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Merck

A2056

Acetyl coenzyme A trisodium salt

≥93% (HPLC), powder

Synonym(s):

Acetyl-S- CoA, Acetyl CoA

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About This Item

Empirical Formula (Hill Notation):
C23H35N7O17P3S · 3Na
CAS Number:
102029-73-2
Molecular Weight:
875.52
NACRES:
NA.51
PubChem Substance ID:
24890621
UNSPSC Code:
41106305
MDL number:
MFCD00078858
Form:
powder
Assay:
≥93% (HPLC)
Solubility:
H2O: 100 mg/mL

Key Documents

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InChI key

HNLIOWFIXSPFEC-WLYMNMRISA-M

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

assay

≥93% (HPLC)

form

powder

solubility

H2O: 100 mg/mL

storage temp.

−20°C

Quality Level

300

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)

Related Categories

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.
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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

A2056-10MG:4548174006108 + A2056-1MG:4548174006115 + A2056-PM: + A2056-BULK: + A2056-5MG:4548174006139 + A2056-25MG:4548174006122 + A2056-VAR: + A2056-100MG:4548174006092 + A2056-10MG-KC:

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Certificates of Analysis (COA)

Lot/Batch Number
0000276745
0000276745
SLCH4579
SLCC6459
SLBW1272

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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
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Protocols

Enzymatic Assay of Chloramphenicol Acetyltransferase

To measure chloramphenicol acetyltransferase activity, this procedure uses DTNB and coenzyme A. The reaction of DTNB with the –SH group on CoA results in a colorimetric increase at 412 nm.

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