Tetrahydrofolic acid

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Tetrahydrofolic acid
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 disclaimer and references

Tetrahydrofolic acid is a folic acid derivative.

Contents

[edit] Metabolism

Tetrahydrofolate synthesis pathway
Tetrahydrofolate synthesis pathway

[edit] Human synthesis

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

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

[edit] 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.

[edit] 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 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.