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    Org Lett. 2001 Apr 19;3(8):1205-8.

    New methods for side-chain protection of cysteine.

    West CW, Estiarte MA, Rich DH.

    Department of Chemistry and School of Pharmacy, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.

    [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.

    PMID: 11348195 [PubMed - indexed for MEDLINE]

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