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P1645

Sigma-Aldrich

Palmitoyl-L-carnitine chloride

≥98% (TLC), powder

Synonyme(s) :

O-Palmitoyl-L-carnitine chloride

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About This Item

Formule linéaire :
C23H46NO4 · Cl
Numéro CAS:
18877-64-0
Poids moléculaire :
436.07
Numéro Beilstein :
4071005
Numéro CE :
242-642-6
Numéro MDL:
MFCD00070346
Code UNSPSC :
12352211
ID de substance PubChem :
24898229
Nomenclature NACRES :
NA.25

Pureté

≥98% (TLC)

Forme

powder

Couleur

white

Solubilité

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

Type de lipide

saturated FAs

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

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).

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Sexual dimorphism in myocardial acylcarnitine and triglyceride metabolism
Devanathan S, et al.
Biology of sex differences, 7(1), 25-25 (2016)
T Nakadate et al.
Cancer research, 47(24 Pt 1), 6537-6542 (1987-12-15)
Palmitoylcarnitine, a reported protein kinase C inhibitor, enhanced the phorbol ester dependency of the enzyme, augmenting protein kinase C activity in the presence of phorbol esters such as phorbol 12,13-dibutyrate while inhibiting the basal activity measured in the presence of
N Inoue et al.
Cardiovascular research, 28(1), 129-134 (1994-01-01)
Palmitoyl-L-carnitine, which accumulates in ischaemic myocardium, may influence the function of vascular endothelium in the ischaemic area. The aim of the study was therefore to examine the effect of palmitoyl-L-carnitine on endothelium dependent relaxations of rabbit thoracic aortas and its
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.
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
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