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pubmed-article:12182848pubmed:abstractTextAn efficient synthesis of tag introducible (3-trifluoromethyl)phenyldiazirine based phenylalanine derivatives is described. Alkylation of a chiral glycine equivalent with a spacer containing (3-trifluoromethyl)phenyldiazirinyl bromides enables us to create photoreactive L-phenylalanine derivatives. After introduction of biotin at the spacer, the biotinylated and photoreactive amino acid was applied for L-amino acid oxidase and incorporated into a substrate binding site. These compounds will be powerful tools not only for photoaffinity labeling to elucidate properties of bioactive peptides but also as trifunctional photophors to introduce a ligand skeleton.lld:pubmed
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pubmed-article:12182848pubmed:authorpubmed-author:HashimotoMako...lld:pubmed
pubmed-article:12182848pubmed:authorpubmed-author:HatanakaYasum...lld:pubmed
pubmed-article:12182848pubmed:authorpubmed-author:NabetaKensuke...lld:pubmed
pubmed-article:12182848pubmed:authorpubmed-author:SadakaneYutak...lld:pubmed
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pubmed-article:12182848pubmed:pagination2507-10lld:pubmed
pubmed-article:12182848pubmed:dateRevised2006-11-15lld:pubmed
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pubmed-article:12182848pubmed:articleTitleSynthesis of tag introducible (3-trifluoromethyl)phenyldiazirine based photoreactive phenylalanine.lld:pubmed
pubmed-article:12182848pubmed:affiliationDepartment of Bioresource Science, Obihiro University of Agriculture and Veterinary Medicine, Inada-cho, Obihiro 080-8555, Hokkaido, Japan. hasimoto@obihiro.ac.jplld:pubmed
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