Literature DB >> 26892036

Visible-Light-Induced Specific Desulfurization of Cysteinyl Peptide and Glycopeptide in Aqueous Solution.

Xiao-Fei Gao1, Jing-Jing Du1, Zheng Liu1, Jun Guo1.   

Abstract

Visible-light-induced specific desulfurization of cysteinyl peptides has been explored. The photocatalytic desulfurization catalyzed by Ru(bpy)3(2+) can proceed efficiently at room temperature in aqueous solution or in binary mixtures of aqueous/organic solvent and be compatible with the presence of residues of amino acids, carbohydrates, and various sulfur-containing functional groups. This approach was successfully applied to synthesize linear and cyclic peptides through the ligation-desulfurization protocol.

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Year:  2016        PMID: 26892036     DOI: 10.1021/acs.orglett.6b00292

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


  5 in total

1.  Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions.

Authors:  Emre H Discekici; Shelby L Shankel; Athina Anastasaki; Bernd Oschmann; In-Hwan Lee; Jia Niu; Alaina J McGrath; Paul G Clark; David S Laitar; Javier Read de Alaniz; Craig J Hawker; David J Lunn
Journal:  Chem Commun (Camb)       Date:  2017-02-02       Impact factor: 6.222

2.  Radical-Mediated Thiol-Ene Strategy: Photoactivation of Thiol-Containing Drugs in Cancer Cells.

Authors:  Shuang Sun; Bruno L Oliveira; Gonzalo Jiménez-Osés; Gonçalo J L Bernardes
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-02       Impact factor: 15.336

3.  Site-Selective Installation of Nϵ -Modified Sidechains into Peptide and Protein Scaffolds via Visible-Light-Mediated Desulfurative C-C Bond Formation.

Authors:  Rhys C Griffiths; Frances R Smith; Jed E Long; Daniel Scott; Huw E L Williams; Neil J Oldham; Robert Layfield; Nicholas J Mitchell
Journal:  Angew Chem Int Ed Engl       Date:  2021-12-03       Impact factor: 16.823

Review 4.  Exploring chemoselective S-to-N acyl transfer reactions in synthesis and chemical biology.

Authors:  Helen M Burke; Lauren McSweeney; Eoin M Scanlan
Journal:  Nat Commun       Date:  2017-05-24       Impact factor: 14.919

Review 5.  Photocatalytic Modification of Amino Acids, Peptides, and Proteins.

Authors:  Cecilia Bottecchia; Timothy Noël
Journal:  Chemistry       Date:  2018-11-05       Impact factor: 5.236

  5 in total

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