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Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Agriculture / Faculty of Agriculture >
Peer-reviewed Journal Articles, etc >
SYNTHESIS OF PHOTOREACTIVE DIAZIRINYL SALICIN DERIVATIVE TO ELUCIDATE FUNCTIONAL ANALYSIS OF THE BITTER TASTE RECEPTOR
| Title: | SYNTHESIS OF PHOTOREACTIVE DIAZIRINYL SALICIN DERIVATIVE TO ELUCIDATE FUNCTIONAL ANALYSIS OF THE BITTER TASTE RECEPTOR |
| Authors: | Sakurai, Munenori Browse this author | | Yoshida, Takuma Browse this author | | Wang, Lei Browse this author | | Murai, Yuta 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: | Diazirine | | Photoaffinity Label | | Salicin | | Bitter Taste | | Glucosidation |
| Issue Date: | 1-Jan-2015 |
| Publisher: | Elsevier |
| Journal Title: | Heterocycles |
| Volume: | 90 |
| Issue: | 1 |
| Start Page: | 698 |
| End Page: | 705 |
| Publisher DOI: | 10.3987/COM-14-S(K)36 |
| Abstract: | Salicin (salicyl alcohol glucoside) is a substance well known for its bitter taste. A photoreactive diazirinyl derivative of salicin will be utilized for the functional analysis of interactions between the bitter taste receptor and salicin. Glucosides of salicyl derivatives are more difficult than phenol derivatives that are unsubstituted at the ortho-position. A diazirinyl salicin derivative was synthesized at moderate yields by glucosidation of 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide and 2-hydroxy-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzaldehyde in the presence of a phase-transfer catalyst, nBuEt(3)NBr, followed by reduction and deprotection. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/58538 |
| 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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