Literature DB >> 19945695

Preparation and characterization of (15)N-enriched, size-defined heparan sulfate precursor oligosaccharides.

Crystal Sigulinsky1, Ponnusamy Babu, Xylophone V Victor, Balagurunathan Kuberan.   

Abstract

We report the preparation of size-defined [(15)N]N-acetylheparosan oligosaccharides from Escherichia coli-derived (15)N-enriched N-acetylheparosan. Optimized growth conditions of E. coli in minimal media containing (15)NH(4)Cl yielded [(15)N]N-acetylheparosan on a preparative scale. Depolymerization of [(15)N]N-acetylheparosan by heparitinase I yielded resolvable, even-numbered oligosaccharides ranging from disaccharide to icosaccharide. Anion-exchange chromatography-assisted fractionation afforded size-defined [(15)N]N-acetylheparosan oligosaccharides identifiable by ESI-TOFMS. These isotopically labeled oligosaccharides will prove to be valuable research tools for the chemoenzymatic synthesis of heparin and heparan sulfate oligosaccharides and for the study of their structural biology. 2009 Elsevier Ltd. All rights reserved.

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Year:  2009        PMID： 19945695      PMCID： PMC2812664          DOI： 10.1016/j.carres.2009.10.024

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  24 in total

Review 1.  Functions of cell surface heparan sulfate proteoglycans.

Authors:  M Bernfield; M Götte; P W Park; O Reizes; M L Fitzgerald; J Lincecum; M Zako
Journal:  Annu Rev Biochem       Date:  1999       Impact factor: 23.643

2.  Fibroblast growth factor-2 antagonist activity and angiostatic capacity of sulfated Escherichia coli K5 polysaccharide derivatives.

Authors:  D Leali; M Belleri; C Urbinati; D Coltrini; P Oreste; G Zoppetti; D Ribatti; M Rusnati; M Presta
Journal:  J Biol Chem       Date:  2001-07-25       Impact factor: 5.157

3.  Microscale preparation of even- and odd-numbered N-acetylheparosan oligosaccharides.

Authors:  Toshikazu Minamisawa; Kiyoshi Suzuki; Naoko Kajimoto; Masami Iida; Hiroshi Maeda; Jun Hirabayashi
Journal:  Carbohydr Res       Date:  2005-12-05       Impact factor: 2.104

4.  Analysis of heparan sulfate oligosaccharides with ion pair-reverse phase capillary high performance liquid chromatography-microelectrospray ionization time-of-flight mass spectrometry.

Authors:  Balagurunathan Kuberan; Miroslaw Lech; Lijuan Zhang; Zhengliang L Wu; David L Beeler; Robert D Rosenberg
Journal:  J Am Chem Soc       Date:  2002-07-24       Impact factor: 15.419

Review 5.  Active conformations of glycosaminoglycans. NMR determination of the conformation of heparin sequences complexed with antithrombin and fibroblast growth factors in solution.

Authors:  Milos Hricovíni; Marco Guerrini; Antonella Bisio; Giangiacomo Torri; Annamaria Naggi; Benito Casu
Journal:  Semin Thromb Hemost       Date:  2002-08       Impact factor: 4.180

6.  Solution structures of chemoenzymatically synthesized heparin and its precursors.

Authors:  Zhenqing Zhang; Scott A McCallum; Jin Xie; Lidia Nieto; Francisco Corzana; Jesús Jiménez-Barbero; Miao Chen; Jian Liu; Robert J Linhardt
Journal:  J Am Chem Soc       Date:  2008-09-04       Impact factor: 15.419

7.  Quantification of heparan sulfate disaccharides using ion-pairing reversed-phase microflow high-performance liquid chromatography with electrospray ionization trap mass spectrometry.

Authors:  Zhenqing Zhang; Jin Xie; Haiying Liu; Jian Liu; Robert J Linhardt
Journal:  Anal Chem       Date:  2009-06-01       Impact factor: 6.986

8.  Using an enzymatic combinatorial approach to identify anticoagulant heparan sulfate structures.

Authors:  Jinghua Chen; Courtney L Jones; Jian Liu
Journal:  Chem Biol       Date:  2007-09

Review 9.  Heparan sulphate proteoglycans fine-tune mammalian physiology.

Authors:  Joseph R Bishop; Manuela Schuksz; Jeffrey D Esko
Journal:  Nature       Date:  2007-04-26       Impact factor: 49.962

10.  The structural plasticity of heparan sulfate NA-domains and hence their role in mediating multivalent interactions is confirmed by high-accuracy (15)N-NMR relaxation studies.

Authors:  Mehdi Mobli; Mathias Nilsson; Andrew Almond
Journal:  Glycoconj J       Date:  2007-12-13       Impact factor: 2.916
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  6 in total

1.  Chemoenzymatic design of heparan sulfate oligosaccharides.

Authors:  Renpeng Liu; Yongmei Xu; Miao Chen; Michel Weïwer; Xianxuan Zhou; Arlene S Bridges; Paul L DeAngelis; Qisheng Zhang; Robert J Linhardt; Jian Liu
Journal:  J Biol Chem       Date:  2010-08-21       Impact factor: 5.157

2.  Hydrogen/deuterium exchange-LC-MS approach to characterize the action of heparan sulfate C5-epimerase.

Authors:  Ponnusamy Babu; Xylophone V Victor; Emily Nelsen; Thao Kim Nu Nguyen; Karthik Raman; Balagurunathan Kuberan
Journal:  Anal Bioanal Chem       Date:  2011-05-15       Impact factor: 4.142

3.  Characterization of uniformly and atom-specifically (13)C-labeled heparin and heparan sulfate polysaccharide precursors using (13)C NMR spectroscopy and ESI mass spectrometry.

Authors:  Thao K N Nguyen; Vy M Tran; Xylophone V Victor; Jack J Skalicky; Balagurunathan Kuberan
Journal:  Carbohydr Res       Date:  2010-08-21       Impact factor: 2.104

Review 4.  Applications of isotopes in advancing structural and functional heparanomics.

Authors:  Vy M Tran; Thao K N Nguyen; Karthik Raman; Balagurunathan Kuberan
Journal:  Anal Bioanal Chem       Date:  2010-09-14       Impact factor: 4.142

5.  The dominating role of N-deacetylase/N-sulfotransferase 1 in forming domain structures in heparan sulfate.

Authors:  Juzheng Sheng; Renpeng Liu; Yongmei Xu; Jian Liu
Journal:  J Biol Chem       Date:  2011-03-28       Impact factor: 5.157

6.  Analysis of E. coli K5 capsular polysaccharide heparosan.

Authors:  Mellisa Ly; Zhenyu Wang; Tatiana N Laremore; Fuming Zhang; Weihong Zhong; Dennis Pu; Dmitri V Zagorevski; Jonathan S Dordick; Robert J Linhardt
Journal:  Anal Bioanal Chem       Date:  2010-04-21       Impact factor: 4.142
  6 in total

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