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Selective Stepwise Arylation of Unprotected Peptides by Pt^IV Complexes.

ABSTRACT: LPt^IV F(Aryl) complexes bearing a bulky bidentate 2-[bis(adamant-1-yl)phosphino]phenoxide ligand (L) demonstrate excellent reactivity and selectivity in the arylation of X-H (X=S, N) bonds of amino acid residues in unprotected peptides under mild, including aqueous, conditions. Stepwise addition of these complexes allowed a convenient one-pot introduction of different aromatic groups in the X-H bonds of Cys and N terminus. Pt^IV reagents can also be used to further arylate N-H bonds in Lys and Trp providing access to peptides bearing multiple aromatic groups.

SUBMITTER: Lin X

PROVIDER: S-EPMC9400855 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature

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Selective Stepwise Arylation of Unprotected Peptides by PtIV Complexes.

Lin Xiaoxi X Haimov Elvira E Redko Boris B Vigalok Arkadi A

Angewandte Chemie (International ed. in English) 20220602 29

LPtIV F(Aryl) complexes bearing a bulky bidentate 2-[bis(adamant-1-yl)phosphino]phenoxide ligand (L) demonstrate excellent reactivity and selectivity in the arylation of X-H (X=S, N) bonds of amino acid residues in unprotected peptides under mild, including aqueous, conditions. Stepwise addition of these complexes allowed a convenient one-pot introduction of different aromatic groups in the X-H bonds of Cys and N terminus. PtIV reagents can also be used to further arylate N ...[more]

PMID: 35536102

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