Photoactive ligands probing the sweet taste receptor. Design and synthesis of highly potent diazirinyl D-phenylalanine derivatives
Photoactive ligands probing the sweet taste receptor. Design and synthesis of highly potent diazirinyl D-phenylalanine derivatives
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DOI：
10.1016/j.bmcl.2009.12.029
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发表时间：
2010-02-01
影响因子：
2.7
通讯作者：
Hashimoto, Makoto
中科院分区：
文献类型：
--
作者：
Masuda, Katsuyoshi;Koizumi, Ayako;Hashimoto, Makoto
一些 D-氨基酸，例如 D-色氨酸和 D-苯丙氨酸，是众所周知的天然甜味剂。在苯丙氨酸的 3 位或 4 位上含有三氟甲基二氮杂环基部分的光反应性 D-苯丙氨酸衍生物被设计为用于光亲和标记功能分析的甜味剂。使用L-氨基酸氧化酶通过化学酶法有效地制备了三氟甲基二氮丙啶基D-苯丙氨酸衍生物，并发现其对人类甜味受体具有有效的活性。 (C) 2009 Elsevier Ltd. 保留所有权利。
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.