Palmitoyl-L-carnitine | CAS#2364-67-2 | facilitates transfer

MedKoo Cat#: 596946 | Name: Palmitoyl-L-carnitine

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Palmitoyl-L-carnitine, also known as L-Palmitoylcarnitine, is a biochemical which may influence the activity of several enzymes and transporters Palmitoyl-L-carnitine is localized in the mitochondrial membrane and facilitates the transfer of long-chain fatty acids from the cytoplasm into the mitochondria during the oxidation of fatty acids. L-Palmitoylcarnitine has been shown to accumulate during ischemic myocardium and potentially contribute to myocardial damage through alterations in membrane molecular dynamics.

Chemical Structure

Palmitoyl-L-carnitine

CAS#2364-67-2

Theoretical Analysis

MedKoo Cat#: 596946

Name: Palmitoyl-L-carnitine

CAS#: 2364-67-2

Chemical Formula: C23H45NO4

Exact Mass: 399.3349

Molecular Weight: 399.62

Elemental Analysis: C, 69.13; H, 11.35; N, 3.51; O, 16.01

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 450.00
50mg	USD 800.00

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Synonym

Palmitoyl-L-carnitine; Hexadecanoyl-L-carnitine; L-Carnitine palmitoyl ester;

IUPAC/Chemical Name

3-(palmitoyloxy)-4-(trimethylammonio)butanoate

InChi Key

XOMRRQXKHMYMOC-UHFFFAOYSA-N

InChi Code

InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3

SMILES Code

C[N+](C)(CC(OC(CCCCCCCCCCCCCCC)=O)CC([O-])=O)C

Appearance

Solid powder

Purity

>97% (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

>2 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

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#S9G09M21

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Palmitoyl-L-carnitine, also known as L-Palmitoylcarnitine, is a biochemical which may influence the activity of several enzymes and transporters.

In vitro activity:

The aim of this study was to examine the effects of palcar on intracellular Ca(2+) concentration ([Ca(2+)](i)) in vascular endothelial cells in comparison with those of sphingosine-1-phosphate (S1P) and to investigate the underlying mechanisms. Application of palcar at a concentration range between 0.3 and 3 micro M elevated [Ca(2+)](i) in huvecs, and its potency was about 30 times lower than that of S1P. Reference: J Pharmacol Sci. 2003 Jul;92(3):252-8. https://pubmed.ncbi.nlm.nih.gov/12890891/

In vivo activity:

This study determined whether ranolazine [(+/-)-1-piperazineacetamide, N-(2,6-dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-] attenuates PC (palmitoyl-L-carnitine)-induced Na(+) current and ventricular contractile dysfunction of the isolated heart. PC (4 microM, 30 min) increased late Na(+) current by 1034 +/- 349% in guinea pig isolated ventricular myocytes; ranolazine (10 microM) and tetrodotoxin (TTX, 3 microM) significantly attenuated this effect of PC. PC increased left ventricular end-diastolic pressure (LVEDP), coronary perfusion pressure (CPP), wall stiffness, and cardiac lactate and adenosine release from the isolated heart. Reference: J Pharmacol Exp Ther. 2009 Aug;330(2):550-7. https://pubmed.ncbi.nlm.nih.gov/19403851/

	Solvent	mg/mL	mM
Solubility
	DMSO	250.0	625.60

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 399.62 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.

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:

1. Muraki K, Imaizumi Y. A novel action of palmitoyl-L-carnitine in human vascular endothelial cells. J Pharmacol Sci. 2003 Jul;92(3):252-8. doi: 10.1254/jphs.92.252. PMID: 12890891. 2. Matsumura M, Hatakeyama S, Koni I, Mabuchi H. Effect of L-carnitine and palmitoyl-L-carnitine on erythroid colony formation in fetal mouse liver cell culture. Am J Nephrol. 1998;18(5):355-8. doi: 10.1159/000013376. PMID: 9730556. 3. Wu Y, Song Y, Belardinelli L, Shryock JC. The late Na+ current (INa) inhibitor ranolazine attenuates effects of palmitoyl-L-carnitine to increase late INa and cause ventricular diastolic dysfunction. J Pharmacol Exp Ther. 2009 Aug;330(2):550-7. doi: 10.1124/jpet.109.151936. Epub 2009 Apr 29. PMID: 19403851. 4. Xiao CY, Chen M, Hara A, Hashizume H, Abiko Y. Palmitoyl-L-carnitine modifies the myocardial levels of high-energy phosphates and free fatty acids. Basic Res Cardiol. 1997 Oct;92(5):320-30. doi: 10.1007/BF00788944. PMID: 9486353.

In vitro protocol:

In vivo protocol:

1. Wu Y, Song Y, Belardinelli L, Shryock JC. The late Na+ current (INa) inhibitor ranolazine attenuates effects of palmitoyl-L-carnitine to increase late INa and cause ventricular diastolic dysfunction. J Pharmacol Exp Ther. 2009 Aug;330(2):550-7. doi: 10.1124/jpet.109.151936. Epub 2009 Apr 29. PMID: 19403851. 2. Xiao CY, Chen M, Hara A, Hashizume H, Abiko Y. Palmitoyl-L-carnitine modifies the myocardial levels of high-energy phosphates and free fatty acids. Basic Res Cardiol. 1997 Oct;92(5):320-30. doi: 10.1007/BF00788944. PMID: 9486353.

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