Rearrangement mechanism of the sodium adducts of Fmoc protected amino acids  

Rearrangement mechanism of the sodium adducts of Fmoc protected amino acids

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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. tsinghua.edu.cn) 

出  处:《Chinese Science Bulletin》2003年第21期2317-2319,共3页

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).

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.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.

关 键 词:氨基酸  羟基 重组机制 金属离子 

分 类 号:O623.6[理学—有机化学]

 

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