5,10-Methylenetetrahydrofolate

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5,10-Methylenetetrahydrofolate
5,10-methylenetetrahydrofolic acid.svg
Names
IUPAC name
N-[4-(3-amino-1-oxo-1,4,5,6,6a,7-hexahydroimidazo[1,5-f]pteridin-8(9H)-yl)benzoyl]-L-glutamic acid
Other names
5,10-CH2-THF,
MTHF
Identifiers
3432-99-3 N
ChEBI CHEBI:20502 YesY
ChEMBL ChEMBL117348 YesY
ChemSpider 97272 YesY
Jmol-3D images Image
MeSH 5,10-methylenetetrahydrofolate
PubChem 108194
Properties
C20H23N7O6
Molar mass 457.44 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

5,10-Methylenetetrahydrofolate (5,10-CH2-THF) is the substrate used by the enzyme methylenetetrahydrofolate reductase (MTHFR)[1][2] to generate 5-methyltetrahydrofolate (5-MTHF, or levomefolic acid).

5,10-CH2-THF can also be used as a coenzyme in the biosynthesis of thymidine. To be specific, it is the C1-donor in the reactions catalyzed by thymidylate synthase and thymidylate synthase (FAD). It also acts as a cofactor in the synthesis of serine from glycine via the enzyme serine hydroxymethyl transferase.

MTHFR metabolism: folate cycle, methionine cycle, trans-sulfuration and hyperhomocysteinemia

See also[edit]

References[edit]

  1. ^ "Entrez Gene: MTHFR methylenetetrahydrofolate reductase (NAD(P)H)". 
  2. ^ Födinger M, Hörl WH, Sunder-Plassmann G (2000). "Molecular biology of 5,10-methylenetetrahydrofolate reductase.". J Nephrol 13 (1): 20–33. PMID 10720211.