3-Carboxy-cis,cis-muconic acid

3-Carboxy-cis,cis-muconic acid
Systematic name (1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid[1]
Identifiers
CAS number	1116-26-3
PubChem	5280404
ChemSpider	4444085 Y
KEGG	C01163 Y
ChEBI	CHEBI:15749 Y
3DMet	B00251
Jmol-3D images	Image 1
SMILES OC(=O)\C=C/C(=C\C(O)=O)/C(O)=O
InChI InChI=1S/C7H6O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h1-3H,(H,8,9)(H,10,11)(H,12,13)/b2-1-,4-3+ Y Key: KJOVGYUGXHIVAY-BXTBVDPRSA-N Y InChI=1/C7H6O6/c8-5(9)2-1-4(7(12)13)3-6(10)11/h1-3H,(H,8,9)(H,10,11)(H,12,13)/b2-1-,4-3+ Key: KJOVGYUGXHIVAY-BXTBVDPRBN
Properties
Molecular formula	C7H6O6
Molar mass	186.12 g mol−1
Exact mass	186.016437924 g mol-1
Density	1.25 g cm-3
Dipole moment	0.40 D
Y acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

3-Carboxy-cis,cis-muconic acid is a metabolite of the catechin degradation by Bradyrhizobium japonicum.^[2]

The enzyme 3-carboxy-cis,cis-muconate cycloisomerase uses 2-carboxy-2,5-dihydro-5-oxofuran-2-acetate to produce 3-carboxy-cis,cis-muconate.

The enzyme carboxy-cis,cis-muconate cyclase uses 3-carboxy-2,5-dihydro-5-oxofuran-2-acetate to producte 3-carboxy-cis,cis-muconate.

The enzyme protocatechuate 3,4-dioxygenase uses 3,4-dihydroxybenzoate and O₂ to produce 3-carboxy-cis,cis-muconate.

References

1. ^ "(1E,3Z)-buta-1,3-diene-1,2,4-tricarboxylic acid - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5280404. Retrieved 13 October 2011. 
2. ^ Waheeta Hopper and A. Mahadevan (1997). "Degradation of catechin by Bradyrhizobium japonicum". Biodegradation 8 (3): 159–165. doi:10.1023/A:1008254812074. http://www.springerlink.com/content/l2157ux170001514/.