Literature DB >> 20729556

Chemoenzymatic design of heparan sulfate oligosaccharides.

Renpeng Liu1, Yongmei Xu, Miao Chen, Michel Weïwer, Xianxuan Zhou, Arlene S Bridges, Paul L DeAngelis, Qisheng Zhang, Robert J Linhardt, Jian Liu.   

Abstract

Heparan sulfate is a sulfated glycan that exhibits essential physiological functions. Interrogation of the specificity of heparan sulfate-mediated activities demands a library of structurally defined oligosaccharides. Chemical synthesis of large heparan sulfate oligosaccharides remains challenging. We report the synthesis of oligosaccharides with different sulfation patterns and sizes from a disaccharide building block using glycosyltransferases, heparan sulfate C(5)-epimerase, and sulfotransferases. This method offers a generic approach to prepare heparan sulfate oligosaccharides possessing predictable structures.

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Year:  2010        PMID： 20729556      PMCID： PMC2962522          DOI： 10.1074/jbc.M110.159152

Source DB:  PubMed          Journal:  J Biol Chem        ISSN： 0021-9258            Impact factor:   5.157


  35 in total

Review 1.  Order out of chaos: assembly of ligand binding sites in heparan sulfate.

Authors:  Jeffrey D Esko; Scott B Selleck
Journal:  Annu Rev Biochem       Date:  2001-11-09       Impact factor: 23.643

2.  Tandem mass spectrometry of sulfated heparin-like glycosaminoglycan oligosaccharides.

Authors:  Joseph Zaia; Catherine E Costello
Journal:  Anal Chem       Date:  2003-05-15       Impact factor: 6.986

3.  Analysis of heparan sulfate oligosaccharides by nano-electrospray ionization mass spectrometry.

Authors:  R M Pope; C S Raska; S C Thorp; J Liu
Journal:  Glycobiology       Date:  2001-06       Impact factor: 4.313

4.  Substrate specificities of mouse heparan sulphate glucosaminyl 6-O-sulphotransferases.

Authors:  Emanuel Smeds; Hiroko Habuchi; Anh-Tri Do; Eva Hjertson; Helena Grundberg; Koji Kimata; Ulf Lindahl; Marion Kusche-Gullberg
Journal:  Biochem J       Date:  2003-06-01       Impact factor: 3.857

5.  Modular synthesis of heparan sulfate oligosaccharides for structure-activity relationship studies.

Authors:  Sailaja Arungundram; Kanar Al-Mafraji; Jinkeng Asong; Franklin E Leach; I Jonathan Amster; Andre Venot; Jeremy E Turnbull; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419

6.  Heparan sulfate 3-O-sulfotransferase isoform 5 generates both an antithrombin-binding site and an entry receptor for herpes simplex virus, type 1.

Authors:  Guoqing Xia; Jinghua Chen; Vaibhav Tiwari; Wujian Ju; Jin-Ping Li; Anders Malmstrom; Deepak Shukla; Jian Liu
Journal:  J Biol Chem       Date:  2002-07-23       Impact factor: 5.157

7.  HABA-based ionic liquid matrices for UV-MALDI-MS analysis of heparin and heparan sulfate oligosaccharides.

Authors:  Cedric Przybylski; Florence Gonnet; David Bonnaffé; Yael Hersant; Hugues Lortat-Jacob; Regis Daniel
Journal:  Glycobiology       Date:  2009-10-26       Impact factor: 4.313

8.  Crystal structure and mutational analysis of heparan sulfate 3-O-sulfotransferase isoform 1.

Authors:  Suzanne C Edavettal; Karen A Lee; Masahiko Negishi; Robert J Linhardt; Jian Liu; Lars C Pedersen
Journal:  J Biol Chem       Date:  2004-04-01       Impact factor: 5.157

9.  Enzymatic synthesis of antithrombin III-binding heparan sulfate pentasaccharide.

Authors:  Balagurunathan Kuberan; Miroslaw Z Lech; David L Beeler; Zhengliang L Wu; Robert D Rosenberg
Journal:  Nat Biotechnol       Date:  2003-10-05       Impact factor: 54.908

Review 10.  Opportunities and challenges in synthetic oligosaccharide and glycoconjugate research.

