Abstract
An asymmetric synthesis of two new diastereomeric γ-amino acids is described. Both molecules contain a cyclohexyl ring to limit conformational flexibility about the Cα-Cβ bond; they differ in having cis vs trans stereochemistry on the ring. Residues derived from the cis γ isomer are shown to support helical secondary structures in α/γ-peptide oligomers.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Amino Acids / chemical synthesis*
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Amino Acids / chemistry*
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Cyclohexenes / chemistry*
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Hydrogen Bonding
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Molecular Conformation
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Molecular Structure
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Peptides / chemistry
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Protein Structure, Secondary
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Stereoisomerism
Substances
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Amino Acids
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Cyclohexenes
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Peptides
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cyclohexene