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P1645

Sigma-Aldrich

Palmitoyl-L-carnitine chloride

≥98% (TLC), powder

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Synonym(s):
O-Palmitoyl-L-carnitine chloride
Linear Formula:
C23H46NO4 · Cl
CAS Number:
Molecular Weight:
436.07
Beilstein/REAXYS Number:
4071005
EC Number:
MDL number:
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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1 of 4

This Item
P4509C9500644323
vibrant-m

P1645

Palmitoyl-L-carnitine chloride

vibrant-m

P4509

Palmitoyl-DL-carnitine chloride

vibrant-m

C9500

(±)-Carnitine hydrochloride

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

form

powder

form

powder

form

powder

form

solid

color

white

color

white

color

white

color

-

solubility

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

solubility

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

solubility

-

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

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


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Customers Also Viewed

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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)
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
C Y Xiao et al.
Basic research in cardiology, 92(5), 320-330 (1998-03-05)
Long-chain acylcarnitines, such as palmitoyl-L-carnitine (PALCAR), are known to accumulate in the myocardium during ischemia. We examined whether exogenous PALCAR modifies the myocardial levels of high-energy phosphates (HEP) and free fatty acids (FFA) in the heart, and whether d-cis-diltiazem and
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
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

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