Cited by 140Organoselenium and organotellurium chemistryNitric Oxide and Endothelin EffectsPolymer Surface Interaction Studies

Catalytic generation of nitric oxide from S-nitrosothiols using immobilized organoselenium species

Cha, Wansik, Meyerhoff, Mark E.·2007·Biomaterials

Abstract

Novel nitric oxide (NO) generating polymeric materials possessing immobilized organoselenium species are described. These materials mimic the capability of small organoselenium molecules as well as a known selenium-containing enzyme, glutathione peroxidase (GPx), by catalytically decomposing S-nitrosothiols (RSNO) into NO and the corresponding free thiol. Model polymeric materials, e.g., cellulose filter paper and polyethylenimine, are modified with an appropriate diselenide species covalently linked to the polymeric structures. Such organoselenium (RSe)-derivatized polymers are shown to generate NO from RSNO species in the presence of an appropriate thiol reducing agent (e.g., glutathione). The likely involvement of both immobilized selenol/selenolate and diselenide species for NO production is suggested via a catalytic pathway, as deduced in separate homogeneous solution phase experiments using non-immobilized forms of small organodiselenide species. Preliminary experiments with the new RSe-polymers clearly demonstrate the ability of such materials to generate NO from RSNO species even after the contact with fresh animal plasma. It is anticipated that such NO generation from endogenous S-nitrosothiols in blood could render RSe-containing polymeric materials more thromboresistant when in contact with flowing blood, owing to NO's ability to inhibit platelet adhesion and activation.

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Crossref · 10.1016/j.biomaterials.2006.08.019

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Authors
Cha, W., & Meyerhoff, M. E.
Affiliations
University of Michigan (US)
Corresponding author
Meyerhoff, Mark E.
Venue
Biomaterials
Publisher
Elsevier BV
Published
2007-01
Volume
28
Issue
1
Pages
19-27
ISSN
0142-9612 (ISSN-L)
OpenAlex
W2164428662
Cited by
140
References
38
Citations by year
2026: 4 · 2025: 10 · 2024: 8 · 2023: 6 · 2022: 16 · 2021: 12 · 2020: 10 · 2019: 9 · 2018: 9 · 2017: 11 · 2016: 6 · 2015: 7 · 2014: 6 · 2013: 3 · 2012: 4
FWCI
5.57
Type
journal article
Language
en
Open access
closed
Locations
  • Biomaterials (publishedVersion)
  • PubMed (publishedVersion)
Funders
  • National Institute of Biomedical Imaging and Bioengineering (EB 004527, R01EB004527, EB-000783, R01EB000783)
  • Eunice Kennedy Shriver National Institute of Child Health and Human Development (R01HD015434)
Topics
  • Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Toxicology › Organoselenium and organotellurium chemistry
  • Health Sciences › Medicine › Physiology › Nitric Oxide and Endothelin Effects
  • Physical Sciences › Materials Science › Surfaces, Coatings and Films › Polymer Surface Interaction Studies
Keywords
nitric oxide production, S-nitrosothiols, organoselenium compounds, diselenides, glutathione peroxidase mimicry, polyethyleneimine, cellulose filter paper, thromboresistance, platelet adhesion, hemocompatibility, catalytic decomposition
MeSH terms
Animals, Catalysis, Nitric Oxide, Polymers, Solutions, Swine, Molecular Structure, Organoselenium Compounds, S-Nitrosothiols

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