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A2181 Sigma-Aldrich

Acetyl coenzyme A lithium salt

≥93% (HPLC)

Synonym: Acetyl-CoA, Acetyl-S-CoA Li3

  • CAS Number 32140-51-5

  • Empirical Formula (Hill Notation) C23H38N7O17P3S · xLi+

  • Molecular Weight 809.57 (free acid basis)

  •  MDL number MFCD00167406

  •  PubChem Substance ID 24890633

  •  NACRES NA.51

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Coenzyme A and Other Acyl Transfer Reagents, Cofactors, Core Bioreagents,
Quality Level   300
assay   ≥93% (HPLC)
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
Gene Information   human ... CHAT(1103), HAT1(8520), KAT2A(2648), KAT2B(8850), KAT5(10524)
mouse ... HAT1(107435), KAT2A(14534), KAT2B(18519), KAT5(81601)
rat ... HAT1(296501), KAT2A(303539), KAT2B(301164), KAT5(192218)

Description

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

1, 5 mg in glass bottle

10, 25, 100 mg in poly 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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Single- & multi-channel pipettes from BRAND
Protocols & Articles

Articles

Mitochondrial Dysfunction and Metabolic Defects

Defects in mitochondrial function are associated with insulin resistance in both human and animal studies. Insulin resistance is associated with a decrease in the number, oxidative capacity, size, an...
Keywords: Acetylations, Apoptosis, Biofiles, Cancer, Carboxylations, Catalog, Catalysis, Citric Acid Cycle, Decarboxylations, Degradations, Diabetes, Enzyme-linked immunosorbent assay, Glycolysis, Immunofluorescence, Immunohistochemistry, Lipid Metabolism, Metabolism, Metabolites, Neurotransmitters, Obesity, Oxidations, Phosphorylations, Physiological Processes, Protocols, Transcription, Transduction, Transfection, Western blot

Pyruvate Transformations

Depending on the environmental conditions, e.g. whether oxygen is present or not, pyruvate, a product of glucose metabolism, can undergo different biotransformations as shown in Figure 2. Under reduc...
BioFiles 2007, 2.6, 10.
Keywords: Anaerobic, Biofiles, Catalysis, Environmental, Metabolism

The Krebs cycle — harnessing chemical energy for cellular respiration

The tricarboxylic acid (TCA) cycle, also known as the Krebs or citric acid cycle, is the main source of energy for cells and an important part of aerobic respiration. The cycle harnesses the availabl...
Keywords: Addition reactions, Aerobic, Biochemistry, Catalysis, Citric Acid Cycle, Decarboxylations, Dehydration reaction, Diseases, Enzyme activity, Glycolysis, Hydration reaction, Lipid Metabolism, Mass spectrometry, Metabolism, Metabolites, Metabolomics, Oxidations, Phosphorylations, Respiration

Peer-Reviewed Papers
15

References

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