Synthesis of no carrier added F-18 16-fluorohexadecanoic acid (FHDA) and investigation of its labeled metabolites and its kinetics in the heart
No carrier added FHDA was prepared via saponification of the product of silver oxide assisted reaction of near-anhydrous tetraethylammonium fluoride with methyl 16-iodohexadecanoate. The labeled fatty acid was injected into isolated perfused rat hearts. Coronary perfusate was collected for 4-9 minutes, when hearts were chilled and homogenized. F-18 in perfusate was analysed by HPLC (NH column; 50mM amm. acetate in 50% acetonitrile). Material with the same retention time as F-18 fluoroacetate (prepared by F-for-I exchange with ethyl iodoacetate) was found. Some F-18 stuck permanently to the column and was assigned as fluoride since the same fraction of label in perfusate was retained on alumina columns eluted with water. Anion exchange HPLC (SAX column; 20mM pot. phosphate, pH 7) of homogenates gave peaks corresponding to fluoroacetate plus fluoride and minor peaks which could be fluoroacetylCoA and fluorocitrate. The authors interpret their data as follows. Beta-oxidation of FHDA results in fluoroacetylCoA which either undergoes ''lethal synthesis'' to fluorocitrate or is hydrolysed to fluoroacetate which diffuses out of the heart. The source of the fluoride is not yet clear, but could complicate interpretation of FHDA kinetics measured in vivo with positron tomography. Clearance of label from FHDA in isolated perfused hearts was faster than for labeled 16-iodohexadecanoic acid, indicating that the F-18 tracer may be a more sensitive probe of myocardial fatty acid metabolism.
- Research Organization:
- Dept. of Medical Physics, Univ. of Wisconsin, Madison, WI
- OSTI ID:
- 6793566
- Report Number(s):
- CONF-840619-
- Journal Information:
- J. Nucl. Med.; (United States), Journal Name: J. Nucl. Med.; (United States) Vol. 25:5; ISSN JNMEA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
62 RADIOLOGY AND NUCLEAR MEDICINE
AMMONIUM COMPOUNDS
AMMONIUM FLUORIDES
ANIMALS
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
BODY
CARBOXYLIC ACIDS
CARDIOVASCULAR SYSTEM
CHALCOGENIDES
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CHROMATOGRAPHY
DECOMPOSITION
DIAGNOSTIC USES
DRUGS
FLUORIDES
FLUORINATION
FLUORINE 18
FLUORINE COMPOUNDS
FLUORINE ISOTOPES
HALIDES
HALOGEN COMPOUNDS
HALOGENATION
HEART
HEXADECANOIC ACID
HOURS LIVING RADIOISOTOPES
HYDROLYSIS
ION EXCHANGE CHROMATOGRAPHY
ISOTOPE APPLICATIONS
ISOTOPES
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
LIQUID COLUMN CHROMATOGRAPHY
LYSIS
MAMMALS
METABOLITES
MONOCARBOXYLIC ACIDS
MUSCLES
MYOCARDIUM
NUCLEI
ODD-ODD NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANS
OXIDES
OXYGEN COMPOUNDS
PERFUSED ORGANS
RADIOISOTOPES
RADIOPHARMACEUTICALS
RATS
RETENTION
RODENTS
SAPONIFICATION
SEPARATION PROCESSES
SILVER COMPOUNDS
SILVER OXIDES
SOLVOLYSIS
SYNTHESIS
TRACER TECHNIQUES
TRANSITION ELEMENT COMPOUNDS
USES
VERTEBRATES