An internal standard for the quantification of stearoyl-L-carnitine
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Stearoyl-L-carnitine-d3 (chloride)

Item No. 26580

Technical Information
Formal Name
(R)-3-carboxy-N,N-dimethyl-N-(methyl-d3)-2-(stearoyloxy)propan-1-aminium, monochloride
CAS Number
2245711-27-5
Synonyms
  • CAR 18:0-d3
  • C18:0 Carnitine-d3
  • L-Carnitine octdecanoyl ester-d3
  • L-Carnitine stearoyl ester-d3
  • L-Octadecanoylcarnitine-d3
  • Octadecanoyl-L-carnitine-d3
  • L-Stearoylcarnitine-d3
  • R-Stearoyl carnitine-d3
Molecular Formula
C25H47D3NO4 • Cl
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
DMF: 20 mg/mlDMSO: 14 mg/mlEthanol: 20 mg/ml
SMILES
OC(C[C@H](C[N+](C([2H])([2H])[2H])(C)C)OC(CCCCCCCCCCCCCCCCC)=O)=O.[Cl-]
InChi Code
InChI=1S/C25H49NO4.ClH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4;/h23H,5-22H2,1-4H3;1H/t23-;/m1./s1/i2D3;
InChi Key
YSVYWVPJJXVIFM-UORIVOMASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Stearoyl-L-carnitine-d3 (chloride) is intended for use as an internal standard for the quantification of stearoyl-L-carnitine (Item No. 26556) by GC- or LC-MS. Stearoyl-L-carnitine is a naturally occurring long-chain acylcarnitine.1 It inhibits sodium-dependent [3H]carnitine uptake in human proximal convoluted tubular (HPCT) cells by 52% when used at a concentration of 500 μM.2 It also inhibits lecithin:cholesterol acyltransferase activity in rat, but not human, plasma when used at a concentration of 500 µM.3 Plasma levels of stearoyl-L-carnitine are decreased in patients with chronic fatigue syndrome and increased in patients with end-stage renal disease.4,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reuter, S.E., Evans, A.M., Faull, R.J., et alImpact of haemodialysis on individual endogenous plasma acylcarnitine concentrations in end-stage renal disease. Ann. Clin. Biochem. 42(Pt 5), 387-393 (2005).

    2. Huang, W., Shaikh, S.N., Ganapathy, M.E., et alCarnitine transport and its inhibition by sulfonylureas in human kidney proximal tubular epithelial cells. Biochem. Pharmacol. 58(8), 1361-1370 (1999).

    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. Reuter, S.E., and Evans, A.M. Long-chain acylcarnitine deficiency in patients with chronic fatigue syndrome. Potential involvement of altered carnitine palmitoyltransferase-I activity. J. Intern. Med. 270(1), 76-84 (2011).