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Formiminoglutamic acid

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Formiminoglutamic acid
Names

IUPAC name N-(aminomethylidene)-L-glutamic acid
Other names FIGLU
Identifiers
CAS Number	816-90-0^Y
3D model (JSmol)	Interactive image
ChemSpider	388370^N
ECHA InfoCard	100.011.308
MeSH	Formiminoglutamic+acid
PubChem CID	909
UNII	YV703N7VOG^Y
SMILES C(CC(=O)O)C(C(=O)O)N=CN
Properties
Chemical formula	C₆H₁₀N₂O₄
Molar mass	174.156 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Formiminoglutamic acid (FIGLU;conjugate base,formiminoglutamate) is an intermediate in thecatabolism ofL-histidine toL-glutamic acid. It thus is also abiomarker forintracellular levels offolate. The FIGLU test is used to identifyvitamin B₁₂ deficiency,folate deficiency, andliver failure orliver disease.^[1]^[2] It is elevated with folate trapping, where it is accompanied by decreasedmethylmalonic acid, increased folate and a decrease inhomocysteine.^[3]

^Lascelles, P. T.; Donaldson, D. (1989). "Formiminoglutamic Acid (FIGLU) Test".Diagnostic Function Tests in Chemical Pathology. pp. 59–60.doi:10.1007/978-94-009-1846-7_31.ISBN 978-0-7462-0107-7.
^FIGLU+Test at the U.S. National Library of MedicineMedical Subject Headings (MeSH)
^Scott, JohnM.; Weir, DonaldG. (15 August 1981). "THE METHYL FOLATE TRAP: A physiological response in man to prevent methyl group deficiency in kwashiorkor (methionine deficiency) and an explanation for folic-acid-induced exacerbation of subacute combined degeneration in pernicious anaemia".The Lancet.318 (8242):337–340.doi:10.1016/S0140-6736(81)90650-4.ISSN 0140-6736.PMID 6115113.S2CID 29977127.

lysine→	Saccharopine Allysine α-Aminoadipic acid 2-Oxoadipic acid Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA
leucine→	β-Hydroxy β-methylbutyric acid β-Hydroxy β-methylbutyryl-CoA Isovaleryl-CoA α-Ketoisocaproic acid β-Ketoisocaproic acid β-Ketoisocaproyl-CoA β-Leucine β-Methylcrotonyl-CoA β-Methylglutaconyl-CoA β-Hydroxy β-methylglutaryl-CoA
tryptophan→alanine→	N′-Formylkynurenine Kynurenine Anthranilic acid 3-Hydroxykynurenine 3-Hydroxyanthranilic acid 2-Amino-3-carboxymuconic semialdehyde 2-Aminomuconic semialdehyde 2-Aminomuconic acid Glutaryl-CoA

glycine→ serine→	3-Phosphoglyceric acid glycine→creatine:Glycocyamine Phosphocreatine Creatinine

histidine→	Urocanic acid Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde
proline→	1-Pyrroline-5-carboxylic acid
arginine→	Agmatine Ornithine Citrulline Cadaverine Putrescine
other	cysteine+glutamate→glutathione:γ-Glutamylcysteine

valine→	α-Ketoisovaleric acid Isobutyryl-CoA Methacrylyl-CoA 3-Hydroxyisobutyryl-CoA 3-Hydroxyisobutyric acid 2-Methyl-3-oxopropanoic acid
isoleucine→	2,3-Dihydroxy-3-methylpentanoic acid 2-Methylbutyryl-CoA Tiglyl-CoA 2-Methylacetoacetyl-CoA
methionine→	generation of homocysteine:S-Adenosyl methionine S-Adenosyl-L-homocysteine Homocysteine conversion to cysteine:Cystathionine α-Ketobutyric acid +Cysteine
threonine→	α-Ketobutyric acid
propionyl-CoA→	Methylmalonyl-CoA