Chemistry:2-Oxoadipic acid

From HandWiki
2-Oxoadipic acid[1]
Skeletal formula of α-ketoadipic acid
Skeletal formula of α-ketoadipic acid
Ball and stick model of α-ketoadipic acid
Ball and stick model of α-ketoadipic acid
Names
Preferred IUPAC name
2-Oxohexanedioic acid[2]
Other names
α-Ketoadipic acid
2-Ketoadipic acid
α-Oxoadipic acid
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChemSpider
KEGG
MeSH Alpha-ketoadipic+acid
UNII
Properties
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).
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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]

See also

References

  1. 2-oxoadipate - Compound Summary, PubChem.
  2. "Alpha-ketoadipic acid". The PubChem Project. National Center for Biotechnology Information. https://pubchem.ncbi.nlm.nih.gov/compound/71. 
  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) (in sk). Lekárska biochémia (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.