N'-Formylkynurenine - Misplaced Pages

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N′-Formylkynurenine
Names

Systematic IUPAC name (2S)-2-Amino-4-(2-formamidophenyl)-4-oxobutanoic acid
Other names N′-Formyl-L-kynurenine
Identifiers
CAS Number	3978-11-8
3D model (JSmol)	Interactive image
ChEBI	CHEBI:30249
ChEMBL	ChEMBL3577708
ChemSpider	388843
KEGG	C02700
MeSH	N'-formylkynurenine
PubChem CID	439788
UNII	PS20W0733S
InChI InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m0/s1Key: BYHJHXPTQMMKCA-QMMMGPOBSA-N
SMILES C1=CC=C(C(=C1)C(=O)C(C(=O)O)N)NC=O
Properties
Chemical formula	C₁₁H₁₂N₂O₄
Molar mass	236.227 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

N′-Formylkynurenine is an intermediate in the catabolism of tryptophan. It is a formylated derivative of kynurenine. The formation of N′-formylkynurenine is catalyzed by heme dioxygenases.

References

Basran, Jaswir; Efimov, Igor; Chauhan, Nishma; Thackray, Sarah J; Krupa, James L; Eaton, Graham; Griffith, Gerry A; Mowat, Christopher G; Handa, Sandeep; Raven, Emma Lloyd (2011). "The Mechanism of Formation of N-Formylkynurenine by Heme Dioxygenases". Journal of the American Chemical Society. 133 (40): 16251–16257. Bibcode:2011JAChS.13316251B. doi:10.1021/ja207066z. PMC 3210546. PMID 21892828.

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

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

phenylalanine→tyrosine→	4-Hydroxyphenylpyruvic acid Homogentisic acid 4-Maleylacetoacetic acid

Other

Cysteine metabolism	Cysteine sulfinic acid

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