Synthesis of Methoxy-Substituted Diazirinyl Phenylalanine – A Novel Photoreactive Aspartame Derivative for Functional Analysis of Sweet Receptors

Sakurai, Munenori; Masuda, Katsuyoshi; Wang, Lei; Murai, Yuta; Sakihama, Yasuko; Hashidoko, Yasuyuki; Hatanaka, Yasumaru; Hashimoto, Makoto

Synthesis of Methoxy-Substituted Diazirinyl Phenylalanine – A Novel Photoreactive Aspartame Derivative for Functional Analysis of Sweet Receptors

Sakurai, Munenori; Masuda, Katsuyoshi; Wang, Lei et al.

HETEROCYCLES, 2014, 88(1), 629

Permalink : https://hdl.handle.net/2115/54545

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アクセス権	open access
URI	https://hdl.handle.net/2115/54545
タイトル	Synthesis of Methoxy-Substituted Diazirinyl Phenylalanine – A Novel Photoreactive Aspartame Derivative for Functional Analysis of Sweet Receptors
著者	Sakurai, Munenori ; Masuda, Katsuyoshi ; Wang, Lei ; Murai, Yuta ; Sakihama, Yasuko ; Hashidoko, Yasuyuki ; Hatanaka, Yasumaru ; Hashimoto, Makoto
著者名 Sakurai, Munenori
e-Rad_Researcher 30190359 著者名 Masuda, Katsuyoshi
著者名 Wang, Lei
著者名 Murai, Yuta
e-Rad_Researcher 10344491 著者名 Sakihama, Yasuko
e-Rad_Researcher 40281795 著者名 Hashidoko, Yasuyuki
e-Rad_Researcher 30111181 著者名 Hatanaka, Yasumaru
e-Rad_Researcher 90292094 著者名 Hashimoto, Makoto
言語	英語
キーワード	Photoaffinity labeling
	Aspartame
	Sweet receptor
	Diazirine
発行日	2014
出版者	Japan Institute of Heterocyclic Chemistry
収録物名	HETEROCYCLES
巻(号)	88(1)
ページ	629
抄録	Photoreactive phenylalanine derivatives are well known as functional analysis reagents for target biomolecules. The photophores are commonly introduced at 4-position on benzene. Aspartame, which consists of dipeptide L-Asp-L-Phe-OMe, is one of the most utilized artificial sweeteners, and substitution effects on its benzene ring have been reported. Substitution at the 4-position, however, does not maintain its sweetness properties. Trifluoromethyl- diazirine, which is one of the most reliable photophores, was introduced to a different site on phenylalanine and the new photoreactive phenylalanine was converted to aspartame derivatives. The new aspartame derivative had slightly higher sweetness potency than sucrose standard solution.
資源タイプ	学術雑誌論文
出版タイプ	Accepted Manuscript
PISSN	0385-5414
関連情報 (isVersionOf)	出版社版DOI https://doi.org/10.3987/COM-13-S(S)14