New methods for side-chain protection of cysteine.

Autor: West CW; Department of Chemistry and School of Pharmacy, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA., Estiarte MA, Rich DH
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2001 Apr 19; Vol. 3 (8), pp. 1205-8.
DOI: 10.1021/ol015678d
Abstrakt: [reaction: see text]. Cysteine sulfhydryl protection with either the Fmoc or the Fm group was accomplished in one step and in high yield using commercially available FmocCl or FmocOSu, respectively. Mechanisms for the Fmoc to Fm transformations are discussed. Additionally, Fmoc-Cys(Fmoc)-OH (7) was synthesized and used in amide bond forming reactions. The S-Fmoc group is cleaved selectively from peptides containing the N-Fmoc group.
Databáze: MEDLINE