Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-Iinked Chitin Oligosaccharide

摘要

Utilizing transglycosylation reaction catalyzed by β-N-acetylhexosaminidase of Stenotrophomonas maltophilia, β-D-fructofuranosyl-(2↔1)-α-N, Ndiacetylchitobioside (GlcNAc_2-Fru) was synthesized from N-acetylsucrosamine and N, N'-diacetylchitobiose (GlcNAc_2), and P-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.