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Rearrangement mechanism of the sodium adducts of Fmoc protected amino acids

Rearrangement mechanism of the sodium adducts of Fmoc protected amino acids

作     者:DU Jintang, LI Yanmei, ZHU Zhentai, CHEN Yi & ZHAO Yufen Laboratory of Bioorganic Phosphorus Chemistry, Department of Chem-istry, Tsinghua University, Beijing 100084, China Correspondence should be addressed to Li Yanmei (e-mail: liym@mail. ***) 

作者机构:Laboratory of Bioorganic Phosphorus Chemistry Department of Chemistry Tsinghua University Beijing China 

出 版 物:《Chinese Science Bulletin》 (CHINESE SCIENCE BULLETIN)

年 卷 期:2003年第48卷第21期

页      面:2317-2319页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:supported by the National Natural Science Foundation of China(Grant Nos.20272032 and 20320130046) the Ministry of Education of China and Tsinghua University,Doctor Candidate Innovation Foundation in Tsinghua University(Grant No.092430018) 

主  题:氨基酸  羟基 重组机制 金属离子 

摘      要:The cationized 9-fluorenylmethoxycarbonyl (Fmoc) protected amino acids were analyzed by the electros-pray ionization tandem mass spectrometry (ESI-MS/MS). A rearrangement reaction leading to the C-terminal hydroxyl group transfer was observed. The sodium adducts of Fmoc-OH was formed. A possible rearrangement mechanism was proposed. The rearrangement reaction depended on the Fmoc group, metal ions and metal ion radius. It was shown that the Fmoc group has a strong affinity to the hydroxyl group in the gas phase.

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