5-Formiminotetrahydrofolate

5-Formiminotetrahydrofolate
Skeletal formula of 5-formiminotetrahydrofolate.
Skeletal formula of the 5-formiminotetrahydrofolate molecule
Names
IUPAC name
(2S)-2-{[4-[(2-Amino-5-methanimidoyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino}pentanedioic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C20H24N8O6/c21-9-28-12(8-24-16-15(28)18(32)27-20(22)26-16)7-23-11-3-1-10(2-4-11)17(31)25-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,21,23H,5-8H2,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32)/p-2 checkY
    Key: YCWUVLPMLLBDCU-UHFFFAOYSA-L checkY
  • InChI=1/C20H24N8O6/c21-9-28-12(8-24-16-15(28)18(32)27-20(22)26-16)7-23-11-3-1-10(2-4-11)17(31)25-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,21,23H,5-8H2,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32)/p-2/t12-,13+/m1/s1
    Key: YCWUVLPMLLBDCU-ALWAAHSPBC
  • c1cc(ccc1C(=O)NC(CCC(=O)[O-])C(=O)[O-])NCC2CNc3c(c(=O)[nH]c(n3)N)N2C=N
Properties
C20H24N8O6
Molar mass 472.455
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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5-Formiminotetrahydrofolate is an intermediate in the catabolism of histidine. It is produced by glutamate formimidoyltransferase and then converted into 5,10-methenyltetrahydrofolate by formiminotransferase cyclodeaminase.[1]

  1. ^ Fowler B (February 2001). "The folate cycle and disease in humans". Kidney Int. Suppl. 78: S221–9. doi:10.1046/j.1523-1755.2001.07851.x. PMID 11169015.