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Key Documents

C3144

Sigma-Aldrich

Coenzyme A sodium salt hydrate

cofactor for acyl transfer

Synonym(s):

CoA Na2

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About This Item

Empirical Formula (Hill Notation):
C21H36N7O16P3S · xNa+ · yH2O
CAS Number:
Molecular Weight:
767.53 (anhydrous free acid basis)
EC Number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

description

cofactor for acyl transfer

Assay

≥85% (spectrophotometric assay)

form

powder

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

[Na+].CC(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)C(O)C(=O)NCCC(=O)NCCS

InChI key

SYTRWOCXZXQBPW-CLVRNSBASA-M

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General description

Coenzyme A (CoA) is an essential cofactor in living systems and is synthesized from pantothenic acid (vitamin B5), The CoA levels in mitochondria and peroxisomes correspond to 2-5 mM and 0.7 mM, respectively. Cytosolic CoA is in the range of 0.05 mM to 0.14 mM

Application

Coenzyme A is suitable for use in:
  • gylcerolipid biosynthesis in porcine adipose tissue
  • an assay to measure the level of Alpha-methylacyl-CoA racemase (AMACR) in human blood samples using a nanoparticle electrochemical biosensor
  • chloramphenicol acetyltransferase (CAT) assay
  • the synthesis of palmitoyl-CoA, which is required for palmitoylation and activation of proteins for regulated membrane fusion

Biochem/physiol Actions

Coenzyme A (CoA, CoASH, HSCoA) is a coenzyme that facilitates enzymatic acyl-group transfer reactions and supports the synthesis and oxidation of fatty acids. CoA is involved in the mechanisms of a wide variety of enzymes. In the presence of CoASH, organic carboxylic acids form acyl-CoA thioesters, which facilitates enzyme recognition. The acyl-CoA formed from xenobiotic carboxylic acids can add to the compound′s toxicity, which can lead to cellular metabolic dysfunction. It is involved in the oxidation of pyruvate in the Kreb′s cycle. CoA is needed for metabolic events. The bacterial CoA pathway is targeted for antimicrobial development. It mediates acyl group transfer and carbonyl activation. The CoA and its thioester levels are crucial for cellular homeostasis. CoA is also involved in regulating platelet aggregation and vasoconstriction. It acts as an essential cofactor in enzymatic acetyl transfer reactions.

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’.

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Signalling functions of coenzyme A and its derivatives in mammalian cells
Davaapil H, et al.
Biochemical Society Transactions, 42(4), 1056-1062 (2014)
Christoph Matti et al.
Frontiers in immunology, 11, 720-720 (2020-05-12)
Chemokines are essential for guiding cell migration. Atypical chemokine receptors (ACKRs) contribute to the cell migration process by binding, internalizing and degrading local chemokines, which enables the formation of confined gradients. ACKRs are heptahelical membrane spanning molecules structurally related to
Biosynthesis of pantothenic acid and coenzyme A
LEONARDI R and JACKOWSKI S
Ecosal plus, 2(2) (2007)
E P Brass
Chemico-biological interactions, 90(3), 203-214 (1994-03-01)
Coenzyme A (CoASH) has a clearly defined role as a cofactor for a number of oxidative and biosynthetic reactions in intermediary metabolism. Formation of acyl-CoA thioesters from organic carboxylic acids activates the acid for further biotransformation reactions and facilitates enzyme
Po-Yuan Lin et al.
Biosensors, 2(4), 377-387 (2012-01-01)
Although still commonly used in clinical practice to screen and diagnose prostate cancer, there are numerous weaknesses of prostate-specific antigen (PSA) testing, including lack of specificity and the inability to distinguish between aggressive and indolent cancers. A promising prostate cancer

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