Literature DB >> 23524108

Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides.

Chao Cai1, Kristi Edgar, Jian Liu, Robert J Linhardt.   

Abstract

A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida.
Copyright © 2013 Elsevier Ltd. All rights reserved.

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Year:  2013        PMID： 23524108      PMCID： PMC3638765          DOI： 10.1016/j.carres.2013.02.010

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


  21 in total

Review 1.  Molecular diversity of heparan sulfate.

Authors:  J D Esko; U Lindahl
Journal:  J Clin Invest       Date:  2001-07       Impact factor: 14.808

2.  Determination of the substrate specificities of N-acetyl-d-glucosaminyltransferase.

Authors:  Miao Chen; Arlene Bridges; Jian Liu
Journal:  Biochemistry       Date:  2006-10-10       Impact factor: 3.162

3.  Chemoenzymatic synthesis of homogeneous ultralow molecular weight heparins.

Authors:  Yongmei Xu; Sayaka Masuko; Majde Takieddin; Haoming Xu; Renpeng Liu; Juliana Jing; Shaker A Mousa; Robert J Linhardt; Jian Liu
Journal:  Science       Date:  2011-10-28       Impact factor: 47.728

Review 4.  Chemoenzymatic synthesis of the next generation of ultralow MW heparin therapeutics.

Authors:  Sayaka Masuko; Robert J Linhardt
Journal:  Future Med Chem       Date:  2012-03       Impact factor: 3.808

5.  Functional characterization of PmHS1, a Pasteurella multocida heparosan synthase.

Authors:  Tasha A Kane; Carissa L White; Paul L DeAngelis
Journal:  J Biol Chem       Date:  2006-09-07       Impact factor: 5.157

6.  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

7.  The chemistry of amine-azide interconversion: catalytic diazotransfer and regioselective azide reduction.

Authors:  Paul T Nyffeler; Chang-Hsing Liang; Kathryn M Koeller; Chi-Huey Wong
Journal:  J Am Chem Soc       Date:  2002-09-11       Impact factor: 15.419

8.  The disaccharides formed by deaminative cleavage of N-deacetylated glycosaminoglycans.

Authors:  P N Shaklee; H E Conrad
Journal:  Biochem J       Date:  1986-04-01       Impact factor: 3.857

Review 9.  The structure of glycosaminoglycans and their interactions with proteins.

Authors:  Neha S Gandhi; Ricardo L Mancera
Journal:  Chem Biol Drug Des       Date:  2008-12       Impact factor: 2.817

10.  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
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  3 in total

Review 1.  Enzymatic Synthesis of Glycans and Glycoconjugates.

Authors:  Thomas Rexer; Dominic Laaf; Johannes Gottschalk; Hannes Frohnmeyer; Erdmann Rapp; Lothar Elling
Journal:  Adv Biochem Eng Biotechnol       Date:  2021       Impact factor: 2.635

2.  Fluorous-assisted chemoenzymatic synthesis of heparan sulfate oligosaccharides.

Authors:  Chao Cai; Demetria M Dickinson; Lingyun Li; Sayaka Masuko; Matt Suflita; Victor Schultz; Shawn D Nelson; Ujjwal Bhaskar; Jian Liu; Robert J Linhardt
Journal:  Org Lett       Date:  2014-04-04       Impact factor: 6.005

3.  A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides.

Authors:  Gavin J Miller; Karl R Broberg; Claire Rudd; Madeleine R Helliwell; Gordon C Jayson; John M Gardiner
Journal:  Org Biomol Chem       Date:  2015-09-18       Impact factor: 3.876
  3 in total

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