Simple procedure for the synthesis of high specific activity tritiated (6S)-5-formyltetrahydrofolate
Journal Article
·
· Anal. Biochem.; (United States)
The 5-position of tetrahydrofolate was found to be unusually reactive with low concentrations of formic acid in the presence of a water-soluble carbodiimide. The product of this reaction has neutral and acid ultraviolet spectra and chromatographic behavior consistent with its identity as 5-formyltetrahydrofolate (leucovoriun). When enzymatically synthesized (6S)-tetrahydrofolate was used as starting material, the product supported the growth of folate-depleted L1210 cells at one-half the concentration required for authentic (6R,S)-leucovorin. This reaction has been used to produce high specific activity (44 Ci/mmol) (/sup 3/H)(6S)-5-formyltetrahydrofolate in high yield. Experiments with (/sup 14/C)formic acid indicate that 1 mol of formate reacted per mol of tetrahydrofolate but that no reaction occurred with a variety of other folate compounds. (6S)-5-Formyltetrahydrofolate, labeled in the formyl group with /sup 14/C, has also been synthesized using this reaction. These easily produced, labeled folates should allow close examination of the transport and utilization of leucovorin and of the mechanism of reversal of methotrexate toxicity by reduced folate cofactors.
- Research Organization:
- Childrens Hospital, Los Angeles, CA
- OSTI ID:
- 6933477
- Journal Information:
- Anal. Biochem.; (United States), Journal Name: Anal. Biochem.; (United States) Vol. 122:1; ISSN ANBCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
AMINO ACIDS
CARBON 14 COMPOUNDS
CARBOXYLIC ACIDS
CHEMICAL REACTION KINETICS
CHROMATOGRAPHY
CITROVORUM FACTOR
DRUGS
ENZYMES
FOLIC ACID
FORMIC ACID
HEMATINICS
HEMATOLOGIC AGENTS
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
KINETICS
LABELLED COMPOUNDS
METABOLISM
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PTERIDINES
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
SYNTHESIS
TRITIUM COMPOUNDS
ULTRAVIOLET SPECTRA
VITAMIN B GROUP
VITAMINS
59 BASIC BIOLOGICAL SCIENCES
AMINO ACIDS
CARBON 14 COMPOUNDS
CARBOXYLIC ACIDS
CHEMICAL REACTION KINETICS
CHROMATOGRAPHY
CITROVORUM FACTOR
DRUGS
ENZYMES
FOLIC ACID
FORMIC ACID
HEMATINICS
HEMATOLOGIC AGENTS
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
KINETICS
LABELLED COMPOUNDS
METABOLISM
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PTERIDINES
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
SYNTHESIS
TRITIUM COMPOUNDS
ULTRAVIOLET SPECTRA
VITAMIN B GROUP
VITAMINS