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

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-(...

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Autores principales: Hosaka, Hiroki, Shirai, Sayaka, Fujita, Sora, Tashiro, Mitsuru, Hirano, Takako, Hakamata, Wataru, Nishio, Toshiyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Japanese Society of Applied Glycoscience 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8116863/
https://www.ncbi.nlm.nih.gov/pubmed/34354539
http://dx.doi.org/10.5458/jag.jag.JAG-2020_0009
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author Hosaka, Hiroki
Shirai, Sayaka
Fujita, Sora
Tashiro, Mitsuru
Hirano, Takako
Hakamata, Wataru
Nishio, Toshiyuki
author_facet Hosaka, Hiroki
Shirai, Sayaka
Fujita, Sora
Tashiro, Mitsuru
Hirano, Takako
Hakamata, Wataru
Nishio, Toshiyuki
author_sort Hosaka, Hiroki
collection PubMed
description 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.
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spelling pubmed-81168632021-08-04 Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide Hosaka, Hiroki Shirai, Sayaka Fujita, Sora Tashiro, Mitsuru Hirano, Takako Hakamata, Wataru Nishio, Toshiyuki J Appl Glycosci (1999) Regular Paper 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. The Japanese Society of Applied Glycoscience 2020-11-20 /pmc/articles/PMC8116863/ /pubmed/34354539 http://dx.doi.org/10.5458/jag.jag.JAG-2020_0009 Text en 2020 by The Japanese Society of Applied Glycoscience https://creativecommons.org/licenses/by-nc/4.0/This is an open-access paper distributed under the terms of the Creative Commons Attribution Non-Commercial (by-nc) License (CC-BY-NC4.0: https://creativecommons.org/licenses/by-nc/4.0/).
spellingShingle Regular Paper
Hosaka, Hiroki
Shirai, Sayaka
Fujita, Sora
Tashiro, Mitsuru
Hirano, Takako
Hakamata, Wataru
Nishio, Toshiyuki
Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title_full Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title_fullStr Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title_full_unstemmed Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title_short Enzymatic Synthesis and Structural Confirmation of Novel Oligosaccharide, D-Fructofuranose-linked Chitin Oligosaccharide
title_sort enzymatic synthesis and structural confirmation of novel oligosaccharide, d-fructofuranose-linked chitin oligosaccharide
topic Regular Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8116863/
https://www.ncbi.nlm.nih.gov/pubmed/34354539
http://dx.doi.org/10.5458/jag.jag.JAG-2020_0009
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