Robust synthesis of C-terminal cysteine-containing peptide acids through a peptide hydrazide-based strategy

A new robust strategy was reported for the epimerization-free synthesis of C-terminal Cys-containing peptide acids through mercaptoethanol-mediated hydrolysis of peptide thioesters prepared in situ from peptide hydrazides. This simple-to-operate and highly efficient method avoids the use of derivati...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-06, Vol.17 (23), p.5698-572
Hauptverfasser: Zuo, Chao, Yan, Bing-Jia, Zhu, Han-Ying, Shi, Wei-Wei, Xi, Tong-Kuai, Shi, Jing, Fang, Ge-Min
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Sprache:eng
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Zusammenfassung:A new robust strategy was reported for the epimerization-free synthesis of C-terminal Cys-containing peptide acids through mercaptoethanol-mediated hydrolysis of peptide thioesters prepared in situ from peptide hydrazides. This simple-to-operate and highly efficient method avoids the use of derivatization reagents for resin modification, thus providing a practical avenue for the preparation of C-terminal Cys-containing peptide acids. A simple-to-operate and highly efficient strategy for the epimerization-free synthesis of C-terminal Cys-containing peptide acids, which avoids the use of derivatization reagents for resin modification, is developed.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob01114e