Skip to Content
Merck
All Photos(7)

Documents

A2056

Sigma-Aldrich

Acetyl coenzyme A trisodium salt

≥93% (HPLC), powder

Synonym(s):

Acetyl-S- CoA, Acetyl CoA

Sign Into View Organizational & Contract Pricing
All Photos(7)

About This Item

Empirical Formula (Hill Notation):
C23H35N7O17P3S · 3Na
CAS Number:
102029-73-2
Molecular Weight:
875.52
MDL number:
MFCD00078858
UNSPSC Code:
41106305
PubChem Substance ID:
24890621
NACRES:
NA.51

Assay

≥93% (HPLC)

form

powder

solubility

H2O: 100 mg/mL

storage temp.

−20°C

SMILES string

O[C@H]1[C@](O[C@@H]([C@H]1OP(O)(O)=O)COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(C)=O)=O)=O)(O)=O)(O)=O)([H])N2C3=NC=NC(N)=C3N=C2.[3Na]

InChI

1S/C23H38N7O17P3S.Na/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;+1/p-1/t13-,16-,17-,18?,22-;/m1./s1

InChI key

HNLIOWFIXSPFEC-WLYMNMRISA-M

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)

Looking for similar products? Visit Product Comparison Guide

Application

Acetyl-CoA is an essential cofactor and carrier of acyl groups in enzymatic acetyl transfer reactions. Acetyl CoA 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 (Krebs cycle). Acetyl CoA is also a key precursor in lipid biosynthesis, and the source of all fatty acid carbons. Acetyl-CoA positively regulates the activity pyruvate carboxylase. Acetyl CoA 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.
An essential cofactor in enzymatic acetyl transfer reactions.

Biochem/physiol Actions

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.

Preparation Note

Prepared enzymatically

Other Notes

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Whitney R Luebben et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(45), 19254-19259 (2010-10-27)
Histone posttranslational modifications and chromatin dynamics are inextricably linked to eukaryotic gene expression. Among the many modifications that have been characterized, histone tail acetylation is most strongly correlated with transcriptional activation. In Metazoa, promoters of transcriptionally active genes are generally
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
Shakur Mohibi et al.
Molecular and cellular biology, 36(19), 2487-2502 (2016-07-13)
Alteration/deficiency in activation 3 (ADA3) is an essential component of specific histone acetyltransferase (HAT) complexes. We have previously shown that ADA3 is required for establishing global histone acetylation patterns and for normal cell cycle progression (S. Mohibi et al., J
Carla Angulo-Rojo et al.
ASN neuro, 5(5), e00130-e00130 (2013-11-30)
The Notch pathway is a highly conserved signaling system essential for modulating neurogenesis and promoting astrogenesis. Similarly, the cAMP signaling cascade can promote astrocytic commitment in several cell culture models, such as the C6 glioma cell line. These cells have
View All Related Papers

Articles

Glutamine Metabolism is Dysregulated in Many Cancer Cells

This is an article about how proliferatively active cells require both a source of carbon and of nitrogen for the synthesis of macromolecules. Although a large proportion of tumor cells utilize aerobic glycolysis and shunt metabolites away from mitochondrial oxidative phosphorylation, many tumor cells exhibit increased mitochondrial activity.

The Krebs cycle — harnessing chemical energy for cellular respiration

Get to know the Tricarboxylic acid (TCA) cycle to better inform your research in biochemistry, metabolomics, or related fields concerned with this metabolic pathway and its enzymes, by-products, or intermediates.

Fatty Acid Synthesis and Metabolism in Cancer Cells

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

Protocols

Enzymatic Assay of Chloramphenicol Acetyltransferase

Enzymatic Assay of Chloramphenicol Acetyltransferase

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service