Open AccessEnzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
Author(s) -
Hideo Hosaka,
Sayaka Shirai,
Sora Fujita,
Mitsuru Tashiro,
Tetsufumi Hirano,
Wataru Hakamata,
Takeshi Nishio
Publication year - 2020
Publication title -
journal of applied glycoscience
Language(s) - English
Resource type - Journals
eISSN - 1880-7291
pISSN - 1344-7882
DOI - 10.5458/jag.jag.jag-2020_0009
Subject(s) - hydrolysis , chemistry , oligosaccharide , enzyme , chromatography , biochemistry
Utilizing transglycosylation reaction catalyzed by β- N -acetylhexosaminidase of Stenotrophomonas maltophilia , β-D-fructofuranosyl-(2↔1)-α- N , N ´diacetylchitobioside (GlcNAc 2 -Fru) was synthesized from N -acetylsucrosamine and N , N ´-diacetylchitobiose (GlcNAc 2 ), and β-D-fructofuranosyl-(2↔1)-α- N , N ´, N ´´-triacetylchitotrioside (GlcNAc 3 -Fru) was synthesized from GlcNAc 2 -Fru and GlcNAc 2 . Through purification by charcoal column chromatography, pure GlcNAc 2 -Fru and GlcNAc 3 -Fru were obtained in molar yields of 33.0 % and 11.7 % from GlcNAc 2 , respectively. The structures of these oligosaccharides were confirmed by comparing instrumental analysis data of fragments obtained by enzymatic hydrolysis and acid hydrolysis of them with known data of these fragments.