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Rapid and Controllable Hydrogen/Deuterium Exchange on Aromatic Rings of α-Amino Acids and Peptides
| Title: | Rapid and Controllable Hydrogen/Deuterium Exchange on Aromatic Rings of α-Amino Acids and Peptides |
| Authors: | Murai, Yuta Browse this author | | Wang, Lei Browse this author | | Masuda, Katsuyoshi Browse this author | | Sakihama, Yasuko Browse this author →KAKEN DB | | Hashidoko, Yasuyuki Browse this author →KAKEN DB | | Hatanaka, Yasumaru Browse this author | | Hashimoto, Makoto Browse this author →KAKEN DB |
| Keywords: | Hydrogen-deuterium exchange | | Aromatic α-amino acids | | Trifluoromethanesulfonic acid-D (TfOD) | | MSMS analysis | | Enzymatic digestion |
| Issue Date: | Aug-2013 |
| Publisher: | Wiley-VCH |
| Journal Title: | European Journal of Organic Chemistry |
| Volume: | 2013 |
| Issue: | 23 |
| Start Page: | 5111 |
| End Page: | 5116 |
| Publisher DOI: | 10.1002/ejoc.201300405 |
| Abstract: | Novel hydrogen/deuterium exchange for aromatic α-amino acids and their corresponding peptides were performed through the use of deuterated trifluoromethanesulfonic acid (TfOD). Detailed analysis of the exchange revealed that equal hydrogen/deuterium exchange was observed for phenylalanine, and specific exchange at the ortho-positions of phenol for tyrosine was also detected. The stereochemistry of the aromatic α-amino acids was retained under the exchange conditions. The hydrogen/deuterium exchange properties for these aromatic α-amino acids are identical for peptides that contain several aromatic α-amino acids. The exchange proceeded significantly faster than previous methods. Detailed analysis of the exchange revealed that the method could be controlled by temperature, time, and the amount of reagent. |
| Rights: | This is the peer reviewed version of the following article: Rapid and Controllable Hydrogen/Deuterium Exchange on Aromatic Rings of α-Amino Acids and Peptides, European Journal of Organic Chemistry, 2013(23), 5111-5116, which has been published in final form at 10.1002/ejoc.201300405. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/64885 |
| 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)
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Submitter: 橋本 誠
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