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Functionalized analogues of an unnatural amino acid that mimics a tripeptide beta-strand.

ABSTRACT: This paper introduces polar and hydrophobic variants of the unnatural amino acid Hao, which mimics the hydrogen-bonding functionality of one edge of a beta-strand. In these variants, the methyl side chain of Hao is replaced with acidic, basic, and hydrophobic groups. These modifications can impart improved solubility and additional side-chain interactions to peptides containing Hao.

SUBMITTER: Khasanova TV 

PROVIDER: S-EPMC2659333 | biostudies-other | 2008 Nov

REPOSITORIES: biostudies-other

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Functionalized analogues of an unnatural amino acid that mimics a tripeptide beta-strand.

Khasanova Tatyana V TV   Khakshoor Omid O   Nowick James S JS  

Organic letters 20081021 22

This paper introduces polar and hydrophobic variants of the unnatural amino acid Hao, which mimics the hydrogen-bonding functionality of one edge of a beta-strand. In these variants, the methyl side chain of Hao is replaced with acidic, basic, and hydrophobic groups. These modifications can impart improved solubility and additional side-chain interactions to peptides containing Hao. ...[more]