Asymmetric Synthesis of Photophore-Containing Lactisole Derivatives to Elucidate Sweet Taste Receptors

Nakagita, Tomoya; Ishida, Akiko; Tachrim, Zetryana Puteri et al.

Molecules, 2020, 25(12), 2790

Permalink : https://hdl.handle.net/2115/79221

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論文情報

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アクセス権
open access
URI
https://hdl.handle.net/2115/79221
タイトル
Asymmetric Synthesis of Photophore-Containing Lactisole Derivatives to Elucidate Sweet Taste Receptors
著者
Nakagita, Tomoya ; Ishida, Akiko ; Tachrim, Zetryana Puteri ; Wang, Lei ; Misaka, Takumi ; Hashimoto, Makoto
著者名
Nakagita, Tomoya
著者名
Ishida, Akiko
著者名
Tachrim, Zetryana Puteri
著者名
Wang, Lei
e-Rad_Researcher
40373196
著者名
Misaka, Takumi
e-Rad_Researcher
90292094
著者名
Hashimoto, Makoto
言語
英語
キーワード
lactisole
photoaffinity label
sweet taste
diazirine
azide
benzophenone
発行日
2020-06
出版者
MDPI
収録物名
Molecules
巻(号)
25(12)
ページ
2790
抄録
Lactisole, which has a 2-phenoxy propionic acid skeleton, is well-known as an inhibitor of sweet taste receptors. We recently revealed some of the structure-activity relationships of the aromatic ring and chiral center of lactisole. Photoaffinity labeling is one of the common chemical biology methods to elucidate the interaction between bioactive compounds and biomolecules. In this paper, the novel asymmetric synthesis of lactisole derivatives with common photophores (benzophenone, azide and trifluoromethyldiazirine) for photoaffinity labeling is described. The synthetic compounds are subjected to cell-based sweet taste receptors, and the substitution with trifluoromethyldiazirinyl photophore shows the highest affinity to the receptor of the synthesized compounds.
資源タイプ
学術雑誌論文
出版タイプ
Version of Record
権利情報
Creative Commons Attribution 4.0 International
EISSN
1420-3049
関連情報 (isIdenticalTo)
出版社版DOI
https://doi.org/10.3390/molecules25122790