| Photoactive ligands probing the sweet taste receptor. Design and synthesis of highly potent diazirinyl D-phenylalanine derivatives. | |
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MedLine Citation:
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PMID: 20031409 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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Katsuyoshi Masuda; Ayako Koizumi; Takumi Misaka; Yasumaru Hatanaka; Keiko Abe; Takaharu Tanaka; Masaji Ishiguro; Makoto Hashimoto |
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Publication Detail:
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Type: Comparative Study; Journal Article; Research Support, Non-U.S. Gov't Date: 2009-12-11 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 20 ISSN: 1464-3405 ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2010 Feb |
Date Detail:
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Created Date: 2010-02-03 Completed Date: 2010-09-20 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 1081-3 Citation Subset: IM |
Copyright Information:
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Copyright (c) 2009 Elsevier Ltd. All rights reserved. |
Affiliation:
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Suntory Institute for Bioorganic Research, 1-1-1 Wakayamadai, Shimamoto-cho, Mishima-gun, Osaka 618-8503, Japan. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Cell Line Crystallography, X-Ray Humans Phenylalanine / chemical synthesis*, metabolism* Photoaffinity Labels / chemical synthesis*, metabolism* Protein Structure, Tertiary Receptors, G-Protein-Coupled / chemistry, metabolism* Sweetening Agents / metabolism Taste Buds / chemistry, metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Photoaffinity Labels; 0/Receptors, G-Protein-Coupled; 0/Sweetening Agents; 0/taste receptors, type 1; 63-91-2/Phenylalanine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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