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S1129

Sigma-Aldrich

Succinyl coenzyme A sodium salt

≥85%

Synonyme(s) :

Succinyl CoA sodium salt

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About This Item

Formule empirique (notation de Hill):
C25H40N7O19P3S
Numéro CAS:
Poids moléculaire :
867.61
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Pureté

≥85%

Forme

powder

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

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)

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Marc Schürmann et al.
Acta crystallographica. Section D, Biological crystallography, 71(Pt 6), 1360-1372 (2015-06-10)
3-Sulfinopropionyl-coenzyme A (3SP-CoA) desulfinase (AcdDPN7; EC 3.13.1.4) was identified during investigation of the 3,3'-dithiodipropionic acid (DTDP) catabolic pathway in the betaproteobacterium Advenella mimigardefordensis strain DPN7(T). DTDP is an organic disulfide and a precursor for the synthesis of polythioesters (PTEs) in
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
Comprehensive analysis of the lysine succinylome and protein co-modifications in developing rice seeds
Meng X, et al.
Molecular and Cellular Proteomics, mcp-RA119 (2019)
Generation of succinyl-coenzyme A in photosynthetic bacteria
Beatty J T and Gest H
Archives of Microbiology, 129, 335-340 (1981)
Koen W A van Grinsven et al.
Molecular and biochemical parasitology, 164(1), 74-79 (2008-12-24)
Fasciola hepatica contains anaerobically functioning mitochondria that produce acetate and propionate, the main endproducts excreted by this parasite. The final reactions in the pathways leading to these endproducts are performed by acetate:succinate CoA-transferase (ASCT) and propionate:succinate CoA-transferase (PSCT), respectively. The

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