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MilliporeSigma

S1129

Sigma-Aldrich

Succinyl coenzyme A sodium salt

≥85%

Sinónimos:

Succinyl CoA sodium salt

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5 MG
$266.00
25 MG
$1,000.00

About This Item

Fórmula empírica (notación de Hill):
C25H40N7O19P3S
Número de CAS:
Peso molecular:
867.61
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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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

Application

Succinyl coenzyme A sodium salt has been used:
  • for the nonenzymatic succinylation of lysine in vitro[1],
  • as a substrate for adipic acid biosynthesis in recombinant E. coli [2]
  • in isocitrate dehydrogenase (ICDH) treatment for the succinylation of proteins[3]
  • 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.[4] 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.[5] 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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Suzana Savvi et al.
Journal of bacteriology, 190(11), 3886-3895 (2008-04-01)
Mycobacterium tuberculosis is predicted to subsist on alternative carbon sources during persistence within the human host. Catabolism of odd- and branched-chain fatty acids, branched-chain amino acids, and cholesterol generates propionyl-coenzyme A (CoA) as a terminal, three-carbon (C(3)) product. Propionate constitutes
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
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
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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