Synthesis of site-specifically dimethylated and trimethylated peptides derived from histone H3N-terminal tail

被引：9
作者：
Huang, Zhi-Ping [1 ]
Du, Jin-Tang [1 ]
Zhao, Yu-Fen [1 ]
Li, Yan-Mei [1 ]
机构：
[1] Tsing Hua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
来源：
INTERNATIONAL JOURNAL OF PEPTIDE RESEARCH AND THERAPEUTICS | 2006年 / 12卷 / 02期
基金：
中国国家自然科学基金;
关键词：
lysine; methylation; quaternisation; methylated peptide; histone;
D O I：
10.1007/s10989-005-9006-z
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Lysine methylation within the N-terminal tail region of histories is associated with various biological processes ranging from transcriptional regulation to epigenetic silencing. In order to investigate biological functions of methylation, specific lysine dimethylated and trimethylated peptides derived from histone H3 N-terminal tail have been successfully synthesized by incorporating N-alpha-Fmoc-N-epsilon-dimethyl-lysine or N-alpha-Fmoc-N-epsilon-trimethyl-lysine as building blocks via solid-phase peptide synthesis. Facile synthesis of N-alpha-Fmoc-N-epsilon-dimethyl-lysine and N-alpha-Fmoc-N-epsilon-trimethyl-lysine have been presented. Reductive methylation of N-Fmoc-lysine gives N-alpha-Fmoc-N-epsilon-dimethyl-lysine. Quaternisation of N-alpha-Fmoc-lysine or N-alpha-Fmoc-N-epsilon-dimethyl-lysine produces N-alpha-Fmoc-N-epsilon-trimethyl-lysine as an iodide salt.
引用
收藏
页码：187 / 193
页数：7
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