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Merck

P1645

Sigma-Aldrich

Palmitoyl-L-carnitine chloride

≥98% (TLC), powder

Sinónimos:

O-Palmitoyl-L-carnitine chloride

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About This Item

Fórmula lineal:
C23H46NO4 · Cl
Número de CAS:
Peso molecular:
436.07
Beilstein/REAXYS Number:
4071005
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

assay

≥98% (TLC)

form

powder

color

white

solubility

H2O: 25 mg/mL (with heat or sonication)

lipid type

saturated FAs

storage temp.

−20°C

SMILES string

[Cl-].CCCCCCCCCCCCCCCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C

InChI

1S/C23H45NO4.ClH/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;1H/t21-;/m1./s1

InChI key

GAMKNLFIHBMGQT-ZMBIFBSDSA-N

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Application

Palmitoyl-L-carnitine chloride has been used as acylcarnitine in treating cardiomyocytes for the induction of reactive oxygen species (ROS).

Biochem/physiol Actions

Long-chain acylcarnitine and well-known intermediate in mitochondrial fatty acid oxidation. Modifies myocardial levels of high-energy phosphates and free fatty acids in the heart. Increases erythroid colony formation in culture. Reduces surface negative charge of erythrocytes and myocytes. Reported to affect currents and inhibit endothelium-dependent relaxation induced by acetylcholine and substance P in a dose-dependent manner by suppressing the intracellular calcium signal transduction in endothelial cells. Inhibits the Na/K pump current but has no effect on the intracellular calcium current in guinea pig ventricular cells. However, like oubain, it reversibly depolarizes the resting membrane, decreases action potential duration, and increases the amplitude of myocyte contractions.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sexual dimorphism in myocardial acylcarnitine and triglyceride metabolism
Devanathan S, et al.
Biology of sex differences, 7(1), 25-25 (2016)
S R Stapleton et al.
British journal of pharmacology, 107(4), 1192-1197 (1992-12-01)
1. The effects of palmitoyl-DL-carnitine (0.01 to 1 mM) on whole cell voltage-activated calcium channel currents carried by calcium or barium and Ca(2+)-activated chloride currents were studied in cultured neurones from rat dorsal root ganglia. 2. Palmitoyl-DL-carnitine applied to the
Q Y Liu et al.
Biochemical and biophysical research communications, 228(2), 252-258 (1996-11-12)
We have studied the effect of a palmitoyl-L-carnitine (L-PC) on single cardiac L-type Ca channels incorporated from porcine ventricular sarcolemma into planar lipid bilayers where we could control the concentration, intracellular and/or extracellular location, and duration of L-PC treatment. We
Sriram Devanathan et al.
Biology of sex differences, 7, 25-25 (2016-05-18)
Cardiovascular disease is the leading cause of death among diabetic patients. Importantly, recent data highlight the apparent sexual dimorphism in the pathogenesis of cardiovascular disease in diabetics with respect to both frequency- and age-related risk factors. The disposition to cardiovascular
C Gruver et al.
Journal of molecular and cellular cardiology, 25(10), 1275-1284 (1993-10-01)
1-Palmitoylcarnitine (1-PC) reduced the electrophoretic mobility of human erythrocytes bathed in low ionic strength solution. Unlike divalent cations which appear to reduce electrophoretic mobility by screening surface negative charge, cationic 1-PC does so by being incorporated into the plasma membrane.

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