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Merck
CN

S1129

Sigma-Aldrich

Succinyl coenzyme A sodium salt

≥85%

Synonym(s):

Succinyl CoA sodium salt

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About This Item

Empirical Formula (Hill Notation):
C25H40N7O19P3S
CAS Number:
108347-97-3
Molecular Weight:
867.61
UNSPSC Code:
41106305
PubChem Substance ID:
24899460
NACRES:
NA.51

Key Documents

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Quality Level

200

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

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000477321
0000477321
0000472473
0000472473
0000429367

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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
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
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
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
Koen W A van Grinsven et al.
The Journal of biological chemistry, 283(3), 1411-1418 (2007-11-21)
Acetate:succinate CoA-transferases (ASCT) are acetate-producing enzymes in hydrogenosomes, anaerobically functioning mitochondria and in the aerobically functioning mitochondria of trypanosomatids. Although acetate is produced in the hydrogenosomes of a number of anaerobic microbial eukaryotes such as Trichomonas vaginalis, no acetate producing
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