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

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Title: Hydrogen/deuterium exchange of cross-linkable alpha-amino acid derivatives in deuterated triflic acid
Authors: Wang, Lei Browse this author
Murai, Yuta Browse this author
Yoshida, Takuma Browse this author
Okamoto, Masashi Browse this author
Masuda, Katsuyoshi Browse this author →KAKEN DB
Sakihama, Yasuko Browse this author →KAKEN DB
Hashidoko, Yasuyuki Browse this author →KAKEN DB
Hatanaka, Yasumaru Browse this author →KAKEN DB
Hashimoto, Makoto Browse this author →KAKEN DB
Keywords: Hydrogen/deuterium exchange
aromatic alpha-amino acid
triflic acid
Issue Date: Jul-2014
Publisher: Taylor & Francis
Journal Title: Bioscience Biotechnology and Biochemistry
Volume: 78
Issue: 7
Start Page: 1129
End Page: 1134
Publisher DOI: 10.1080/09168451.2014.917267
PMID: 25229846
Abstract: 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.
Rights: This is an Accepted Manuscript of an article published by Taylor & Francis in [JOURNAL TITLE] on [date of publication], available online:
Type: article (author version)
Appears in Collections:農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 橋本 誠

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