M4263

Malonyl coenzyme A lithium salt

≥90% (HPLC)

• Synonym(s): Malonyl CoA lithium salt
• Empirical Formula (Hill Notation): C₂₄H₃₈N₇O₁₉P₃S · xLi⁺
• CAS Number: 108347-84-8
• Molecular Weight: 853.58 (free acid basis)
• UNSPSC Code: 41106305
• PubChem Substance ID: 24896812
• NACRES: NA.51

Properties

• assay: ≥90% (HPLC)
• solubility: H₂O: soluble 50 mg/mL protein, clear, colorless
• storage temp.: −20°C
• SMILES string: [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);
• InChI key: OPIJLICRFQMMJH-UHFFFAOYSA-N

Description

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

Biochem/physiol Actions

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)