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Merck
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Documenti fondamentali

C2643

Sigma-Aldrich

Coenzyme A, oxidized lithium salt

≥85%

Sinonimo/i:

CoA-S-S-CoA

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About This Item

Formula empirica (notazione di Hill):
C42H70N14O32P6S2 · xLi+
Numero CAS:
31664-36-5
Peso molecolare:
1533.05 (free acid basis)
Codice UNSPSC:
41106305
ID PubChem:
24892510
NACRES:
NA.51

Livello qualitativo

200

Saggio

≥85%

Stato

solid

Temperatura di conservazione

−20°C

Stringa SMILE

[P](=O)(O[P](=O)(OCC([C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(CO[P](=O)(O[P](=O)(OC[C@H]4O[C@H]([C@@H]([C@@H]4O[P](=O)(O)O)O)[n]5c6ncnc(c6nc5)N)O)O)(C)C)(C)C)O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O[P](=O)(O)O)O)[n]2c3ncnc(c3nc2)N)O

InChI

1S/C42H70N14O32P6S2/c1-41(2,15-81-93(75,76)87-91(71,72)79-13-21-29(85-89(65,66)67)27(59)39(83-21)55-19-53-25-33(43)49-17-51-35(25)55)31(61)37(63)47-7-5-23(57)45-9-11-95-96-12-10-46-24(58)6-8-48-38(64)32(62)42(3,4)16-82-94(77,78)88-92(73,74)80-14-22-30(86-90(68,69)70)28(60)40(84-22)56-20-54-26-34(44)50-18-52-36(26)56/h17-22,27-32,39-40,59-62H,5-16H2,1-4H3,(H,45,57)(H,46,58)(H,47,63)(H,48,64)(H,71,72)(H,73,74)(H,75,76)(H,77,78)(H2,43,49,51)(H2,44,50,52)(H2,65,66,67)(H2,68,69,70)/t21-,22-,27-,28-,29-,30-,31+,32+,39-,40-/m1/s1
YAISMNQCMHVVLO-ODFVJXNFSA-N

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Categorie correlate

Descrizione generale

Coenzyme A (CoA) is a ubiquitous cofactor present in all living organisms. It is synthesized by the enzymatic conjugation of cysteine, pantothenate (Vitamin B5), and adenosine triphosphate (ATP).

Applicazioni

Coenzyme A oxidized lithium salt has been used in the preparation of the coenzyme A persulfide (CoASSH) standard to quantify the CoASSH in Staphylococcus aureus strains by tandem mass spectrometry.

Azioni biochim/fisiol

Coenzyme A (CoA) plays a role as an acyl-group carrier and carbonyl activator in several biochemical reactions like the tricarboxylic acid cycle and fatty acid metabolism. It acts as a co-factor for several enzymes and is involved in several reactions in intermediary metabolism. CoA contains a thiol group that enables it to take part in several biochemical reactions. Oxidized CoA may be used to study reduction systems (CoA disulfide reductase (CoADR) systems) that regenerate reduced CoA in vivo. Furthermore, oxidized CoA may be used to study the unique functions of this molecule in vivo.

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H315,H318

Classi di pericolo

Eye Dam. 1 - Skin Irrit. 2

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000368676
0000368676
SLCM7634
SLBF5065V
SLBF5065

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Acetil coenzima A ≥93% (HPLC)

Sigma-Aldrich

A2181

Acetil coenzima A

Acetil coenzima A 85% (Enzymatic and Absorbance), 2% (lithium)

Roche

ACOA-RO

Acetil coenzima A

H F Gilbert et al.
The Journal of biological chemistry, 256(4), 1782-1785 (1981-02-25)
The time-dependent inactivation of hydroxymethylglutaryl-CoA reductase from yeast by solutions of hydroxymethylglutaryl-CoA and CoASH is due to the rapid inactivation of the enzyme by oxidized CoA (CoA disulfide) present at trace levels in solutions of hydroxymethylglutaryl-CoA and CoASH. Solutions of
V M Avakumov et al.
Eksperimental'naia i klinicheskaia farmakologiia, 56(1), 42-44 (1993-01-01)
Coenzyme A disulfide (CoA disulfide) was pharmacologically studied. It has been found to normalize lipid and carbohydrate metabolism when given in a dose of 2 mg/kg, i.m., in diverse liver dysfunctions. It possesses an antihypoxic action under hemic and histotoxic
Charles S Hummel et al.
FEMS microbiology letters, 252(2), 229-234 (2005-10-11)
Physiologically significant levels of intracellular coenzyme A were identified in Pyrococcus furiosus, Thermococcus litoralis, and Sulfolobus solfataricus, suggesting a role for CoA as an important low molecular mass thiol in the thermophilic Archaea. In P. furiosus, cells grown in the
Julie A Boylan et al.
Molecular microbiology, 59(2), 475-486 (2006-01-05)
The cellular responses of Borrelia burgdorferiTo reactive oxygen species (ROS) encountered during the different stages of its infective cycle are poorly understood. Few enzymes responsible for protecting proteins, DNA/RNA and lipids from damage by ROS have been identified and characterized.
S B delCardayre et al.
The Journal of biological chemistry, 273(10), 5744-5751 (1998-04-16)
The human pathogen Staphylococcus aureus does not utilize the glutathione thiol/disulfide redox system employed by eukaryotes and many bacteria. Instead, this organism produces CoA as its major low molecular weight thiol. We report the identification and purification of the disulfide
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