A convenient preparation of dityrosine via Mn(III)-mediated oxidation of tyrosine

被引:11
|
作者
Lee, Dong-Ik [1 ]
Hwang, Sangpill [1 ]
Choi, Jee Yun [1 ]
Ahn, Ik-Sung [1 ]
Lee, Chang-Ha [1 ]
机构
[1] Yonsei Univ, Dept Chem Engn, Seoul 120749, South Korea
关键词
Mn(III)-mediated oxidation; tyrosine; dityrosine; phosphate; purification; product identification;
D O I
10.1016/j.procbio.2008.04.020
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
A simple method to rapidly and conveniently prepare dityrosine from L-tyrosine was developed using Mn(III) as an oxidizing agent. The best yield of the reaction was obtained from the 1 min equimolar reaction of L-tyrosine with Mn(III) acetate in 0.2 M sodium phosphate solution (pH 2.1) at 25 degrees C. Phosphate was removed by precipitation in ammonia water. The remaining tyrosine was mostly eliminated by precipitation in cold acidic water. Dityrosine was then further purified by HPLC, and its chemical structure was identified by NMR spectroscopy. Even though the yield was only 15.8%, this one-step Mn(III)-mediated oxidation of tyrosine allows dityrosine to be prepared without the need for complicated multi-step organic reactions. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:999 / 1003
页数:5
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