Synthesis of a 1,2-cis-indoxyl galactoside as a chromogenic glycosidase substrate

A synthetically challenging 1,2-cis-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-O-di-tert-butylsilylene-protected galactosyl donor to complete the synthe...

Descripción completa

Detalles Bibliográficos
Autores principales: Nagata, Sakuto, Tomida, Hirotaka, Iwai-Hirose, Haruka, Tanaka, Hide-Nori, Ando, Hiromune, Imamura, Akihiro, Ishida, Hideharu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071174/
https://www.ncbi.nlm.nih.gov/pubmed/35530445
http://dx.doi.org/10.1039/c9ra05797h
Descripción
Sumario:A synthetically challenging 1,2-cis-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-O-di-tert-butylsilylene-protected galactosyl donor to complete the synthesis. The target compound shows enzyme activity in the presence of α-galactosidase.

Ejemplares similares