Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 20, Issue 3, Pages 1081-1083Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2009.12.029
Keywords
Sweet taste; D-Amino acid; Photoaffinity label; Diazirine
Categories
Funding
- Ministry of Education, Science, Sports and Culture [18032007, 20200038, 19510210, 21510219, 16108004]
- Japan Society for the Promotion of Science (JSPS)
- New Bio-industry Initiatives and JST, CREST
- Fugaku Foundation and Research for Promoting Technological Seeds
- Grants-in-Aid for Scientific Research [20200038, 21510219, 16108004, 18032007] Funding Source: KAKEN
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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. (C) 2009 Elsevier Ltd. All rights reserved.
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