Linoleoyl-CoA
Linoleoyl-CoA (Linoleoyl Coenzyme A) is a long-chain acyl-CoA ester formed from linoleic acid and coenzyme A. Linoleoyl-CoA serves as a key activated fatty acid intermediate involved in lipid biosynthesis, fatty acid β-oxidation and the regulation of cellular metabolism. Elevated levels of Linoleoyl-CoA in skeletal muscle correlate with increased lipid availability, insulin resistance and metabolic dysregulation and can be used for activity assays of acyl-CoA synthetases, acyltransferases and fatty acid metabolic enzymes.
For research use only. We do not sell to patients.
- CAS No.: 6709-57-5
- Formula: C39H66N7O17P3S
- Molecular Weight:1029.96
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
Linoleoyl-CoA (Linoleoyl Coenzyme A) (0-200 μM; 15-30 min) as the donor substrate results in sn-glycerol-3-phosphate acyltransferase activity that is 6-fold higher in neonatal rabbit skeletal muscle sarcoplasmic reticulum (1.4 nmol 18:2/min per mg) than in adult rabbit skeletal muscle sarcoplasmic reticulum (0.22 nmol 18:2/min per mg), with identical Km values for glycerol 3-phosphate (0.3 mM) and linoleoyl-CoA (75 μM) between the two membrane types[1].
Linoleoyl-CoA (0-200 μM; 15 min) as the donor substrate results in lysophosphatidylcholine acyltransferase activity that is identical in neonatal and adult rabbit skeletal muscle sarcoplasmic reticulum, with a maximum specific activity of 4-5 nmol 18:2/min per mg and identical Km values for L-α-lysophosphatidylcholine (75 μM) and linoleoyl-CoA (50-70 μM)[1].
Linoleoyl-CoA (100 μM; 15 min) as the donor substrate results in both sn-glycerol-3-phosphate acyltransferase and lysophosphatidylcholine acyltransferase activities that are higher in neonatal rabbit skeletal muscle sarcolemma (1.64 nmol 18:2/min per mg and 18.9 nmol 18:2/min per mg, respectively) than in adult rabbit skeletal muscle sarcolemma (0.22 nmol 18:2/min per mg and 8.53 nmol 18:2/min per mg, respectively)[1].
Linoleoyl-CoA (1-5 min) incubation of developing safflower seed microsomes with [1-14C] oleoyl-CoA in the presence of 3 μmol/mL NADH produces no detectable linoleoyl-CoA at 1 min, 2 min, or 5 min of incubation[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Linoleoyl-CoA content was significantly increased in red gastrocnemius muscle of male Wistar rats, alongside increases in other major LCACoA species[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 6709-57-5
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Molecular Weight 1029.96
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Formula C39H66N7O17P3S
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SMILES
NC1=NC=NC2=C1N=CN2[C@H]3[C@H](O)[C@H](OP(O)(O)=O)[C@@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O)=O)(O)=O)(O)=O)O3
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Synonyms
Linoleoyl Coenzyme A; 9(Z),12(Z)-Octadecadienoyl Coenzyme A; 9Z,12Z-Octadecadienoyl-CoA; 9Z,12Z-Octadecadienoyl-coenzyme A
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Keywords
- Linoleoyl-CoA
- 6709-57-5
- Linoleoyl Coenzyme A
- 9(Z),12(Z)-Octadecadienoyl Coenzyme A
- 9Z,12Z-Octadecadienoyl-CoA
- 9Z,12Z-Octadecadienoyl-coenzyme A
- Biochemical Assay Reagents
- Lands cycle
- 1-acyl-glycerol-3-phosphorylcholine
- insulin resistance
- sn-glycerol-3-phosphate acyltransferase
- safflower seed microsomes
- glycerolipid
- triacylglycerol
- rat skeletal muscle
- phospholipid
- red gastrocnemius muscle
- Inhibitor
- inhibitor
- inhibit