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Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices.

ABSTRACT: Appropriately-placed hydrogen bond surrogates have been demonstrated to efficiently nucleate helical conformations. Herein we describe an efficient method for the synthesis of thioether-based hydrogen bond surrogate (teHBS) helices. A teHBS helix is shown to adopt a stable conformation and target its cognate protein receptor with high affinity.

SUBMITTER: Mahon AB

PROVIDER: S-EPMC3412876 | biostudies-literature | 2012 Feb

REPOSITORIES: biostudies-literature

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Design, synthesis and protein-targeting properties of thioether-linked hydrogen bond surrogate helices.

Mahon Andrew B AB Arora Paramjit S PS

Chemical communications (Cambridge, England) 20110928 10

Appropriately-placed hydrogen bond surrogates have been demonstrated to efficiently nucleate helical conformations. Herein we describe an efficient method for the synthesis of thioether-based hydrogen bond surrogate (teHBS) helices. A teHBS helix is shown to adopt a stable conformation and target its cognate protein receptor with high affinity. ...[more]

PMID: 21952530

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