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S1129

Sigma-Aldrich

Succinyl coenzyme A sodium salt

≥85%

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Synonym(s):
Succinyl CoA sodium salt
Empirical Formula (Hill Notation):
C25H40N7O19P3S
CAS Number:
Molecular Weight:
867.61
PubChem Substance ID:

Quality Level

assay

≥85%

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Na+].[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)NCCSC(=O)CCC([O-])=O

InChI

1S/C25H40N7O19P3S/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/p-2/t13-,18-,19-,20?,24-/m1/s1

InChI key

VNOYUJKHFWYWIR-FZEDXVDRSA-L

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This Item
C4780C3144A9376
Succinyl coenzyme A sodium salt ≥85%

S1129

Succinyl coenzyme A sodium salt

Coenzyme A sodium salt hydrate BioReagent, suitable for cell culture

C4780

Coenzyme A sodium salt hydrate

Coenzyme A sodium salt hydrate cofactor for acyl transfer

C3144

Coenzyme A sodium salt hydrate

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear, colorless

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

Succinyl coenzyme A sodium salt has been used:
  • for the nonenzymatic succinylation of lysine in vitro,
  • as a substrate for adipic acid biosynthesis in recombinant E. coli
  • in isocitrate dehydrogenase (ICDH) treatment for the succinylation of proteins
  • as a substrate to study the specificity and kinetics of enzymes such as acetate:succinate CoA-transferase and 5-aminolevulinate synthase (ALA synthase)

Biochem/physiol Actions

Succinyl CoA is an intermediate in the citric acid cycle. It is formed by α-ketoglutarate dehydrogenase by the decarboxylation of α-ketoglutarate. Succinyl CoA is also formed from propionyl CoA during the β-oxidation of odd-chain fatty acids. Succinyl CoA serves as a precursor in heme synthesis. It is also required for the oxidation of ketone bodies.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Gregory A Hunter et al.
Biochimica et biophysica acta, 1814(11), 1467-1473 (2011-01-11)
Pyridoxal-5'-phosphate (PLP) is an obligatory cofactor for the homodimeric mitochondrial enzyme 5-aminolevulinate synthase (ALAS), which controls metabolic flux into the porphyrin biosynthetic pathway in animals, fungi, and the α-subclass of proteobacteria. Recent work has provided an explanation for how this
G A Hunter et al.
Cellular and molecular biology (Noisy-le-Grand, France), 55(1), 102-110 (2009-03-10)
5-Aminolevulinate synthase is a homodimeric pyridoxal 5'-phosphate-dependent enzyme that catalyzes the first step of the heme biosynthetic pathway in animals, fungi, and the alpha-subclass of the photosynthetic purple bacteria. The reaction cycle involves condensation of glycine with succinyl-coenzyme A to
Aloysius G M Tielens et al.
International journal for parasitology, 40(4), 387-397 (2010-01-21)
Formation and excretion of acetate as a metabolic end product of energy metabolism occurs in many protist and helminth parasites, such as the parasitic helminths Fasciola hepatica, Haemonchus contortus and Ascaris suum, and the protist parasites, Giardia lamblia, Entamoeba histolytica
Kana Gotoh et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1046, 195-199 (2017-02-12)
Propionic acidemia (PA) is an inherited metabolic disease caused by low activity of propionyl coenzyme A (CoA) carboxylase (PCC), which metabolizes propionyl-CoA into methylmalonyl-CoA. Although many patients with PA have been identified by tandem mass spectrometry since the test was
Xing Liu et al.
The EMBO journal, 39(11), e103285-e103285 (2020-04-18)
RLR-mediated type I IFN production plays a pivotal role in innate antiviral immune responses, where the signaling adaptor MAVS is a critical determinant. Here, we show that MAVS is a physiological substrate of SIRT5. Moreover, MAVS is succinylated upon viral

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