2,2'-Bisindoles in Peptides and Protein Kinase Inhibitors

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This starter grant award to the University of California at Irvine will support the research of Professor David L. Van Vranken. The theme of the research is the synthesis of coupled indoles that are relevant to studies of protein structure and protein kinase inhibitors. The particular objective is the synthesis of 2,2'-bisindoles from 3-substituted indoles under conditions of general acid catalysis, followed by oxidation. Linkage of the bisindoles to small peptide segments may serve as a model for later studies in full-sized proteins. Such a posttranslational modification could stabilize secondary structure and introduce a unique spectroscopic handle. A further goal is to use this chemistry in a biomimetic synthesis of protein kinase inhibitors. This research will advance the fundamental understanding of the structure/function relationship in proteins.