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Key Documents

M4263

Sigma-Aldrich

Malonyl coenzyme A lithium salt

≥90% (HPLC)

Synonyme(s) :

Malonyl CoA lithium salt

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About This Item

Formule empirique (notation de Hill):
C24H38N7O19P3S · xLi+
Numéro CAS:
Poids moléculaire :
853.58 (free acid basis)
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Pureté

≥90% (HPLC)

Solubilité

H2O: soluble 50 mg/mL protein, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

[Li].CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)n2cnc3c(N)ncnc23)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O

InChI

1S/C24H38N7O19P3S.Li/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31;/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41);

Clé InChI

OPIJLICRFQMMJH-UHFFFAOYSA-N

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Application

Malonyl coenzyme A lithium salt has been used:
  • in Krebs Ringer bicarbonate medium for preincubation of trypsinized and re-suspended fibroblast for fatty acid oxidation assay
  • in HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid) buffer used for scintillation proximity assay for fatty acid synthase
  • as an internal standard in the reaction mixture used for succinyl-CoA ligase assay

Actions biochimiques/physiologiques

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Malonyl Coenzyme A is a coenzyme A derivative that is utilized in fatty acid and polyketide synthesis and in the transport of α-ketoglutarate across the mitochondrial membrane. Malonyl CoA is formed by the Acetyl CoA Carboxylase-mediated carboxylation of acetyl CoA. Malonyl-CoA is exclusively used as the extender unit in the synthesis of bacterial aromatic polyketides.
Malonyl coenzyme A is a coenzyme A derivative that is utilized in fatty acid and polyketide synthesis and in the transport of α-ketoglutarate across the mitochondrial membrane. Malonyl CoA is formed by the Acetyl CoA Carboxylase-mediated carboxylation of acetyl CoA. Metabolism of glucose also yields malonyl coenzyme A. It allosterically blocks the action of carnitine palmitoyltransferase 1, which affects the transfer of long chain fatty acids into mitochondria. Inactivation of fatty acid synthase results in excess malonyl coenzyme A which leads to anorexia.

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

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Characterization of fatty acid synthase activity using scintillation proximity
Weiss DR and Glickman JF
Assay and Drug Development Technologies, 1(1-2), 161-166 (2003)
Succinyl-CoA synthetase (SUCLA2) deficiency in two siblings with impaired activity of other mitochondrial oxidative enzymes in skeletal muscle without mitochondrial DNA depletion
Huang X, et al.
Molecular Genetics and Metabolism, 120(3), 213-222 (2017)
Gary D Lopaschuk et al.
Pharmacological reviews, 62(2), 237-264 (2010-04-16)
The central nervous system mediates energy balance (energy intake and energy expenditure) in the body; the hypothalamus has a key role in this process. Recent evidence has demonstrated an important role for hypothalamic malonyl CoA in mediating energy balance. Malonyl
Principles of diabetes mellitus, 96-96 (2010)
Establishing a reference interval for measurement of flux through the mitochondrial fatty acid oxidation pathway in cultured skin fibroblasts.
Srinivas B Narayan et al.
Clinical chemistry, 51(3), 644-646 (2005-03-02)

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