Wiley, Journal of Labelled Compounds and Radiopharmaceuticals, 6(49), p. 545-558, 2006
DOI: 10.1002/jlcr.1073
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The synthesis of arachidonic acid derivatives containing site-specifically incorporated deuterium atoms and also a remote tritium label are described. Deuterium incorporation at the C11 and/or C15 position was achieved using Wittig chemistry, while the radiolabel was introduced at a remote position using [(3)H]NaBH(4) as the radiolabel source. These compounds can be used to measure secondary kinetic isotope effects for both cyclooxygenase and lipoxygenase enzymes under aerobic turnover with high precision.