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Short Paper | Special issue | Vol 93, No. 1, 2016, pp.355-361
Published online, 5th August, 2015
DOI: 10.3987/COM-15-S(T)4
■ Synthesis of Benzophenone and Phenylazide Derivatives of Salicin for Functional Analysis of the Bitter Taste Receptor Using Photoaffinity Labeling

Takuma Yoshida, Yasuyuki Hashidoko, and Makoto Hashimoto*

*Graduate School of Agriculture, Hokkaido University, Kita 9 Nishi 9, Kita-ku, Sapporo, Hokkaido 060-0589, Japan

Abstract

Salicin is a substance that is well known for its bitter taste. Photoreactive benzophenone and phenylazide derivatives of salicin are for the functional analysis of interactions between the bitter taste receptor and salicin. First synthesis of these derivatives was prepared from acetobromo-α-D-glucose via glucosidation with salicylaldehyde derivatives followed by reduction of aldehyde to form salicin skeleton.