title: Synthesis and PKC isozyme surrogate binding of indothiolactam-V, a new thioamide analogue of tumor promoting indolactam-V.
abstract: To investigate the role of the amide group of (-)-indolactam-V (1) on PKC binding, we synthesized (-)-indothiolactam-V (2), a new thioamide analogue of 1, by microbial conversion using Streptomyces blastmyceticum. Compounds 2 and 1 showed similar binding affinities to conventional PKCs but 2 had lower affinities to novel PKCs, suggesting that novel PKCs recognize amide modifications more effectively than conventional PKCs.
authors.affiliation: Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Nakagawa
authors.forename: K
authors.initials: K
authors.lastname: Irie
authors.forename: H
authors.initials: H
authors.lastname: Ohigashi
authors.forename: H
authors.initials: H
authors.lastname: Hayashi
authors.forename: P A
authors.initials: PA
authors.lastname: Wender
mesh_terms: D001667:Binding, Competitive; D002273:Carcinogens / Q000138:chemical synthesis* / Q000378:metabolism; D004789:Enzyme Activation; D007211:Indoles / Q000138:chemical synthesis / Q000378:metabolism; D007527:Isoenzymes / Q000378:metabolism; D007769:Lactams / Q000138:chemical synthesis / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D010446:Peptide Fragments / Q000378:metabolism; D015240:Phorbol 12,13-Dibutyrate / Q000378:metabolism; D011485:Protein Binding; D011493:Protein Kinase C / Q000737:chemistry / Q000378:metabolism*; D013854:Thioamides / Q000138:chemical synthesis / Q000378:metabolism
chemical_list: D002273:Carcinogens; D007211:Indoles; D007527:Isoenzymes; D007769:Lactams; D010446:Peptide Fragments; D013854:Thioamides; D015240:Phorbol 12,13-Dibutyrate; C043969:indolactam V; D011493:Protein Kinase C