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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 Methoxy-Substituted Diazirinyl Phenylalanine – A Novel Photoreactive Aspartame Derivative for Functional Analysis of Sweet Receptors
| Title: | Synthesis of Methoxy-Substituted Diazirinyl Phenylalanine – A Novel Photoreactive Aspartame Derivative for Functional Analysis of Sweet Receptors |
| Authors: | Sakurai, Munenori Browse this author | | Masuda, Katsuyoshi Browse this author →KAKEN DB | | Wang, Lei Browse this author | | Murai, Yuta Browse this author | | 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: | Photoaffinity labeling | | Aspartame | | Sweet receptor | | Diazirine |
| Issue Date: | 2014 |
| Publisher: | Japan Institute of Heterocyclic Chemistry |
| Journal Title: | HETEROCYCLES |
| Volume: | 88 |
| Issue: | 1 |
| Start Page: | 629 |
| Publisher DOI: | 10.3987/COM-13-S(S)14 |
| Abstract: | 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. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/54545 |
| 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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