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Long-Chain F-18 Fatty Acids for the Study of Regional Metabolism in Heart and Liver; Odd—Even Effects of Metabolism in Mice

Institut fur Chemie 1 (Nuklearchemie) der KFA Julich GmbH, D-5170 Julich, FRG (West Germany)

Correspondence: For reprints contact: G. Stöcklin, Instituüt für Chemie 1 (Nuklearchemie) der Kernforschungsanlage Jülich GmbH, Postfach 1913, D-5170 Jülich 1, Federal Republic of Germany.

ABSTRACT

In view of the potential usefulness of fluorine-tagged fatty acids in the study of regional metabolism in the heart and liver, the time courses of uptake and release of 9,10-[¹⁸F]fluorostearic acid, 2-[¹⁸F]fluorostearic acid, 16-[18F]fluorohexadecanoic acid, 17-[¹⁸F]fluoroheptadecanoic acid have been investigated in several organs of NMRI mice. Whereas 2-[¹⁸F]fluorostearic acid shows very little uptake in the heart muscle but an increasing accumulation in the liver, the fatty acids with the F-18 label in the middle or at the end of the carbon chain exhibit uptake and elimination behavior similar to that of the analogous C-11-labeled compounds. After rapid concentration in the heart within 1 min, clearance takes place with fast and slow components. 16-[¹⁸F]fluorohexadecanoic acid and 17-[¹⁸F]fluoroheptadecanoic acid have different half-times of elimination. These differences are also reflected by the fact that nearly all the activity present in the heart can be recovered as fluoride(F-18) in the case of 17-[¹⁸F]fluoroheptadecanoic acid, whereas practically no fluoride was found among the metabolites of 16-[¹⁸F]fluorohexadecanoic acid. Similar differences were observed for the F-18 activity in bone. The results can be interpreted in terms of the odd-even rule: ß oxidation of even-numbered fatty acids ends up with [¹⁸F]fluoroacetic acid, whereas the odd-numbered fatty acids give rise to ß-[¹⁸F]fluoropropionic acid. Only in the latter case does dehalogenation take place leading to free fluoride, whereas fluoroacetic acid undergoes further reactions in the citric acid cycle.