Determination of Hydroxyoctadecadienoic Acids

Nikolay Youhnovski 1 , Daria Schulz 1 , Caroline Schwarz 1 , Gerhard Spiteller 1  and Klaus Schubert 2
  • 1 Department of Organic Chemistry 1, Bayreuth University, Universitaetstr. 30, 95447 Bayreuth, Germany
  • 2 Institute for Clinical Chemistry and Laboratoy Diagnosis of the Friedrich Schiller University Jena, D-07740 Jena, Germany

Oxidation of low-density lipoproteins (LDL) plays a crucial role in inflammatory diseases and aging. The main oxidation products of LDL are stereoisomeric 9-hydroxy-10,12-octadecadienoic acids (9-HODEs) and 13-hydroxy-9,11-octadecadienoic acids (13-HODEs). Nevertheless the content of HODEs in natural oxidized LDL is low compared to other components, thus determination of HODEs requires a sample enrichment in most cases. Big losses are encountered during the necessary processing due to the instability of HODEs against acidic conditions. Therefore the use of labeled standards is required. Standards with an 18O label in the carboxylic group used previously may partly suffer a loss of the label by exchange with water. In this paper we describe an improved work-up procedure and the preparation of standards labeled with 18O in the hydroxylic group which is not exchangeable.

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A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) is an international scientific journal for the emerging field of natural and natural-like products. ZNC publishes original research on the isolation, bio-chemical synthesis and bioactivities of natural products, their biochemistry, pharmacology, biotechnology, and biological activity and innovative developed computational methods for predicting their structure and/or function.