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Tetrahydrofolate

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Title: Tetrahydrofolate  
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Subject: Trimethoprim, 4-Aminobenzoic acid, Inosinic acid, THF (disambiguation), Amino acid synthesis, Dihydropteroate
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Tetrahydrofolate

Tetrahydrofolic acid
Identifiers
CAS number 29347-89-5 N
PubChem 91443
ChemSpider 82572 YesY
DrugBank DB00116
KEGG C00101 YesY
MeSH 5,6,7,8-tetrahydrofolic+acid
ChEBI CHEBI:20506 YesY
Jmol-3D images Image 1
Properties
Molecular formula C19H23N7O6
Molar mass 445.43 g/mol
 N (verify) (what is: YesY/N?)
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


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, a molecule without function in humans. This makes it a useful target for sulfonamide antibiotics, which compete with the PABA precursor.

Template:Clearleft

Functions

It is a cofactor 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.

Methotrexate acts on dihydrofolate reductase, like pyrimethamine or trimethoprim, as an inhibitor and thus reduces the amount of tetrahydrofolate made. This may result in megaloblastic anemia.

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

External links

  • PDB
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