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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
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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.
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》 SCIE EI CAS 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).
关键词 氨基酸 钠 羟基 重组机制 金属离子 Fmoc protected amino acids, rearrangement reaction, ESI-MS, protein sequencing, peptide.
分类号 O623.6 [理学—有机化学]
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参考文献10

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Chinese Science Bulletin
2003年 第21期

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