Nagata Sakuto, Tomida Hirotaka, Iwai-Hirose Haruka, Tanaka Hide-Nori, Ando Hiromune, Imamura Akihiro, Ishida Hideharu
Department of Applied Bioorganic Chemistry, Gifu University 1-1 Yanagido Gifu 501-1193 Japan
The United Graduate School of Agricultural Science, Gifu University 1-1 Yanagido Gifu 501-1193 Japan.
RSC Adv. 2019 Sep 9;9(48):28241-28247. doi: 10.1039/c9ra05797h. eCollection 2019 Sep 3.
A synthetically challenging 1,2--indoxyl galactoside, X-α-galactoside, was first prepared in this study using a cyclic ketone indoxyl acceptor and a glycosyl trichloroacetimidate donor to produce an enol glycoside and a 4,6--di--butylsilylene-protected galactosyl donor to complete the synthesis. The target compound shows enzyme activity in the presence of α-galactosidase.
在本研究中,首先使用环状酮吲哚酚受体和糖基三氯乙酰亚胺酯供体合成了具有合成挑战性的1,2-吲哚酚半乳糖苷(X-α-半乳糖苷),以生成烯醇糖苷,然后使用4,6-二丁基亚甲硅烷基保护的半乳糖基供体完成合成。目标化合物在α-半乳糖苷酶存在下显示出酶活性。