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Tetrahydrofolic acid: Wikis

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Tetrahydrofolic acid
Tetrahydrofolic acid.svg
Identifiers
CAS number 29347-89-5
PubChem 1129
MeSH 5,6,7,8-tetrahydrofolic+acid
Properties
Molecular formula C19H23N7O6
Molar mass 445.43 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tetrahydrofolic acid, or tetrahydrofolate, is a folic acid derivative.

Metabolism

Synthesis pathway of tetrahydrofolic acid (click to enlarge).
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Human synthesis

It is produced from dihydrofolic acid by dihydrofolate reductase. This reaction is inhibited by methotrexate.

It is converted into 5,10-methylenetetrahydrofolate by serine hydroxymethyltransferase.

Bacterial synthesis

Many bacteria use dihydropteroate synthetase to produce dihydropteroate in bacteria, an enzyme without function in humans. This makes it a useful target for sulfonamide antibiotics, which compete with the PABA precursor.

Functions

It is a coenzyme in many reactions, especially in the metabolism of amino acids and nucleic acids. It acts as a donor of a group with one carbon atom. It gets this carbon atom by sequestering formaldehyde produced in other processes. A shortage in THF can cause megaloblastic anemia.

Tetrahydrofolic acid is reduced by the drug methotrexate, which is used to impair nucleotide synthesis. This drug is a potent chemotherapy and anti rheumatic.

Tetrahydrofolic acid is involved in the conversion of formiminoglutamic acid to glutamic acid; this may reduce the amount of histidine available for decarboxylation and protein synthesis, and hence the urinary histamine and formiminoglutamic acid may be decreased. [1]

References

  1. ^ HISTAMINE FORMATION IN GUINEA-PIGS, W.DAWSON, D.V.MAUDSLEY, G.B.WEST, May 1965, http://jp.physoc.org/content/181/4/801.full.pdf

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