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Photoactive ligands probing the sweet taste receptor. Design and synthesis of highly potent diazirinyl D-phenylalanine derivatives

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Title: Photoactive ligands probing the sweet taste receptor. Design and synthesis of highly potent diazirinyl D-phenylalanine derivatives
Authors: Masuda, Katsuyoshi Browse this author
Koizumi, Ayako Browse this author
Misaka, Takumi Browse this author
Hatanaka, Yasumaru Browse this author
Abe, Keiko Browse this author
Tanaka, Takaharu Browse this author
Ishiguro, Masaji Browse this author
Hashimoto, Makoto Browse this author
Keywords: Sweet taste
D-Amino acid
Photoaffinity label
Diazirine
Issue Date: 1-Feb-2010
Publisher: Elsevier
Journal Title: Bioorganic & Medicinal Chemistry Letters
Volume: 20
Issue: 3
Start Page: 1081
End Page: 1083
Publisher DOI: 10.1016/j.bmcl.2009.12.029
Abstract: Some D-Amino acids such as D-tryptophan and D-phenylalanine are well known as naturally-occurring sweeteners. Photoreactive D-phenylalanine derivatives containing trifluoromethyldiazirinyl moiety at 3- or 4-position of phenylalanine, were designed as sweeteners for functional analysis with photoaffinity labeling. The trifluoromethyldiazirinyl D-phenylalanine derivatives were prepared effectively with chemo-enzymatic methods using L-amino acid oxidase and were found to have potent activity toward the human sweet taste receptor.
Type: article (author version)
URI: http://hdl.handle.net/2115/42636
Appears in Collections:農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 橋本 誠

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