Enzymatic Synthesis And Structural Confirmation Of Novel Oligosaccharide, D-Fructofuranose-Linked Chitin Oligosaccharide

Utilizing transglycosylation reaction catalyzed by beta-N-acetylhexosaminidase of Stenotrophomonas maltophilia, beta-D-fructofuranosyl-(2 -> 1)-alpha-N, N'diacetylchitobioside (GlcNAc(2)-Fru) was synthesized from N-acetylsucrosamine and N, N'-diacetylchitobiose (GlcNAc(2)), and beta-D-fructofuranosyl-(2 -> 1)-alpha-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.