Literature DB >> 19476923

Sulfonation of papain-treated chitosan and its mechanism for anticoagulant activity.

Jiraporn Suwan1, Zhenqing Zhang, Boyangzi Li, Preeyanat Vongchan, Puttinan Meepowpan, Fuming Zhang, Shaker A Mousa, Shaymaa Mousa, Bhusana Premanode, Prachya Kongtawelert, Robert J Linhardt.   

Abstract

The novel low-molecular-weight chitosan polysulfate (MW 5120-26,200 Da) was prepared using the depolymerization of chitosan with papain (EC. 3.4.22.2). The sulfonation of depolymerized products was performed using chlorosulfonic acid in N,N-dimethylformamide under semi-heterogeneous conditions. The structures of the products were characterized by FTIR, (13)C NMR, and (1)H NMR (1D, 2D NMR) spectroscopy. The present study sheds light on the mechanism of anticoagulant activity of chitosan polysulfate. Anticoagulant activity was investigated by an activated partial thromboplastin assay, a thrombin time assay, a prothrombin time assay, and thrombelastography. Surface plasmon resonance also provided valuable data for understanding the relationship between the molecular binding of sulfated chitosan to two important blood clotting regulators, antithrombin III and heparin cofactor II. These results show that the principal mechanism by which this chitosan polysulfate exhibits anticoagulant activity is mediated through heparin cofactor II and is dependent on polysaccharide molecular weight.

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Year:  2009        PMID: 19476923      PMCID: PMC2727590          DOI: 10.1016/j.carres.2009.04.016

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


  25 in total

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Journal:  Adv Exp Med Biol       Date:  1992       Impact factor: 2.622

2.  Low molecular weight chitosan--preparation with the aid of pepsin, characterization, and its bactericidal activity.

Authors:  B Acharya Vishu Kumar; Mandyam C Varadaraj; Rudrapatnam N Tharanathan
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3.  Anticoagulant low molecular weight fucans produced by radical process and ion exchange chromatography of high molecular weight fucans extracted from the brown seaweed Ascophyllum nodosum.

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Journal:  Carbohydr Res       Date:  1996-08-19       Impact factor: 2.104

Review 4.  Sulfated chitin and chitosan as novel biomaterials.

Authors:  R Jayakumar; N Nwe; S Tokura; H Tamura
Journal:  Int J Biol Macromol       Date:  2006-07-01       Impact factor: 6.953

5.  Kinetic studies on the interactions of heparin and complement proteins using surface plasmon resonance.

Authors:  Haining Yu; Eva M Muñoz; R Erik Edens; Robert J Linhardt
Journal:  Biochim Biophys Acta       Date:  2005-08-15

6.  Conformational changes and anticoagulant activity of chondroitin sulfate following its O-sulfonation.

Authors:  T Maruyama; T Toida; T Imanari; G Yu; R J Linhardt
Journal:  Carbohydr Res       Date:  1998-01       Impact factor: 2.104

7.  Use of a sulfated chitosan derivative to reduce bladder inflammation in the rat.

Authors:  Julie L Jordan; Susan Henderson; Clive M Elson; Juan Zhou; Agis Kydonieus; John Downie; Timothy D G Lee
Journal:  Urology       Date:  2007-11       Impact factor: 2.649

8.  Binding of high affinity heparin to antithrombin III. Stopped flow kinetic studies of the binding interaction.

Authors:  S T Olson; K R Srinivasan; I Björk; J D Shore
Journal:  J Biol Chem       Date:  1981-11-10       Impact factor: 5.157

9.  Contaminated heparin associated with adverse clinical events and activation of the contact system.

Authors:  Takashi Kei Kishimoto; Karthik Viswanathan; Tanmoy Ganguly; Subbiah Elankumaran; Sean Smith; Kevin Pelzer; Jonathan C Lansing; Nammalwar Sriranganathan; Ganlin Zhao; Zoya Galcheva-Gargova; Ali Al-Hakim; Gregory Scott Bailey; Blair Fraser; Sucharita Roy; Thomas Rogers-Cotrone; Lucinda Buhse; Mark Whary; James Fox; Moheb Nasr; Gerald J Dal Pan; Zachary Shriver; Robert S Langer; Ganesh Venkataraman; K Frank Austen; Janet Woodcock; Ram Sasisekharan
Journal:  N Engl J Med       Date:  2008-04-23       Impact factor: 91.245

10.  Regioselective syntheses of sulfated polysaccharides: specific anti-HIV-1 activity of novel chitin sulfates.

Authors:  S I Nishimura; H Kai; K Shinada; T Yoshida; S Tokura; K Kurita; H Nakashima; N Yamamoto; T Uryu
Journal:  Carbohydr Res       Date:  1998-01       Impact factor: 2.104

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Review 5.  The effects of marine carbohydrates and glycosylated compounds on human health.

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Review 6.  Heparin-Mimicking Polymers: Synthesis and Biological Applications.

Authors:  Samantha J Paluck; Thi H Nguyen; Heather D Maynard
Journal:  Biomacromolecules       Date:  2016-10-14       Impact factor: 6.988

7.  Radiopaque Chitosan Ducts Fabricated by Extrusion-Based 3D Printing to Promote Healing After Pancreaticoenterostomy.

Authors:  Maoen Pan; Chaoqian Zhao; Zeya Xu; Yuanyuan Yang; Tianhong Teng; Jinxin Lin; Heguang Huang
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