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Merck

39953

Sigma-Aldrich

Lauroyl-L-carnitin

≥95.0% (HPLC)

Synonym(e):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxododecyl)-oxy]-1-propanaminium Inneres Salz, L-Carnitin-dodecanoylester, C12-Carnitine, Dodecanoyl-L-carnitin

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About This Item

Empirische Formel (Hill-System):
C19H37NO4
CAS-Nummer:
Molekulargewicht:
343.50
Beilstein:
4147610
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.26

Qualitätsniveau

Assay

≥95.0% (HPLC)

Form

powder or crystals

Optische Aktivität

[α]/D -20±2°, c = 1 in methanol

Verpackung

pkg of 10 mg
pkg of 50 mg

Verunreinigungen

≤10% water

Farbe

white to off-white

Funktionelle Gruppe

ester

Lagertemp.

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

InChIKey

FUJLYHJROOYKRA-QGZVFWFLSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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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
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
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
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
Christoph Nowak et al.
Scientific reports, 8(1), 8691-8691 (2018-06-08)
Insulin resistance (IR) predisposes to type 2 diabetes and cardiovascular disease but its causes are incompletely understood. Metabolic challenges like the oral glucose tolerance test (OGTT) can reveal pathogenic mechanisms. We aimed to discover associations of IR with metabolite trajectories

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