An internal standard for the quantification of palmitoyl-L-carnitine
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Palmitoyl-L-carnitine-d3 (chloride)

Item No. 26569

Technical Information
Formal Name
3-carboxy-N,N-dimethyl-N-(methyl-d3)-2R-[(1-oxohexadecyl)oxy]-1-propanaminium, monochloride
CAS Number
1334532-26-1
Synonyms
  • CAR 16:0-d3
  • C16:0 Carnitine-d3
  • L-Carnitine hexadecanoyl ester-d3
  • L-Carnitine palmitoyl ester-d3
  • Hexadecanoyl-L-carnitine-d3
  • L-Hexadecanoylcarnitine-d3
  • L-Palmitoylcarnitine-d3
Molecular Formula
C23H43D3NO4 • Cl
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
SMILES
OC(C[C@H](C[N+](C([2H])([2H])[2H])(C)C)OC(CCCCCCCCCCCCCCC)=O)=O.[Cl-]
InChi Code
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/i2D3;
InChi Key
GAMKNLFIHBMGQT-HZBHYVOGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Palmitoyl-L-carnitine-d3 is intended for use as an internal standard for the quantification of palmitoyl-L-carnitine (Item No. 26553) by GC- or LC-MS. Palmitoyl-L-carnitine is a long-chain acylcarnitine and an isomer of palmitoyl-DL-carnitine (Item No. 11095) and palmitoyl-D-carnitine (Item No. 26552).1 Palmitoyl-L-carnitine is transported into mitochondria via carnitine palmitoyl transferase II to deliver palmitate for fatty acid oxidation and energy production.2 It inhibits lecithin:cholesterol acyltransferase activity in isolated rat, but not human, plasma when used at a concentration of 500 µM.3 Serum and hepatic levels of palmitoyl-L-carnitine are increased in mice during cold exposure, and it is taken up by brown adipose tissue.4 Palmitoyl-L-carnitine also protects against age-induced cold sensitivity in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bezaire, V., Bruce, C.R., Heigenhauser, G.J.F., et alIdentification 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 alActivation of the Ca2+ release channel of skeletal muscle sarcoplasmic reticulum by palmitoyl carnitine. Biophys. J. 65(2), 779-789 (1993).

    3. Bell, F.P. Carnitine esters: Novel inhibitors of plasma lecithin: Cholesterol acyltransferase in experimental animals but not in man (Homo sapiens). Int. J. Biochem. 15(2), 133-136 (1983).

    4. Simcox, J., Geoghegan, G., Maschek, J.A., et alGlobal analysis of plasma lipids identifies liver-derived acylcarnitines as a fuel source for brown fat thermogenesis. Cell Metab. 26(3), 509-522 (2017).