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pubmed-article:16468724pubmed:abstractText[reaction: see text] Described is a novel synthetic route for dipeptide isosteres containing (Z)-alkene and (E)-fluoroalkene units as cis-amide bond equivalents via organocopper-mediated reduction of gamma-acetoxy- or gamma,gamma-difluoro-alpha,beta-unsaturated-delta-lactams. The synthesized isosteres were evaluated in terms of their affinities for the peptide transporter PEPT1. trans-Amide isosteres tended to possess higher affinities for PEPT1 as compared to the corresponding cis-amide bond equivalents.lld:pubmed
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pubmed-article:16468724pubmed:authorpubmed-author:InuiKen-ichiKlld:pubmed
pubmed-article:16468724pubmed:authorpubmed-author:OishiShinyaSlld:pubmed
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pubmed-article:16468724pubmed:authorpubmed-author:TomitaKenjiKlld:pubmed
pubmed-article:16468724pubmed:authorpubmed-author:TanigakiHiroa...lld:pubmed
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pubmed-article:16468724pubmed:pagination613-6lld:pubmed
pubmed-article:16468724pubmed:dateRevised2006-11-15lld:pubmed
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pubmed-article:16468724pubmed:year2006lld:pubmed
pubmed-article:16468724pubmed:articleTitleUnequivocal synthesis of (Z)-alkene and (E)-fluoroalkene dipeptide isosteres to probe structural requirements of the peptide transporter PEPT1.lld:pubmed
pubmed-article:16468724pubmed:affiliationGraduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.lld:pubmed
pubmed-article:16468724pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:16468724pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed
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