| Heparinase 1 selectivity for the 3,6-di-O-sulfo-2-deoxy-2-sulfamido-alpha-D-glucopyranose (1,4) 2-O-sulfo-alpha-L-idopyranosyluronic acid (GlcNS3S6S-IdoA2S) linkages. | |
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MedLine Citation:
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PMID: 20729345 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Porcine intestinal mucosa heparin was partially depolymerized by recombinant heparinase 1 (heparin lyase 1, originating from Flavobacterium heparinum and expressed in Escherichia coli) and then fractionated, leading to the isolation of 22 homogeneous oligosaccharides with sizes ranging from disaccharide to hexadecasaccharide. The purity of these oligosaccharides was determined by gel electrophoresis, strong anion exchange and reversed-phase ion-pairing high-performance liquid chromatography. The molecular mass of oligosaccharides was determined using electrospray ionization-mass spectrometry and their structures were elucidated using one- and two-dimensional nuclear magnetic resonance spectroscopy at 600 MHz. Five of the characterized oligosaccharides represent new compounds. The most prominent oligosaccharide comprises the common repeating unit of heparin, ΔUA2S-[-GlcNS6S-IdoA2S-](n)-GlcNS6S, where ΔUA is 4-deoxy-α-l-threo-hex-4-eno-pyranosyluronic acid, GlcN is 2-deoxy-2-amino-d-glucopyranose, IdoA is l-idopyranosyluronic acid, S is sulfate and n = 0-7. A second prominent heparin oligosaccharide motif corresponds to ΔUA2S-[GlcNS6S-IdoA2S](n)-GlcNS6S-IdoA-GlcNAc6S-GlcA-GlcNS3S6S (where n = 0-5 and GlcA is d-glucopyranosyluronic acid), a fragment of the antithrombin III binding site in heparin. The prominence of this second set of oligosaccharides and the absence of intact antithrombin III binding sites suggest that the -GlcNS3S6S-IdoA2S- linkage is particularly susceptible to heparinase 1. |
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Authors:
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Zhongping Xiao; Wenjing Zhao; Bo Yang; Zhenqing Zhang; Huashi Guan; Robert J Linhardt |
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Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't Date: 2010-08-20 |
Journal Detail:
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Title: Glycobiology Volume: 21 ISSN: 1460-2423 ISO Abbreviation: Glycobiology Publication Date: 2011 Jan |
Date Detail:
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Created Date: 2010-12-14 Completed Date: 2011-04-15 Revised Date: 2012-01-02 |
Medline Journal Info:
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Nlm Unique ID: 9104124 Medline TA: Glycobiology Country: England |
Other Details:
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Languages: eng Pagination: 13-22 Citation Subset: IM |
Affiliation:
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Key Laboratory of Marine Drugs, Chinese Ministry of Education, Institute of Marine Drug and Food, Ocean University of China, Qingdao 266003, China. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Antithrombin III / metabolism Binding Sites Carbohydrate Conformation Carbohydrate Sequence Heparin / chemistry* Heparin Lyase / metabolism* Oligosaccharides / chemistry*, metabolism Uronic Acids / chemistry* |
| Grant Support | |
ID/Acronym/Agency:
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GM38060/GM/NIGMS NIH HHS; HL096972/HL/NHLBI NIH HHS; HL101721/HL/NHLBI NIH HHS; R01 GM038060-20/GM/NIGMS NIH HHS; R01 HL096972-02/HL/NHLBI NIH HHS; RC2 HL101721-02/HL/NHLBI NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Oligosaccharides; 0/Uronic Acids; 9000-94-6/Antithrombin III; 9005-49-6/Heparin; EC 4.2.2.7/Heparin Lyase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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