DL-Palmitoylcarnitine chloride

Cayman Chemical Item Number 11095

Palmitoyl-DL-carnitine chloride; NSC 628323 (CAS 6865-14-1)

DL-Palmitoylcarnitine chloride (CAS 6865-14-1)

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Description

DL-Palmitoylcarnitine chloride is a long-chain acylcarnitine with both intracellular and extracellular roles. Within the cell, palmitoylcarnitine is transported into mitochondria to deliver palmitate for fatty acid oxidation and energy production.1 Exogenously added DL-palmitoylcarnitine alters calcium mobilization in many cell types.2,3,4 It also affects endothelial and epithelial tight junctions, reducing resistance and increasing permeability while decreasing cell viability.5,6

1 Bezaire, V., Bruce, C.R., Heigenhauser, G.J.F., et al. Identification of fatty acid translocase on human skeletal muscle mitochondrial membranes: Essential role in fatty acid oxidation. Am J Physiol Endocrinol Metab 290(3) E509-E515 (2006).

2 El-Hayek, R., Valdivia, C., Valdivia, H.H., et al. Activation of the Ca2+ release channel of skeletal muscle sarcoplasmic reticulum by palmitoyl carnitine. Biophys J 65(2) 779-789 (1993).

3 Stapleton, S.R., Currie, K.P.M., Scott, R.H., et al. Palmitoyl-DL-carnitine has calcium-dependent effects on cultured neurones from rat dorsal root ganglia. Br J Pharmacol 107 1192-1197 (1992).

4 Muraki, K., and Imaizumi, Y. A novel action of palmitoyl-L-carnitine in human vascular endothelial cells. J Pharmacol Sci 92 252-258 (2003).

5 Duizer, E., van der Wulp, C., Versantvoort, C.H.M., et al. Absorption enhancement, structural changes in tight junctions and cytotoxicity caused by palmitoyl carnitine in Caco-2 and IEC-18 cells. J Pharmacol Exp Ther 287(1) 395-402 (1998).

6 Ma, L., Kuang, K., Smith, R.W., et al. Modulation of tight junction properties relevant to fluid transport across rabbit corneal endothelium. Exp Eye Res 84(4) 790-798 (2007).

Synonyms
  • Palmitoyl-DL-carnitine chloride
  • NSC 628323
Formal Name 3-​carboxy-​N,​N,​N-​trimethyl-​2-​[(1-​oxohexadecyl)oxy]-​1-​propanaminium,​ chloride
CAS Number 6865-14-1
Molecular Formula C23H46ClNO4
Formula Weight 436.1
Formulation A crystalline solid
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCC(OC(C[N+]​(C)​(C)​C)​CC(O)​=O)​=O.[Cl-]​
InCHI Code
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​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
InCHI Key
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GAMKNLFIHBMGQT-UHFFFAOYSA-N

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Size Price Quantity Subtotal
50 mg $39.00 $0.00
100 mg $59.00 $0.00
500 mg $275.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-24. Prices are subject to change without notice.

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