Conformational rearrangements by water-soluble peptoid foldamers

Sung Bin Y. Shin; Kent Kirshenbaum

doi:10.1021/ol702207n

Conformational rearrangements by water-soluble peptoid foldamers

Sung Bin Y. Shin, Kent Kirshenbaum

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Peptoids are a family of N-substituted glycine oligomers that are capable of forming stable helical structures. We seek peptoid monomers that can establish a strong folding propensity in aqueous conditions. Here we utilize L-phenylalanine tert-butyl ester as a readily available reagent for the synthesis of (S)-N-(1-carboxy-2-phenylethyl)glycine oligomers. The products form stable secondary structures in aqueous solution in which the conformation is dramatically responsive to variations in pH and solvent composition.

Original language	English (US)
Pages (from-to)	5003-5006
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	24
DOIs	https://doi.org/10.1021/ol702207n
State	Published - Nov 22 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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Conformational rearrangements by water-soluble peptoid foldamers

Abstract

ASJC Scopus subject areas

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