2-Oxoadipic acid

2-Oxoadipic acid^[1]
Skeletal formula of α-ketoadipic acid	Ball and stick model of α-ketoadipic acid
Names
	Preferred IUPAC name 2-Oxohexanedioic acid
	Other names α-Ketoadipic acid; 2-Ketoadipic acid; α-Oxoadipic acid
Identifiers
CAS Number	3184-35-8 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:15753 ;
ChemSpider	70 ;
ECHA InfoCard	100.164.320
IUPHAR/BPS	4657;
KEGG	C00322 ;
MeSH	Alpha-ketoadipic+acid
PubChem CID	71;
UNII	BB72FKL1M2 ;
CompTox Dashboard (EPA)	DTXSID20185702 ;
	InChI InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) Key: FGSBNBBHOZHUBO-UHFFFAOYSA-N ; 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
Chemical formula	C6H8O5
Molar mass	160.125 g·mol−1
Density	1.4 g cm−3
Melting point	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 ?) Infobox references

2-Oxoadipic acid, also known as α-ketoadipic acid, is an intermediate in the metabolism of lysine and tryptophan.^[3]^[4] The conjugate base and carboxylate is 2-oxoadipate or α-ketoadipate, which is the biochemically relevant form. Glutaric acid is naturally produced by chain extension of α-ketoglutarate to 2-oxoadipic acid.^[5]

References

↑ 2-oxoadipate - Compound Summary, PubChem.
↑ "Alpha-ketoadipic acid". The PubChem Project. National Center for Biotechnology Information.
↑ Voet, Donald; Voet, Judith G. (2011). Biochemistry (4th ed.). Hoboken, NJ: Wiley. pp. 1040–1043. ISBN 978-0-470-57095-1.
↑ Dobrota, Dušan (2016). Lekárska biochémia [Medical biochemistry] (in Slovak) (2nd ed.). Martin: Osveta. pp. 329–330, 335–337. ISBN 978-80-8063-444-5.
↑ Wang, Jian; Wu, Yifei; Sun, Xinxiao; Yuan, Qipeng; Yan, Yajun (2017). "De Novo Biosynthesis of Glutarate via α-Keto Acid Carbon Chain Extension and Decarboxylation Pathway in Escherichia coli". ACS Synthetic Biology. 6 (10): 1922–1930. doi:10.1021/acssynbio.7b00136. PMID 28618222.

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[1] 2-oxoadipate - Compound Summary, PubChem.

[2] "Alpha-ketoadipic acid". The PubChem Project. National Center for Biotechnology Information.

[3] Voet, Donald; Voet, Judith G. (2011). Biochemistry (4th ed.). Hoboken, NJ: Wiley. pp. 1040–1043. ISBN 978-0-470-57095-1.

[4] Dobrota, Dušan (2016). Lekárska biochémia [Medical biochemistry] (in Slovak) (2nd ed.). Martin: Osveta. pp. 329–330, 335–337. ISBN 978-80-8063-444-5.

[5] Wang, Jian; Wu, Yifei; Sun, Xinxiao; Yuan, Qipeng; Yan, Yajun (2017). "De Novo Biosynthesis of Glutarate via α-Keto Acid Carbon Chain Extension and Decarboxylation Pathway in Escherichia coli". ACS Synthetic Biology. 6 (10): 1922–1930. doi:10.1021/acssynbio.7b00136. PMID 28618222.

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2-Oxoadipic acid

See also

References