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新型寡糖——D-呋喃果糖连接的几丁质寡糖的酶促合成与结构确证

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

作者信息

Hosaka Hiroki, Shirai Sayaka, Fujita Sora, Tashiro Mitsuru, Hirano Takako, Hakamata Wataru, Nishio Toshiyuki

机构信息

1 Bioresource Utilization Science Course, Graduate School of Bioresource Sciences, Nihon University.

2 Department of Chemistry, College of Science and technology, Meisei University.

出版信息

J Appl Glycosci (1999). 2020 Nov 20;67(4):129-135. doi: 10.5458/jag.jag.JAG-2020_0009. eCollection 2020.

Abstract

Utilizing transglycosylation reaction catalyzed by β- -acetylhexosaminidase of , β-D-fructofuranosyl-(2↔1)-α- , ´diacetylchitobioside (GlcNAc -Fru) was synthesized from -acetylsucrosamine and , ´-diacetylchitobiose (GlcNAc ), and β-D-fructofuranosyl-(2↔1)-α- , ´, ´´-triacetylchitotrioside (GlcNAc -Fru) was synthesized from GlcNAc -Fru and GlcNAc . Through purification by charcoal column chromatography, pure GlcNAc -Fru and GlcNAc -Fru were obtained in molar yields of 33.0 % and 11.7 % from GlcNAc , 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.

摘要

利用来源于 的β-N-乙酰己糖胺酶催化的转糖基化反应,由N-乙酰蔗糖胺和N,N'-二乙酰壳二糖(GlcNAc₂)合成了β-D-呋喃果糖基-(2↔1)-α-N,N'-二乙酰壳二糖(GlcNAc₂-Fru),并由GlcNAc₂-Fru和GlcNAc₂合成了β-D-呋喃果糖基-(2↔1)-α-N,N',N''-三乙酰壳三糖(GlcNAc₃-Fru)。通过活性炭柱色谱法纯化,分别从GlcNAc₂以33.0%和11.7%的摩尔产率获得了纯的GlcNAc₂-Fru和GlcNAc₃-Fru。通过将这些寡糖经酶水解和酸水解得到的片段的仪器分析数据与这些片段的已知数据进行比较,证实了这些寡糖的结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e6b6/8116863/e9e763d02052/JAG-67-129-g01.jpg

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