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?-Turn Mimics by Chemical Ligation.

ABSTRACT: We report a simple reductive amination protocol to ligate two peptides, while simultaneously installing a ?-turn mimic at the ligation junction. This strategy uses commercially available materials, mild chemical conditions, and a chemoselective ligation reaction of unprotected peptide substrates accessed through standard solid phase methods. This system was implemented in a designed ?-hairpin system, and biophysical analysis demonstrates effective mimicry of the ?-turn.

SUBMITTER: Crecente-Garcia S

PROVIDER: S-EPMC7304061 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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β-Turn Mimics by Chemical Ligation.

Crecente-Garcia Selma S Neckebroeck Albane A Clark J Stephen JS Smith Brian O BO Thomson Andrew R AR

Organic letters 20200514 11

We report a simple reductive amination protocol to ligate two peptides, while simultaneously installing a β-turn mimic at the ligation junction. This strategy uses commercially available materials, mild chemical conditions, and a chemoselective ligation reaction of unprotected peptide substrates accessed through standard solid phase methods. This system was implemented in a designed β-hairpin system, and biophysical analysis demonstrates effective mimicry of the β-turn. ...[more]

PMID: 32406695

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