Homoaconitic acid

Homoaconitic acid
cis-Homoaconitic acid
trans-Homoaconitic acid
Names
IUPAC names
(1Z)-1-Butene-1,2,4-tricarboxylic acid
(1E)-1-Butene-1,2,4-tricarboxylic acid
Other names
Homo-cis-aconitate; Homo-trans-aconitate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C7H8O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13)/b4-3-
    Key: BJYPZFUWWJSAKC-ARJAWSKDSA-N
  • O=C(O)C(=CC(=O)O)CCC(=O)O
Properties
C7H8O6
Molar mass 188.135 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Homoaconitatic acid (homoaconitate) is related to aconitic acid but with one extra carbon. It is part of the α-aminoadipate pathway for lysine biosynthesis, where it is made from homoisocitric acid by homoisocitrate dehydrogenase.[1][2]

2D representation of the chemical structure of Q27104167.
(-)-Homoisocitric acid
 
 
H2O
Reversible left-right reaction arrow with minor forward product(s) to top right and minor reverse substrate(s) from bottom right
 
H2O
 
2D representation of the chemical structure of Q15410992.
cis-Homoaconitic acid

References

  1. ^ Enzyme 4.2.1.36 at KEGG Pathway Database.
  2. ^ Murray Strassman and Louis N. Ceci (1966). "Enzymatic Formation of cis-Homoaconitic Acid, an Intermediate in Lysine Biosynthesis in Yeast". The Journal of Biological Chemistry. 241 (22): 5401–5407. doi:10.1016/S0021-9258(18)96444-6. PMID 5954805.
allikas: http://en.wikipedia.org/wiki/Homoaconitic_acid