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C4282

Sigma-Aldrich

Coenzyme A hydrate

≥85% (UV, HPLC)

Synonym(s):

CoA

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About This Item

Empirical Formula (Hill Notation):
C21H36N7O16P3S · xH2O
CAS Number:
85-61-0
Molecular Weight:
767.53 (anhydrous basis)
Beilstein:
77809
MDL number:
MFCD06795839
UNSPSC Code:
12352100
PubChem Substance ID:
24892684
NACRES:
NA.21

biological source

yeast

Assay

≥85% (UV, HPLC)

form

powder

functional group

phospholipid

shipped in

ambient

storage temp.

−20°C

SMILES string

O.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@@H](O)C(=O)NCCC(=O)NCCS

InChI

1S/C21H36N7O16P3S.H2O/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28;/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35);1H2/t11-,14-,15-,16+,20-;/m1./s1

InChI key

TVSAELAFGDOPKI-BLPRJPCASA-N

Application

Coenzyme A hydrate has been used in the thiolase enzyme assay of recombinant acetoacetyl-CoA thiolase (rACAT) in Clonorchis sinensis. It may be used as a reference standard in Raman spectra measurements.

Biochem/physiol Actions

Coenzyme A (CoA) is an essential metabolic cofactor synthesized from cysteine, pantothenate, and ATP. CoA plays important roles in many metabolic pathways, including the tricarboxylic acid cycle, and the synthesis and oxidation of fatty acids. One of the main functions of CoA is the carrying and transfer of acyl groups. Acylated deriviates, for example acetyl-CoA, are critical intermediates in many metabolic reactions. CoA levels can be altered during starvation, and in conditions such as cancer, diabetes, and alcoholism.

Caution

The free acid is less stable than the sodium or lithium salt; 5% decomposition may occur within 6 months when stored at −80 °C.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Francis McCoy et al.
Molecular cell, 52(3), 325-339 (2013-10-08)
Active metabolism regulates oocyte cell death via calcium/calmodulin-dependent protein kinase II (CaMKII)-mediated phosphorylation of caspase-2, but the link between metabolic activity and CaMKII is poorly understood. Here we identify coenzyme A (CoA) as the key metabolic signal that inhibits Xenopus
Takuya Ishibashi et al.
Extremophiles : life under extreme conditions, 16(6), 819-828 (2012-09-04)
We have previously reported that the majority of the archaea utilize a novel pathway for coenzyme A biosynthesis (CoA). Bacteria/eukaryotes commonly use pantothenate synthetase and pantothenate kinase to convert pantoate to 4'-phosphopantothenate. However, in the hyperthermophilic archaeon Thermococcus kodakarensis, two
Ulrike Demmer et al.
The Journal of biological chemistry, 288(9), 6363-6370 (2013-01-18)
Autotrophic members of the Sulfolobales (crenarchaeota) use the 3-hydroxypropionate/4-hydroxybutyrate cycle to assimilate CO2 into cell material. The product of the initial acetyl-CoA carboxylation with CO2, malonyl-CoA, is further reduced to malonic semialdehyde by an NADPH-dependent malonyl-CoA reductase (MCR); the enzyme
Gregory R Wagner et al.
The Journal of biological chemistry, 288(40), 29036-29045 (2013-08-16)
Alterations in mitochondrial protein acetylation are implicated in the pathophysiology of diabetes, the metabolic syndrome, mitochondrial disorders, and cancer. However, a viable mechanism responsible for the widespread acetylation in mitochondria remains unknown. Here, we demonstrate that the physiologic pH and
Rajesh K Harijan et al.
The Biochemical journal, 455(1), 119-130 (2013-08-06)
Thiolases are essential CoA-dependent enzymes in lipid metabolism. In the present study we report the crystal structures of trypanosomal and leishmanial SCP2 (sterol carrier protein, type-2)-thiolases. Trypanosomatidae cause various widespread devastating (sub)-tropical diseases, for which adequate treatment is lacking. The
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