Preparation of a new pepper: chemoenzymatic synthesis of capsaicin oligosaccharide and 8-nordihydrocapsaicin oligosaccharide

摘要

Capsaicin and 8-nordihydrocapsaicin were readily converted into the corresponding monoglucosides (capsaicin #beta#-D-glucopyranoside and 8-nordihydrocapsaicin #beta#-glucopyranoside) with tetraacetyl-#alpha#-D-glucose fluoride (TAGF) in the presence of BF_3·OEt_2. Furthermore, capsaicin oligosaccharides and 8-nordihydrocapsaicin oligosaccharides were synthesized from their monoglucosides by a cyclohextrin glucanotransferase (CGTase)-catalyzed glycosylation for the preparation of higher watero-soluble capsaicinoids.