alpha-Ketoadipic acid

α-Ketoadipic acid^[1]

Names

IUPAC name

2-Oxohexanedioic acid

Systematic IUPAC name

2-Oxohexanedioic acid^[2] 2-Oxoadipate

Identifiers

CAS Number

3184-35-8^N

3DMet

CHEBI:15753^Y

70^Y

Jmol interactive 3D

C00322^Y

Alpha-ketoadipic+acid

PubChem

InChI

InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)^Y
Key: FGSBNBBHOZHUBO-UHFFFAOYSA-N^Y
InChI=1/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)
Key: FGSBNBBHOZHUBO-UHFFFAOYAU

SMILES

C(CC(=O)C(=O)O)CC(=O)O
O=C(C(=O)O)CCCC(=O)O

Properties

C₆H₈O₅

160.13 g·mol⁻¹

1.4 g cm⁻³

125 °C (257 °F; 398 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

verify (what is ^YN ?)

Infobox references

α-Ketoadipic acid (or 2-oxoadipate) is an intermediate in the metabolism of lysine.

References

↑ 2-oxoadipate - Compound Summary, PubChem.
↑ "Alpha-ketoadipic acid". The PubChem Project. National Center for Biotechnology Information.

Amino acid metabolism metabolic intermediates

K→acetyl-CoA

lysine→	Saccharopine Allysine α-Aminoadipic acid α-Ketoadipate Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA

leucine→	α-Ketoisocaproic acid Isovaleryl-CoA 3-Methylcrotonyl-CoA 3-Methylglutaconyl-CoA HMG-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

G→pyruvate→citrate

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

G→glutamate→
α-ketoglutarate

histidine→	Urocanic acid Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde

proline→	1-Pyrroline-5-carboxylic acid

arginine→	Agmatine Ornithine Cadaverine Putrescine

other	cysteine+glutamate→glutathione: γ-Glutamylcysteine

G→propionyl-CoA→
succinyl-CoA

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 alpha-Ketobutyric acid+Cysteine

threonine→	α-Ketobutyric acid

propionyl-CoA→	Methylmalonyl-CoA

G→fumarate

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

G→oxaloacetate

see urea cycle

Other

Cysteine metabolism	Cysteine sulfinic acid

This article is issued from Wikipedia - version of the Wednesday, June 24, 2015. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.

alpha-Ketoadipic acid

See also

References