New methods for side-chain protection of cysteine

Authors
West, CW Estiarte, MA Rich, DH
Citation
Cw. West et al., New methods for side-chain protection of cysteine, ORG LETT, 3(8), 2001, pp. 1205-1208
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
8
Year of publication
2001
Pages
1205 - 1208
Database
ISI
SICI code
1523-7060(20010419)3:8<1205:NMFSPO>2.0.ZU;2-T
Abstract
Cysteine sulfhydryl protection with either the Fmoc or the Fm group was acc omplished in one step and in high yield using commercially available FmocCI or FmocOSu, respectively, Mechanisms for the Fmoc to Fm transformations ar e 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.