Synthesis and PKC isozyme surrogate binding of indothiolactam-V, a new thioamide analogue of tumor promoting indolactam-V.
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.
Nakagawa
Y
Y
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
Irie
K
K
Ohigashi
H
H
Hayashi
H
H
Wender
P A
PA
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
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