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-; TRN: 87-010801
- Journal Information:
- J. Nucl. Med.; (United States), Vol. 25:5; Conference: 31. annual meeting of the Society of Nuclear Medicine, Los Angeles, CA, USA, 5 Jun 1984
- Country of Publication:
- United States
- Language:
- English
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HEXADECANOIC ACID
FLUORINATION
LABELLING
METABOLITES
RADIOPHARMACEUTICALS
CHEMICAL PREPARATION
AMMONIUM FLUORIDES
DIAGNOSTIC USES
FLUORINE 18
ION EXCHANGE CHROMATOGRAPHY
LIQUID COLUMN CHROMATOGRAPHY
MONOCARBOXYLIC ACIDS
MYOCARDIUM
PERFUSED ORGANS
RATS
RETENTION
SAPONIFICATION
SILVER OXIDES
TRACER TECHNIQUES
AMMONIUM COMPOUNDS
ANIMALS
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
BODY
CARBOXYLIC ACIDS
CARDIOVASCULAR SYSTEM
CHALCOGENIDES
CHEMICAL REACTIONS
CHROMATOGRAPHY
DECOMPOSITION
DRUGS
FLUORIDES
FLUORINE COMPOUNDS
FLUORINE ISOTOPES
HALIDES
HALOGEN COMPOUNDS
HALOGENATION
HEART
HOURS LIVING RADIOISOTOPES
HYDROLYSIS
ISOTOPE APPLICATIONS
ISOTOPES
LABELLED COMPOUNDS
LIGHT NUCLEI
LYSIS
MAMMALS
MUSCLES
NUCLEI
ODD-ODD NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANS
OXIDES
OXYGEN COMPOUNDS
RADIOISOTOPES
RODENTS
SEPARATION PROCESSES
SILVER COMPOUNDS
SOLVOLYSIS
SYNTHESIS
TRANSITION ELEMENT COMPOUNDS
USES
VERTEBRATES
550601* - Medicine- Unsealed Radionuclides in Diagnostics