Coenzyme A Chemical Properties

Density 

1.96±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

PBS (pH 7.2): 10 mg/ml

form 

A crystalline solid

pka

9.6 (thiol); pK 6.4 (secondary phosphate); pK 4.0 (adenine NH3+)

color 

White to light yellow

Merck 

13,2491

BRN 

77809

InChI

InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1

InChIKey

RGJOEKWQDUBAIZ-IBOSZNHHSA-N

SMILES

SCCNC(=O)CCNC(=O)[C@@H](C(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1OP(=O)(O)O)(C)C)O

LogP

-4.358 (est)

EPA Substance Registry System

Coenzyme A (85-61-0)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

F 

1-10

TSCA 

Yes

HS Code 

2933299090

MSDS

• Language:English Provider:CoA
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Coenzyme A Usage And Synthesis

Description

Coenzyme A (CoA) is an essential cofactor functioning as an acyl group carrier and carbonyl-activating group for the citric acid cycle and fatty acid metabolism. About 4% of cellular enzymes utilize CoA as a substrate. It is synthesized from pantothenic acid in a 5-step process that requires ATP. The pantothenate kinase step of the CoA biosynthetic pathway has been identified as a target for the development of antibacterial compounds.

Chemical Properties

yellowish lyophilisate

Uses

A hydrated form of Coenzyme A (CoA) is a useful biochemical research chemical, used in the preparation of high-yielding cell-free protein synthesis platforms.

Uses

Coenzyme A hydrate has been used in the thiolase enzyme assay of recombinant acetoacetyl-CoA thiolase (rACAT) in Clonorchis sinensis. It may be used as a reference standard in Raman spectra measurements.

Definition

ChEBI: Coenzyme A is a thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit. It has a role as an Escherichia coli metabolite, a mouse metabolite and a coenzyme. It is functionally related to an ADP. It is a conjugate acid of a coenzyme A(4-).

General Description

Coenzyme A (CoA) is a cofactor with a molecular weight of 797 Da. Its biological structure is formed from pantothenic acid (vitamin B5), cysteine and adenosine triphosphate through an evolutionarily conserved pathway. CoA is primarily involved in cellular oxidative pathways, including fatty acid beta-oxidation, carbohydrate, amino acid oxidation, and the Krebs cycle; as well as in lipid synthesis, protein modification, and membrane transport. CoA serves as a carrier for the activation of acyl groups, which can be transferred to amides, esters, or acid anhydrides. CoA can also be regulate a variety of metabolic processes at different levels as substrates, allosteric regulators, and through post-translational modifications of histones and other non-histone proteins. It is an essential cofactor in all organisms.

Biochem/physiol Actions

Coenzyme A is a cofactor involved in acyl group transfer. It is essential for carbohydrate, lipid and protein metabolism. Coenzyme A acts as a cofactor for vitamin B coenzymes.

Purification Methods

The white powder is best stored in an inert atmosphere in the dark in sealed ampoules after drying in vacuo over P2O5 at 34o. It has UV: max 259 nm ( 16,800) in H2O. [Buyske et al. J Am Chem Soc 76 3575 1954.] It is soluble in H2O but insoluble in EtOH, Et2O and M2CO. It is readily oxidised in air and is best kept as the more stable trilithium salt [Moffat & Khorana J Am Chem Soc 83 663 1961; see also Beinert et al. J Biol Chem 200 384 1953, De Vries et al. J Am Chem Soc 72 4838 1950, Gregory et al. J Am Chem Soc 74 854 1952 and Baddiley Adv Enzymol 16 1 1955]. [Beilstein 26 III/IV 3663.]

Coenzyme A(85-61-0)Related Product Information

• Coenzyme Q10
• SUCCINYL COENZYME A SODIUM SALT
• COENZYME
• COENZYME A TRILITHIUM SALT
• ACETYL COENZYME A (C2:0) LITHIUM
• Acetyl coenzyme A sodium salt
• Cocarboxylase
• D-Biotin
• NADH, disodium salt
• NAD+
• COENZYME Q9
• LAUROYL COENZYME A C12:0 LITHIUM SALT,N-DODECANOYL COENZYME A LITHIUM SALT
• NADP, Disodium Salt
• Nadph tetrasodium salt
• MALONYL COENZYME A TETRALITHIUM SALT
• 2,3-Dimethoxy-5-methyl-p-benzoquinone
• COENZYME A SODIUM SALT
• N-DECANOYL COENZYME A (C10:0)