6244-92-4

Basic information

• Product Name: LAUROYL COENZYME A
• Synonyms: N-DODECANOYL COENZYME A;LAUROYL COENZYME A;lauroyl coenzyme A monohydrate;[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[(3R)-3-[2-(2-dodecanoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid;Lauroyl-CoA;coenzyme A lauroyl derivative, monohydrate
• CAS NO: 6244-92-4
• Molecular Formula: C33H58N7O17P3S
• Molecular Weight: 949.84
• Mol File: 6244-92-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.62 g/cm³
• Refractive Index: 1.65
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: LAUROYL COENZYME A(CAS DataBase Reference)
• NIST Chemistry Reference: LAUROYL COENZYME A(6244-92-4)
• EPA Substance Registry System: LAUROYL COENZYME A(6244-92-4)

Safety Data

• Hazardous Substances Data: 6244-92-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A medium-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of lauric (dodecanoic) acid.

InChI:InChI=1/C33H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26-,27-,28+,32-/m1/s1

Upstream product

• 143-07-7 lauric acid 
• 900498-43-3 coenzyme A 

Downstream Products

• 81017-03-0 4-OH-6-UP 

Relevant articles and documents

Enzymatic and genetic characterization of firefly luciferase and Drosophila CG6178 as a fatty acyl-Coa synthetase

Recently we found that firefly luciferase is a bifunctional enzyme, catalyzing not only the luminescence reaction but also long-chain fatty acyl-CoA synthesis. Further, the gene product of CG6178 (CG6178), an ortholog of firefly luciferase in Drosophila melanogaster, was found to be a long-chain fatty acyl-CoA synthetase and dose not function as a luciferase. We investigated the substrate specificities of firefly luciferase and CG6178 as an acyl-CoA synthetase utilizing a series of carboxylic acids. The results indicate that these enzymes synthesize acyl-CoA efficiently from various saturated medium-chain fatty acids. Lauric acid is the most suitable substrate for these enzymes, and the product of lauroyl CoA was identified with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Phylogenetic analysis indicated that firefly luciferase and CG6178 genes belong to the group of plant 4-coumarate:CoA ligases, and not to the group of medium- and long-chain fatty acyl-CoA synthetases in mammals. These results suggest that insects have a novel type of fatty acyl-CoA synthetase.