10-Formyl-tetrahydrofolate

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10-Formyl-tetrahydrofolate
IUPAC name 2-[ [4-[(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)
methyl-formyl-amino]benzoyl]amino]pentanedioic acid
Identifiers
CAS number [2800-34-2]
PubChem 10
MeSH 10-formyl-tetrahydrofolate
SMILES C1C(NC2=C(N1)NC(=NC2=O)N)CN(C=O)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
Properties
Molecular formula C20H23N7O7
Molar mass 473.44 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

10-Formyl-tetrahydrofolate (10-CHO-THF) is form of tetrahydrofolate that acts as a donor of formyl groups in anabolism. In these reactions 10-CHO-THF is used as a substrate in formyltransferase reactions. This is important in purine biosynthesis, where 10-CHO-THF is a substrate for phosphoribosylaminoimidazolecarboxamide formyltransferase, as well as in the formylation of the methionyl initiator tRNA (fMet-tRNA), 10-CHO-THF is a substrate for methionyl-tRNA formyltransferase.

10-CHO-THF is produced by the enzymes methenyltetrahydrofolate cyclohydrolase and formate-tetrahydrofolate ligase. It can be converted back into tetrahydrofolate and formate by formyltetrahydrofolate deformylase.