cis, cis-Muconic acid, a metabolic intermediate of Klebsiella pneumoniae, can be converted into adipic acid and terephthalic acid, which are important monomers for the synthesis of polymers. cis,cis-Muconic acid is also a biochemical material that may be utilized in the production of various plastics and polymers, and as a precursor of adipic acid for the synthesis of nylon-6,6.

Physicochemical Properties

Molecular Formula	C6H6O4
Molecular Weight	142.11
Exact Mass	142.026
CAS #	1119-72-8
PubChem CID	5280518
Appearance	White to light yellow solid powder
Density	1.4±0.1 g/cm3
Boiling Point	345.4±15.0 °C at 760 mmHg
Melting Point	194-195ºC(lit.)
Flash Point	176.9±16.9 °C
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.549
LogP	-0.21
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Heavy Atom Count	10
Complexity	168
Defined Atom Stereocenter Count	0
SMILES	C(=C\C(=O)O)\C=C/C(=O)O
InChi Key	TXXHDPDFNKHHGW-CCAGOZQPSA-N
InChi Code	InChI=1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1-,4-2-
Chemical Name	(2Z,4Z)-hexa-2,4-dienedioic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	Microbial Metabolite Human Endogenous Metabolite
References	[1]. Metabolic engineering of Klebsiella pneumoniae for the production of cis,cis-muconic acid. Appl Microbiol Biotechnol. 2015;99(12):5217-5225. [2]. Characterization of a non-phosphotransferase system for cis,cis-muconic acid production in Corynebacterium glutamicum. Biochem Biophys Res Commun. 2018;499(2):279-284.
Additional Infomation	Cis,cis-muconic acid is the cis,cis-isomer of muconic acid. It is produced during the degradation of chlorobenzene by bacteria like Bacillus. It has a role as a bacterial xenobiotic metabolite. It is a conjugate acid of a (2Z,4Z)-5-carboxypenta-2,4-dienoate. cis,cis-Muconic acid has been reported in Rhodococcus erythropolis and Plakortis simplex with data available. See also: cis,cis-Muconate (annotation moved to).

Solubility Data

Solubility (In Vitro)

DMSO :~250 mg/mL (~1759.20 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (14.64 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (14.64 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (14.64 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	7.0368 mL	35.1840 mL	70.3680 mL
	5 mM	1.4074 mL	7.0368 mL	14.0736 mL
	10 mM	0.7037 mL	3.5184 mL	7.0368 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.