Document Detail

Action of hypochlorous acid on polymeric components of cartilage. Use of 13C NMR spectroscopy.
MedLine Citation:
PMID:  8579689     Owner:  NLM     Status:  MEDLINE    
It is a well known fact that neutrophil-derived hypochlorous acid plays an important role in cartilage destruction during rheumatoid arthritis. It has been shown by 1H NMR spectroscopy in a previous paper (Schiller et al. (1994), Biol. Chem. Hoppe-Seyler 375, 167-172) that sodium hypochlorite affects primarily the N-acetyl side chains of polymeric carbohydrates of cartilage like chondroitinsulphate and hyaluronic acid. An instable intermediate, likely to be a chloramine, is involved in these processes. The present paper deals with the application of carbon NMR spectroscopy for the study of these degradation processes, because carbon NMR gives the opportunity to detect changes on the single sugar ring carbons. Although it was not possible to prove the involvement of an intermediate, because of its fast hydrolysis, we were able to show that the reaction between sodium hypochlorite and N-acetylglucosamine affects mainly the side chain, accompanied by the formation of acetate. The application of a large excess of sodium hypochlorite leads to a breakdown of the carbohydrate ring under the formation of formiate.
J Schiller; J Arnhold; K Arnold
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Zeitschrift für Naturforschung. C, Journal of biosciences     Volume:  50     ISSN:  0939-5075     ISO Abbreviation:  Z. Naturforsch., C, J. Biosci.     Publication Date:    1995 Sep-Oct
Date Detail:
Created Date:  1996-03-15     Completed Date:  1996-03-15     Revised Date:  2009-11-04    
Medline Journal Info:
Nlm Unique ID:  8912155     Medline TA:  Z Naturforsch C     Country:  GERMANY    
Other Details:
Languages:  eng     Pagination:  721-8     Citation Subset:  IM    
Institut für Medizinische Physik und Biophysik, Medizinische Fakultät, Universität Leipzig, Bundesrepublik Deutschland.
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MeSH Terms
Acetylgalactosamine / chemistry
Acetylglucosamine / chemistry
Chondroitin Sulfates / chemistry*
Glucose / chemistry
Glucuronates / chemistry
Glucuronic Acid
Heparin / chemistry*
Hyaluronic Acid / chemistry*
Hypochlorous Acid / pharmacology*
Magnetic Resonance Spectroscopy
Monosaccharides / chemistry*
Umbilical Cord
Reg. No./Substance:
0/Glucuronates; 0/Monosaccharides; 31022-50-1/Acetylgalactosamine; 50-99-7/Glucose; 576-37-4/Glucuronic Acid; 7512-17-6/Acetylglucosamine; 7790-92-3/Hypochlorous Acid; 9004-61-9/Hyaluronic Acid; 9005-49-6/Heparin; 9007-28-7/Chondroitin Sulfates

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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