Trifluoroethanethiol: An Additive for Efficient One-Pot Peptide Ligation−Desulfurization Chemistry | Zendy

Robert E. Thompson | Zendy; Xuyu Liu | Zendy; Noelia Alonso-García | Zendy; Pedro José Barbosa Pereira | Zendy; Katrina A. Jolliffe | Zendy; Richard J. Payne | Zendy

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Trifluoroethanethiol: An Additive for Efficient One-Pot Peptide Ligation−Desulfurization Chemistry

Author(s) -

Robert E. Thompson,

Xuyu Liu,

Noelia Alonso-García,

Pedro José Barbosa Pereira,

Katrina A. Jolliffe,

Richard J. Payne

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja502806r

Subject(s) - chemistry , ligation , flue gas desulfurization , peptide , native chemical ligation , combinatorial chemistry , chemical ligation , organic chemistry , biochemistry , chemical synthesis , medicine , in vitro

Native chemical ligation followed by desulfurization is a powerful strategy for the assembly of proteins. Here we describe the development of a high-yielding, one-pot ligation-desulfurization protocol that uses trifluoroethanethiol (TFET) as a novel thiol additive. The synthetic utility of this TFET-enabled methodology is demonstrated by the efficient multi-step one-pot syntheses of two tick-derived proteins, chimadanin and madanin-1, without the need for any intermediary purification.

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