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Pyrrolinone-pyrrolidine oligomers as universal peptidomimetics.

ABSTRACT: Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/?-turn/sheet motif.

SUBMITTER: Raghuraman A

PROVIDER: S-EPMC3154983 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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Pyrrolinone-pyrrolidine oligomers as universal peptidomimetics.

Raghuraman Arjun A Ko Eunhwa E Perez Lisa M LM Ioerger Thomas R TR Burgess Kevin K

Journal of the American Chemical Society 20110722 32

Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/β-turn/sheet motif. ...[more]

PMID: 21780756

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