Literature DB >> 11348195

New methods for side-chain protection of cysteine.

C W West1, M A Estiarte, D H Rich.   

Abstract

[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.

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Year:  2001        PMID: 11348195     DOI: 10.1021/ol015678d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Curcumin analog cytotoxicity against breast cancer cells: exploitation of a redox-dependent mechanism.

Authors:  Aiming Sun; Yang J Lu; Haipeng Hu; Mamoru Shoji; Dennis C Liotta; James P Snyder
Journal:  Bioorg Med Chem Lett       Date:  2009-10-08       Impact factor: 2.823

2.  Total synthesis of aeruginosin 98B.

Authors:  Barry M Trost; Toshiyuki Kaneko; Neil G Andersen; Christoph Tappertzhofen; Bruce Fahr
Journal:  J Am Chem Soc       Date:  2012-11-12       Impact factor: 15.419

3.  S-Fluorenylmethyl protection of the cysteine side chain upon N(α)-Fmoc deprotection.

Authors:  Johannes W Wehner; Thisbe K Lindhorst
Journal:  Beilstein J Org Chem       Date:  2012-12-10       Impact factor: 2.883

  3 in total

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