title: Site-specific incorporation of photofunctional nonnatural amino acids into a polypeptide through in vitro protein biosynthesis.
abstract: Nonnatural amino acids with photofunctional groups were incorporated site-specifically into a polypeptide by using in vitro protein synthesizing system. The nonnatural amino acids were attached to tRNA(CCU) through chemical misacylation method, and added to the in vitro system with a mRNA containing a single AGG codon. L-p-Phenylazophenylalanine, L-2-anthrylalanine, L-1-naphthylalanine, L-2-naphthylalanine and L-p-biphenylalanine were successfully incorporated into a polypeptide, but l-1-pyrenylalanine was not. The polypeptides containing the nonnatural amino acids showed photofunctionalities.
authors.affiliation: Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Yokohama, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Hohsaka
authors.forename: K
authors.initials: K
authors.lastname: Sato
authors.forename: M
authors.initials: M
authors.lastname: Sisido
authors.forename: K
authors.initials: K
authors.lastname: Takai
authors.forename: S
authors.initials: S
authors.lastname: Yokoyama
mesh_terms: D000215:Acylation; D000409:Alanine / Q000031:analogs & derivatives* / Q000378:metabolism; D000596:Amino Acids / Q000378:metabolism*; D000873:Anthracenes / Q000378:metabolism; D001391:Azo Compounds / Q000378:metabolism; D001483:Base Sequence; D003062:Codon; D004926:Escherichia coli / Q000378:metabolism; D008969:Molecular Sequence Data; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000378:metabolism; D010777:Photochemistry; D014176:Protein Biosynthesis; D012333:RNA, Messenger / Q000378:metabolism; D012343:RNA, Transfer / Q000378:metabolism; D012347:RNA, Transfer, Arg / Q000378:metabolism; D012360:RNA, Transfer, Phe / Q000378:metabolism; D013050:Spectrometry, Fluorescence
chemical_list: C087329:2-anthrylalanine; C087328:4-phenylazophenylalanine; D000596:Amino Acids; D000873:Anthracenes; D001391:Azo Compounds; D003062:Codon; D012333:RNA, Messenger; D012347:RNA, Transfer, Arg; D012360:RNA, Transfer, Phe; D010649:Phenylalanine; D012343:RNA, Transfer; D000409:Alanine