L-Palmitoylcarnitine chloride

Names

[ Name ]:
L-Palmitoylcarnitine chloride

[Synonym ]:
MFCD00070346
Palmitoyl-L-carnitine chloride
3-carboxy-n,n,n-trimethyl-2-(palmitoyloxy)propan-1-aminium chloride
UNII:EIL57224QR
1-Propanaminium, 3-carboxy-N,N,N-trimethyl-2-[(1-oxohexadecyl)oxy]-, chloride (1:1)
EINECS 242-642-6
3-Carboxy-N,N,N-trimethyl-2-(palmitoyloxy)-1-propanaminium chloride

Biological Activity

[Description]:

L-Palmitoylcarnitine chloride, a long-chain acylcarnitine and a fatty acid metabolite, accumulates in the sarcolemma and deranges the membrane lipid environment during ischaemia. L-Palmitoylcarnitine chloride inhibits KATP channel activity, without affecting the single channel conductance, through interaction with Kir6.2[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Research Areas >> Metabolic Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

[Target]

Kir6.2

Human Endogenous Metabolite

[In Vitro]

L-Palmitoylcarnitine (1 µM) inhibits KATP channel activity, without affecting the single channel conductance, through interaction with Kir6.2. L-Palmitoylcarnitine simultaneously enhances the ATP sensitivity of the channel (IC50 fell from 62 to 30 µM)[1]. Modulation of the membrane lipid environment caused by L-Palmitoylcarnitine alters the KATP channel function mainly through the interaction with endogenous PI cascade, especially PIP2[1].

[References]

[1]. Haruna T, et al. Alteration of the membrane lipid environment by L-palmitoylcarnitine modulates K(ATP) channels in guinea-pig ventricular myocytes. Pflugers Arch. 2000;441(2-3):200-207.

Chemical & Physical Properties

[ Melting Point ]:
168-172ºC(lit.)

[ Molecular Formula ]:
C₂₃H₄₆ClNO₄

[ Molecular Weight ]:
436.069

[ Exact Mass ]:
435.311523

[ PSA ]:
63.60000

[ LogP ]:
2.56440

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

Articles

Modulation by palmitoylcarnitine of protein kinase C activation.

Cancer Res. 47 , 6537-6542, (1987)

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 1...

Palmitoyl-DL-carnitine has calcium-dependent effects on cultured neurones from rat dorsal root ganglia.

Br. J. Pharmacol. 107 , 1192-1197, (1992)

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 cul...

Palmitoyl-L-carnitine modifies the function of vascular endothelium.

Cardiovasc. Res. 28 , 129-134, (1994)

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 ...