Chemistry:3-Carboxy-cis,cis-muconic acid

3-Carboxy-*cis*,*cis*-muconic acid
Names
	Preferred IUPAC name (1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid
Identifiers
CAS Number	1116-26-3 ;
3D model (JSmol)	Interactive image;
3DMet	B00251;
ChEBI	CHEBI:15749 ;
ChemSpider	4444085 ;
KEGG	C01163 ;
PubChem CID	5280404;
	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+ Key: KJOVGYUGXHIVAY-BXTBVDPRSA-N ; 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;
	SMILES OC(=O)\C=C/C(=C\C(O)=O)/C(O)=O;
Properties
Chemical formula	C7H6O6
Molar mass	186.119 g·mol−1
Density	1.25 g cm−3
Dipole moment	0.40 D
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	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 produce 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

↑ "(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. https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5280404.
↑ Waheeta Hopper and A. Mahadevan (1997). "Degradation of catechin by Bradyrhizobium japonicum". Biodegradation 8 (3): 159–165. doi:10.1023/A:1008254812074.

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