Coenzyme A

Title: Coenzyme A
CAS Registry Number: 85-61-0
Additional Names: CoA
Molecular Formula: C21H36N7O16P3S
Molecular Weight: 767.53
Percent Composition: C 32.86%, H 4.73%, N 12.77%, O 33.35%, P 12.11%, S 4.18%
Literature References: An essential cofactor in enzymatic acetyl transfer reactions. Synthesized in cells from pantothenate, ATP and cysteine. Found ubiquitously in mammalian cells. Isoln from animal sources: Lipmann et al., J. Biol. Chem. 167, 869 (1947); 186, 235 (1950). Many microorganisms contain large amounts of the coenzyme. Isoln from Streptomyces fradiae: Kaplan, Lipmann, ibid. 174, 37 (1948). Purifications: De Vries et al., J. Am. Chem. Soc. 72, 4838 (1950); Gregory et al., ibid. 74, 854 (1952). Structure: Baddiley et al., Nature 171, 76 (1953). Total synthesis: Moffatt, Khorana, J. Am. Chem. Soc. 81, 1265 (1959); 83, 663 (1961); Shimizu et al., Chem. Pharm. Bull. 13, 1142 (1965). Reviews: Lipmann, Bacteriol. Rev. 17, 1-16 (1953); Baddiley, Adv. Enzymol. 16, 1 (1955); Jaenicke, Lynen in The Enzymes vol. 3, P. D. Boyer et al., Eds. (Academic Press, New York, 2nd ed., 1960) pp 3-103. Review of metabolism: J. D. Robishaw, J. R. Neely, Am. J. Physiol. 248, E1-E9 (1985); of clinical evaluations in hyperlipoproteinemia: A. Perin, G. Fraticelli, Int. J. Tissue React. 13, 111-114 (1991); of biochemical role in cellular toxicity: E. P. Brass, Chem. Biol. Interact. 90, 203-214 (1994).
Properties: White powder; characteristic thiol odor. May be dried in vacuo over phosphorus pentoxide at 34°. uv max: 259.5 nm (e 16800). Fairly strong acid. pK 9.6 (thiol); pK 6.4 (secondary phosphate); pK 4.0 (adenine NH3+). Soluble in water. Practically insol in ethanol, ether, acetone. Pure dry coenzyme is best stored in evacuated ampuls at room temp. Readily oxidized by air to the catalytically inactive disulfide.
pKa: pK 9.6 (thiol); pK 6.4 (secondary phosphate); pK 4.0 (adenine NH3+)
Absorption maximum: uv max: 259.5 nm (e 16800)
Coffee Oil Coffee, Green Coherin Colchiceine Colchicum Corm

Coenzyme A
Coenzym A.svg
CAS number 85-61-0 YesY
PubChem 6816
ChemSpider 6557 YesY
DrugBank DB01992
KEGG C00010 YesY
MeSH Coenzyme+A
Jmol-3D images Image 1
Molecular formula C21H36N7O16P3S
Molar mass 767.535
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. All genomes sequenced to date encode enzymes that use coenzyme A as a substrate, and around 4% of cellular enzymes use it (or a thioester, such as acetyl-CoA) as a substrate. In humans, CoA biosynthesis requires cysteamine, pantothenate, and adenosine triphosphate.[1]