Lauroyl-coenzyme A

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MedKoo CAT#: 598461

CAS#: 6244-92-4

Description: Lauroyl-coenzyme A functions as an acyl group carrier, acetyl-CoA. It is used as an intermediate in lipid metabolism and is involved in lipid biosynthesis and fatty acid transport.. Lauroyl CoA is a substrate for FAM34A proteins and a product of firefly luciferase.

Chemical Structure

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Lauroyl-coenzyme A
CAS# 6244-92-4
Instruction

Theoretical Analysis

MedKoo Cat#: 598461
Name: Lauroyl-coenzyme A
CAS#: 6244-92-4
Chemical Formula: C33H58N7O17P3S
Exact Mass: 949.28
Molecular Weight: 949.840
Elemental Analysis: C, 41.73; H, 6.16; N, 10.32; O, 28.63; P, 9.78; S, 3.38

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Lauroyl-coenzyme A; Dodecanoyl-coa; Lauroyl-coa; Coenzyme A, lauroyl-;

IUPAC/Chemical Name: S-(2-(3-((R)-4-(((S)-(((R)-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) dodecanethioate

InChi Key: YMCXGHLSVALICC-GMHMEAMDSA-N

InChi Code: InChI=1S/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

SMILES Code: OP(O[C@@H]1[C@@H](CO[P@@](O)(O[P@@](O)(OCC(C)([C@@H](O)C(NCCC(NCCSC(CCCCCCCCCCC)=O)=O)=O)C)=O)=O)O[C@@H](n(cn2)c3c2c(N)ncn3)[C@@H]1O)(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 949.84 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Musayev F, Sachdeva S, Scarsdale JN, Reynolds KA, Wright HT. Crystal structure of a substrate complex of Mycobacterium tuberculosis beta-ketoacyl-acyl carrier protein synthase III (FabH) with lauroyl-coenzyme A. J Mol Biol. 2005 Mar 11;346(5):1313-21. Epub 2005 Jan 20. PubMed PMID: 15713483.

2: Poosch MS, Yamazaki RK. Determination of peroxisomal fatty acyl-CoA oxidase activity using a lauroyl-CoA-based fluorometric assay. Biochim Biophys Acta. 1986 Dec 10;884(3):585-93. PubMed PMID: 3778940.

3: Oba Y, Sato M, Ojika M, Inouye S. Enzymatic and genetic characterization of firefly luciferase and Drosophila CG6178 as a fatty acyl-CoA synthetase. Biosci Biotechnol Biochem. 2005 Apr;69(4):819-28. PubMed PMID: 15849423.

4: Tamvakopoulos CS, Willi S, Anderson VE, Hale DE. Long-chain acyl-CoA profiles in cultured fibroblasts from patients with defects in fatty acid oxidation. Biochem Mol Med. 1995 Jun;55(1):15-21. PubMed PMID: 7551821.

5: Bieber LL, Wagner M. Effect of pH and acyl-CoA chain length on the conversion of heart mitochondrial CPT-I/CPTo to a high affinity, malonyl-CoA-inhibited state. Biochim Biophys Acta. 1996 Aug 13;1290(3):261-6. PubMed PMID: 8765129.

6: Bränström R, Aspinwall CA, Välimäki S, Ostensson CG, Tibell A, Eckhard M, Brandhorst H, Corkey BE, Berggren PO, Larsson O. Long-chain CoA esters activate human pancreatic beta-cell KATP channels: potential role in Type 2 diabetes. Diabetologia. 2004 Feb;47(2):277-83. Epub 2004 Jan 23. PubMed PMID: 14740158.

7: Cai Y, Appelkvist EL, DePierre JW. Hepatic oxidative stress and related defenses during treatment of mice with acetylsalicylic acid and other peroxisome proliferators. J Biochem Toxicol. 1995 Apr;10(2):87-94. PubMed PMID: 7562957.

8: Ramsey AJ, Chinkers M. Identification of potential physiological activators of protein phosphatase 5. Biochemistry. 2002 Apr 30;41(17):5625-32. PubMed PMID: 11969423.

9: Gallagher EP, Di Giulio RT. Effects of 2,4-dichlorophenoxyacetic acid and picloram on biotransformation, peroxisomal and serum enzyme activities in channel catfish (Ictalurus punctatus). Toxicol Lett. 1991 Jun;57(1):65-72. PubMed PMID: 2048162.