Abstract
Replacing the Pro6 in the p6(Gag)-derived 9-mer "P-E-P-T-A-P-P-E-E" with N-substituted glycine (NSG) residues is problematic. However, incorporation of hydrazone amides ("peptoid hydrazones") can be readily achieved in library fashion. Furthermore, reduction of these hydrazones to N-substituted "peptoid hydrazides" affords a facile route to library diversification. This approach is demonstrated by application to Tsg101-binding compounds designed as potential HIV budding antagonists. [reaction: see text]
Publication types
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Research Support, N.I.H., Extramural
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Research Support, N.I.H., Intramural
MeSH terms
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Amino Acid Sequence
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / chemistry
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DNA-Binding Proteins / metabolism*
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Endosomal Sorting Complexes Required for Transport
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Glycine / analogs & derivatives*
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Glycine / chemistry*
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HIV-1 / drug effects*
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Hydrazines / chemistry
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Hydrazones / chemistry
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Oligopeptides / chemistry
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Peptide Library
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Peptoids / chemistry*
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Proline / chemistry
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Transcription Factors / metabolism*
Substances
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Anti-HIV Agents
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DNA-Binding Proteins
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Endosomal Sorting Complexes Required for Transport
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Hydrazines
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Hydrazones
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Oligopeptides
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Peptide Library
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Peptoids
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Transcription Factors
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Tsg101 protein
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Proline
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Glycine