Chemistry: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
CAS Number	13366-20-6 ; 7279-64-3 (Z) ; 7279-63-2 (E) ;
3D model (JSmol)	Interactive image;
ChemSpider	4444242 (Z);
PubChem CID	5280640 (Z);
UNII	BPE4V564XP ;
	SMILES O=C(O)C(=CC(=O)O)CCC(=O)O;
Properties
Chemical formula	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).
	Infobox references

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 homocitrate by homoaconitase.^[1] It is converted to homoisocitrate by homoisocitrate dehydrogenase.

References

↑ 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.

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Names
cis-Homoaconitic acid
trans-Homoaconitic acid
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
CAS Number	13366-20-6^Y 7279-64-3 (Z)^Y 7279-63-2 (E)^Y
3D model (JSmol)	Interactive image
ChemSpider	4444242 (Z)
PubChem CID	5280640 (Z)
UNII	BPE4V564XP^Y
SMILES O=C(O)C(=CC(=O)O)CCC(=O)O
Properties
Chemical formula	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).
Infobox references