3-Carboxy-''cis'',''cis''-muconic acid

3-Carboxy-*cis*,*cis*-muconic acid
Names

Systematic IUPAC name (1E,3Z)-Buta-1,3-diene-1,2,4-tricarboxylic acid^[1]
Identifiers
CAS Number	1116-26-3^N
3D model (JSmol)	Interactive image
3DMet	B00251
ChEBI	CHEBI:15749^Y
ChemSpider	4444085^Y
KEGG	C01163^Y
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+^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
SMILES OC(=O)\C=C/C(=C\C(O)=O)/C(O)=O
Properties
Chemical formula	C₇H₆O₆
Molar mass	186.12 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).
N verify (what is ^YN ?)
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. Retrieved 13 October 2011.
↑ Waheeta Hopper and A. Mahadevan (1997). "Degradation of catechin by Bradyrhizobium japonicum". Biodegradation. 8 (3): 159–165. doi:10.1023/A:1008254812074.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.