Authors:  Thomas J Boltje; Therese Buskas; Geert-Jan Boons
Journal:  Nat Chem       Date:  2009-11       Impact factor: 24.427
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  64 in total

1.  Insights into the role of 3-O-sulfotransferase in heparan sulfate biosynthesis.

Authors:  Maria Cecília Zorél Meneghetti; Tarsis Gesteira Ferreira; Alexandre Keiji Tashima; Suely F Chavante; Edwin Alexander Yates; Jian Liu; Helena Bonciani Nader; Marcelo A Lima
Journal:  Org Biomol Chem       Date:  2017-08-16       Impact factor: 3.876

2.  Structural characterization of heparins from different commercial sources.

Authors:  Fuming Zhang; Bo Yang; Mellisa Ly; Kemal Solakyildirim; Zhongping Xiao; Zhenyu Wang; Julie M Beaudet; Amanda Y Torelli; Jonathan S Dordick; Robert J Linhardt
Journal:  Anal Bioanal Chem       Date:  2011-09-20       Impact factor: 4.142

3.  Directing the biological activities of heparan sulfate oligosaccharides using a chemoenzymatic approach.

Authors:  Yongmei Xu; Zhen Wang; Renpeng Liu; Arlene S Bridges; Xuefei Huang; Jian Liu
Journal:  Glycobiology       Date:  2011-08-11       Impact factor: 4.313

4.  Chemoenzymatic synthesis of heparin oligosaccharides with both anti-factor Xa and anti-factor IIa activities.

Authors:  Yongmei Xu; Elizabeth H Pempe; Jian Liu
Journal:  J Biol Chem       Date:  2012-07-06       Impact factor: 5.157

5.  3-O sulfation of heparin leads to hepatotropism and longer circulatory half-life.

Authors:  Colton M Miller; Yongmei Xu; Katrina M Kudrna; Blake E Hass; Brianna M Kellar; Andrew W Egger; Jian Liu; Edward N Harris
Journal:  Thromb Res       Date:  2018-05-17       Impact factor: 3.944

6.  An approach for separation and complete structural sequencing of heparin/heparan sulfate-like oligosaccharides.

Authors:  Rongrong Huang; Jian Liu; Joshua S Sharp
Journal:  Anal Chem       Date:  2013-05-28       Impact factor: 6.986

7.  High-density lipoproteins are a potential therapeutic target for age-related macular degeneration.

Authors:  Una L Kelly; Daniel Grigsby; Martha A Cady; Michael Landowski; Nikolai P Skiba; Jian Liu; Alan T Remaley; Mikael Klingeborn; Catherine Bowes Rickman
Journal:  J Biol Chem       Date:  2020-07-31       Impact factor: 5.157

8.  Chemoenzymatic synthesis and structural characterization of 2-O-sulfated glucuronic acid-containing heparan sulfate hexasaccharides.

Authors:  Po-Hung Hsieh; Yongmei Xu; David A Keire; Jian Liu
Journal:  Glycobiology       Date:  2014-04-25       Impact factor: 4.313

9.  Structurally informative tandem mass spectrometry of highly sulfated natural and chemoenzymatically synthesized heparin and heparan sulfate glycosaminoglycans.

Authors:  Muchena J Kailemia; Lingyun Li; Yongmei Xu; Jian Liu; Robert J Linhardt; I Jonathan Amster
Journal:  Mol Cell Proteomics       Date:  2013-02-21       Impact factor: 5.911

10.  Molecular mechanism of substrate specificity for heparan sulfate 2-O-sulfotransferase.

Authors:  Chunhui Liu; Juzheng Sheng; Juno M Krahn; Lalith Perera; Yongmei Xu; Po-Hung Hsieh; Wenfang Dou; Jian Liu; Lars C Pedersen
Journal:  J Biol Chem       Date:  2014-03-20       Impact factor: 5.157
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