Direct modification of tripeptides using photoinduced decarboxylative radical reactions

作者: Kousuke Maeda , Hikaru Saito , Kazuyuki Osaka , Keisuke Nishikawa , Mai Sugie

DOI: 10.1016/J.TET.2014.12.075

关键词:

摘要: Abstract In order to explore the applicability of photoinduced electron transfer (PET) promoted decarboxylative reactions direct modification peptides, a study was performed assess influence amino acid side chains on photoreactions N -terminal protected tripeptides. Photoinduced decarboxylation tripeptides, which are composed central acids that possess alkyl, phenyl, thioether, hydroxy, and amide containing chains, in presence or absence acrylonitrile thiol were found proceed smoothly give corresponding radical addition, H-abstraction, substitution products. Although tripeptides with phenol indole (Tyr Trp) moieties do not take place efficiently, appropriate protection these groups enables substrates undergo smooth reactions.

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