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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

Quality Level

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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David F Fischer et al.
Methods in molecular biology (Clifton, N.J.), 289, 303-314 (2004-10-27)
Protocols to study the regulation of a conserved multigene family (SPRR genes) during calcium-induced differentiation of cultured normal human keratinocytes (NHKs) are provided. Transfection of promoter-reporter (CAT or luciferase) constructs, combined with promoter truncation, can be used to study the
D C Rule et al.
Journal of animal science, 67(2), 364-373 (1989-02-01)
To compare genetic differences in glycerolipid biosynthesis, rates were determined in s.c. adipose tissue of lean and obese pigs at 28, 60 and 110 d of age. To compare depot-specific differences, glycerolipid biosynthetic rates were determined in outer s.c., middle
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
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

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