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Safety Information

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

Quality Level

200

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

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.

JAN Code

C4282-100MG:
C4282-BULK:
C4282-VAR:
C4282-10MG:
C4282-25MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000399945
0000394600
0000393457
0000391260
0000381886

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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
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
Haruyuki Atomi et al.
Biochemical Society transactions, 41(1), 427-431 (2013-01-30)
CoA is a ubiquitous molecule in all three domains of life and is involved in various metabolic pathways. The enzymes and reactions involved in CoA biosynthesis in eukaryotes and bacteria have been identified. By contrast, the proteins/genes involved in CoA
John C Newman et al.
The Journal of biological chemistry, 287(51), 42436-42443 (2012-10-23)
The sirtuins are a family of NAD(+)-dependent protein deacetylases that regulate cell survival, metabolism, and longevity. Three sirtuins, SIRT3-5, localize to mitochondria. Expression of SIRT3 is selectively activated during fasting and calorie restriction. SIRT3 regulates the acetylation level and enzymatic
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