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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-(...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Japanese Society of Applied Glycoscience
2020
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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. |
format | Online Article Text |
id | pubmed-8116863 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Japanese Society of Applied Glycoscience |
record_format | MEDLINE/PubMed |
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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