Hydrogen/deuterium exchange of cross-linkable alpha-amino acid derivatives in deuterated triflic acid

Wang, Lei; Murai, Yuta; Yoshida, Takuma; Okamoto, Masashi; Masuda, Katsuyoshi; Sakihama, Yasuko; Hashidoko, Yasuyuki; Hatanaka, Yasumaru; Hashimoto, Makoto

Hydrogen/deuterium exchange of cross-linkable alpha-amino acid derivatives in deuterated triflic acid

Wang, Lei; Murai, Yuta; Yoshida, Takuma et al.

Bioscience Biotechnology and Biochemistry, 2014, 78(7), 1129-1134

Permalink : https://hdl.handle.net/2115/60049

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アクセス権	open access
URI	https://hdl.handle.net/2115/60049
タイトル	Hydrogen/deuterium exchange of cross-linkable alpha-amino acid derivatives in deuterated triflic acid
著者	Wang, Lei ; Murai, Yuta ; Yoshida, Takuma ; Okamoto, Masashi ; Masuda, Katsuyoshi ; Sakihama, Yasuko ; Hashidoko, Yasuyuki ; Hatanaka, Yasumaru ; Hashimoto, Makoto
著者名 Wang, Lei
著者名 Murai, Yuta
著者名 Yoshida, Takuma
著者名 Okamoto, Masashi
e-Rad_Researcher 30190359 著者名 Masuda, Katsuyoshi
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	Hydrogen/deuterium exchange
	aromatic alpha-amino acid
	cross-link
	photophore
	triflic acid
発行日	2014-07
出版者	Taylor & Francis
収録物名	Bioscience Biotechnology and Biochemistry
巻(号)	78(7)
ページ	1129-1134
抄録	In this paper we report here a hydrogen/deuterium exchange (H/D exchange) of cross-linkable alpha-amino acid derivatives with deuterated trifluoromethanesulfonic acid (TfOD). H/D exchange with TfOD was easily applied to o-catechol containing phenylalanine (DOPA) within an hour. A partial H/D exchange was observed for trifluoromethyldiazirinyl (TFMD) phenylalanine derivatives. N-Acetyl-protected natural aromatic alpha-amino acids (Tyr and Trp) were more effective in H/D exchange than unprotected ones. The N-acetylated TFMD phenylalanine derivative afforded slightly higher H/D exchange than unprotected derivatives. An effective post-deuteration method for cross-linkable alpha-amino acid derivatives will be useful for the analysis of biological functions of bioactive peptides and proteins by mass spectrometry.
資源タイプ	学術雑誌論文
出版タイプ	Accepted Manuscript
権利情報	This is an Accepted Manuscript of an article published by Taylor & Francis in [JOURNAL TITLE] on [date of publication], available online: http://www.tandfonline.com/DOI:10.1080/09168451.2014.917267.
PISSN	0916-8451
関連情報	PMID 25229846
関連情報 (isVersionOf)	出版社版DOI https://doi.org/10.1080/09168451.2014.917267