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Merck

C2643

Coenzyme A, oxidized lithium salt

≥85%

Sinónimos:

CoA-S-S-CoA

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About This Item

Fórmula empírica (notación de Hill):
C42H70N14O32P6S2 · xLi+
Número CAS:
31664-36-5
Peso molecular:
1533.05 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24892510
NACRES:
NA.51

Nombre del producto

Coenzyme A, oxidized lithium salt, ≥85%

SMILES string

[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

InChI key

YAISMNQCMHVVLO-ODFVJXNFSA-N

assay

≥85%

form

solid

storage temp.

−20°C

Quality Level

200

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Categorías relacionadas

Application

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.

Biochem/physiol Actions

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.

General description

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).

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H315,H318

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Clase de almacenamiento

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000368676
0000368676
SLCM7634
SLBF5065V
SLBF5065

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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.
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
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
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
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