Organic Chemistry: Current Research
Open Access
ISSN: 2161-0401
+44 1478 350008
ISSN: 2161-0401
+44 1478 350008
Makoto Hashimoto, Lei Wang, Yuta Murai and Yasuyuki Hashidoko
Hokkaido University, Japan
Posters & Accepted Abstracts: Organic Chem Curr Res
Photoaffinity labeling is a valuable chemical method for studying the interactions of biologically active molecules with their target molecules. In photoaffinity labeling, a covalent bond is formed between ligand and target proteins upon irradiation with UV light. For instance, to study biologically active peptide interactions for a target protein, a photoreactive aromatic �±-amino acid will be powerful probe for photoaffinity labeling. Photoreactive phenylalanine derivatives has been used for this purpose, but the construction of these compounds are base on condensation of photophore and <-amino acid equivalents. Especially, trifluoromethylphenyl diazirine and benzophenone, which are very common photophores for photoaffinity labeling, are also of same status. We encouraged direct constructions of photophores on optically pure <-amino acids as photoreactive phenylalanine derivatives. Tryptophan sometimes plays important role for biological activities. But the high reactivities of indole skelton on tryptophan hampered to synthesis of photoreactive tryptophan derivetives for photoaffinity labeling. Careful reaction setting to constructions of trifluoromethyldiazirine on indole promoted us to synthesize tryptophane metabolites comprehensively.
Makoto Hashimoto has completed his PhD from Graduate School of Phamaceutical Science, Hokkaido University in Japan and Post-doctoral studies from Toyama University in Japan and Bath University. He joined Graduate School of Agriculture, Hokkaido University from 2011.