wiley & Sons, Ltd.
In the present study, reactions of sodium nitrite with proteins/peptides were characterized with mass spectrometry. The reaction generates two major products: replacement of the amino group by a hydroxyl group and formation of an alkene derivative by loss of a NH3 group at the N-terminus and the side chain of lysine residues of proteins/peptides. The reaction proceeds rapidly in weak acidic solution and at 37 degrees C in the presence of a millimolar concentration of nitrite, demonstrating that nitrite induces nitrosative deamination in proteins and peptides. The facile nitrite-induced modification of amino groups of protein/peptides changes the chemical nature of proteins and may have various applications in peptide synthesis, analytical chemistry, and protein engineering. It also provides information to enhance our understanding of functions of nitrite ions in biology and food preservation. Copyright (c) 2006 John Wiley & Sons, Ltd.