Merck
All Photos(5)

A2181

Sigma-Aldrich

Acetyl coenzyme A lithium salt

≥93% (HPLC)

Synonym(s):
Acetyl-CoA, Acetyl-S-CoA Li3
Empirical Formula (Hill Notation):
C23H38N7O17P3S · xLi+
CAS Number:
Molecular Weight:
809.57 (free acid basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥93% (HPLC)

form

powder

solubility

H2O: soluble 100 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)([O-])=O)n2cnc3c(N)ncnc23

InChI

1S/C23H38N7O17P3S.3Li/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30;;;/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38);;;/q;3*+1/p-3/t13-,16-,17-,18+,22-;;;/m1.../s1

InChI key

FTRFBNATWBKIQU-JHJDYNLLSA-K

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Application

Acetyl coenzyme A is suitable in CAT reporter assay for the measurement of chloramphenicol acetyltransferase by incubating the cell extract with 0.1 μCi [14C] chloramphenicol and 0.5mM acetyl-CoA.
An essential cofactor in enzymatic acetyl transfer reactions.

Packaging

10, 25, 100 mg in poly bottle
1, 5 mg in glass bottle

Biochem/physiol Actions

Alterations in the gene encoding acetyl-CoA have been linked to Alzheimer′s disease and mild cognitive impairment. Defects in the gene cause myasthenic syndrome associated with episodic apnea.
Acetyl-CoA is an essential cofactor and carrier of acyl groups in enzymatic acetyl transfer reactions. It is formed either by the oxidative decarboxylation of pyruvate in mitochondria, by the oxidation of long-chain fatty acids, or by the oxidative degradation of certain amino acids. Acetyl-CoA is the starting compound for the citric acid cycle (Kreb′s cycle). It is also a key precursor in lipid biosynthesis, and the source of all fatty acid carbons. Acetyl-CoA positively regulates the activity pyruvate carboxylase. It is a precursor of the neurotransmitter acetylcholine. Histone acetylases (HAT) use Acetyl-CoA as the donor for the acetyl group use in the post-translational acetylation reactions of histone and non-histone proteins.

Physical properties

This moisture-sensitive powder should be stored desiccated at −20°C.

Preparation Note

Prepared enzymatically

Reconstitution

Acetyl CoA is soluble in deionized water at 100 mg/mL. Acetyl CoA is stable in neutral and moderately acidic solutions but will hydrolyze in alkaline and strongly acidic solutions. Aqueous solutions stored in single-use aliquots are stable for up to two weeks at −20°C and up to 6 months at −80°C.

Other Notes

For more more technical information and a complete list of Coenzyme A deriviatives visit the Acyl Transfer Reagents Resource.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Product Information Sheet

More Documents

Quotes and Ordering

Devis Sinani et al.
Journal of virology, 85(23), 12124-12133 (2011-09-23)
Bovine herpesvirus 1 (BHV-1) infection induces clinical symptoms in the upper respiratory tract, inhibits immune responses, and can result in life-threatening secondary bacterial infections. Following acute infection, BHV-1 establishes latency in sensory neurons within trigeminal ganglia. Periodically, reactivation from latency
Simone Kraner et al.
Archives of neurology, 60(5), 761-763 (2003-05-21)
The syndrome of congenital myasthenia with episodic apnea (CMS-EA) was previously found to be due to mutations in the choline acetyltransferase gene (CHAT). To identify the mutations underlying CMS-EA in a Turkish multiplex family. Direct sequencing of the CHAT gene.
Prabhjot Singh et al.
Protein and peptide letters, 18(5), 507-517 (2011-01-18)
The distinct biochemical function of endoplasmic reticulum (ER) protein Calreticulin (CR) catalyzing the transfer of acyl group from acyloxycoumarin to a receptor protein was termed calreticulin transacylase (CRTAase). The present study, unlike the previous reports of others utilizing CR-deficient cells
Juliette Adjo Aka et al.
Handbook of experimental pharmacology, 206, 1-12 (2011-09-01)
Lysine (K) acetylation refers to transfer of the acetyl moiety from acetyl-CoA to the ε-amino group of a lysine residue. This is posttranslational and reversible, with its level dynamically maintained by lysine acetyltransferases (KATs) and deacetylases (KDACs). Traditionally, eukaryotic KDACs
Swetha Vijayaraghavan et al.
PloS one, 8(6), e65936-e65936 (2013-07-11)
Acetylcholine (ACh), the classical neurotransmitter, also affects a variety of nonexcitable cells, such as endothelia, microglia, astrocytes and lymphocytes in both the nervous system and secondary lymphoid organs. Most of these cells are very distant from cholinergic synapses. The action

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