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39953

Sigma-Aldrich

Lauroyl-L-carnitine

≥95.0% (HPLC)

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Synonym(s):
(-)-Lauroylcarnitine, dodecanoylcarnitine, (2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxododecyl)oxy]-1-propanaminium inner salt, L-Carnitine dodecanoyl ester, C12-Carnitine, Dodecanoyl-L-carnitine
Empirical Formula (Hill Notation):
C19H37NO4
CAS Number:
Molecular Weight:
343.50
Beilstein/REAXYS Number:
4147610
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

≥95.0% (HPLC)

form

powder or crystals

optical activity

[α]/D -20±2°, c = 1 in methanol

impurities

≤10% water

functional group

ester

storage temp.

2-8°C

SMILES string

C[N+](C)(C)C[C@H](OC(CCCCCCCCCCC)=O)CC([O-])=O

InChI

1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/t17-/m1/s1

InChI key

FUJLYHJROOYKRA-QGZVFWFLSA-N

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This Item
506375137151085
Lauroyl-L-carnitine ≥95.0% (HPLC)

39953

Lauroyl-L-carnitine

Decanoyl-L-carnitine ≥94.0% (HPLC)

50637

Decanoyl-L-carnitine

Isovaleryl-L-carnitine ≥94.0% (HPLC)

51371

Isovaleryl-L-carnitine

Isobutyryl-L-carnitine ≥97.0% (TLC)

51085

Isobutyryl-L-carnitine

assay

≥95.0% (HPLC)

assay

≥94.0% (HPLC)

assay

≥94.0% (HPLC)

assay

≥97.0% (TLC)

form

powder or crystals

form

powder or crystals

form

powder or crystals

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]/D -20±2°, c = 1 in methanol

optical activity

[α]/D -15±3°, c = 1 in H2O

optical activity

[α]/D -23±2°, c = 1 in H2O

optical activity

[α]/D -22±2°, c = 1 in H2O

General description

Lauroyl-L-carnitine, or Dodecanoylcarnitine, is an acylcarnitine compound with essential roles in energy metabolism. Synthesized in the liver from methionine, this metabolite of lysine is integral in various metabolic processes, making it a valuable asset in both biochemical and metabolomics research. Its concentration can serve as a diagnostic marker, particularly in cases of carnitine deficiency, and is of significance in assessing disease activity and diagnosing conditions like HIV and chronic hepatitis B infections. Additionally, Lauroyl-L-carnitine is associated with fatty acid oxidation disorders, including long-chain acyl CoA dehydrogenase deficiency and carnitine palmitoyltransferase I/II deficiency, further enhancing its relevance in metabolic research and diagnosis. This acylcarnitine compound has also been detected in cancer tissues, human serum, and tissue biopsies, expanding its applications and potential contributions to various areas of metabolomics research.

Application

Lauroyl-L-carnitine finds application in biochemical research and metabolomics research.

Biochem/physiol Actions

Lauroyl-L-carnitine is an acylcarnitine is present in fatty acid oxidation disorders such as long-chain acyl CoA dehydrogenase deficiency, carnitine palmitoyltransferase I deficiency, and carnitine palmitoyltransferase II deficiency.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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M Möder et al.
Analytical and bioanalytical chemistry, 375(2), 200-210 (2003-02-01)
l-Carnitine and its esters are products of intermediary metabolism of organisms. The distribution pattern or the favored excretion of individual acylcarnitines tells something about metabolic diseases. The determination of the urinary acylcarnitine pattern by flow injection analysis (FIA)-electrospray ionization (ESI)-mass
C Vianey-Saban et al.
Clinica chimica acta; international journal of clinical chemistry, 269(1), 43-62 (1998-03-14)
Very-long-chain acyl-CoA dehydrogenase (VLCAD) is an enzyme catalyzing the dehydrogenation of long-chain fatty acids in the first step of mitochondrial fatty acid oxidation. Using an ETF (electron transfer flavoprotein, the physiological electron acceptor of VLCAD) reduction assay, we identified VLCAD
R J Morrow et al.
Clinica chimica acta; international journal of clinical chemistry, 211(1-2), 73-81 (1992-10-15)
Carnitine esters from acetylcarnitine (C2 acyl chain) to octadecanoylcarnitine (C18 acyl chain) can be extracted from urine with recoveries of greater than 80%. However, to obtain such recoveries, it is important to choose the method of extraction appropriate to the
Yosuke Shigematsu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 792(1), 63-72 (2003-06-28)
In a selective screening for fatty acid oxidation disorders by tandem mass spectrometry, we tested the diagnostic ratios and acylcarnitine concentrations in sera or blood spots, which were reported to be specific to very long-chain acyl CoA dehydrogenase deficiency, carnitine
Grzegorz Godlewski et al.
Cell metabolism, 29(6), 1320-1333 (2019-05-21)
Endocannabinoids acting on the cannabinoid-1 receptor (CB1R) or ghrelin acting on its receptor (GHS-R1A) both promote alcohol-seeking behavior, but an interaction between the two signaling systems has not been explored. Here, we report that the peripheral CB1R inverse agonist JD5037

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