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Dokumente

61229

Sigma-Aldrich

Stearoyl-L-carnitin

≥97.0% (TLC)

Synonym(e):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctadecyl)-oxy]-1-propanaminium Inneres Salz, L-Carnitin-octadecanoylester, C18-Carnitin, Octadecanoyl-L-carnitin

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About This Item

Empirische Formel (Hill-System):
C25H49NO4
CAS-Nummer:
25597-09-5
Molekulargewicht:
427.66
Beilstein:
7309670
UNSPSC-Code:
12352211
PubChem Substanz-ID:
329759399
NACRES:
NA.26

Qualitätsniveau

100

Assay

≥97.0% (TLC)

Optische Aktivität

[α]/D -15±2°, c = 1 in methanol

Verunreinigungen

≤10% water

Lagertemp.

2-8°C

SMILES String

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

InChI

1S/C25H49NO4/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/t23-/m1/s1

InChIKey

FNPHNLNTJNMAEE-HSZRJFAPSA-N

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Biochem./physiol. Wirkung

Stearoylcarnitine is found in significantly greater amounts in patients with carnitine palmitoyltransferase II deficiency. Carnitine palmitoyltransferase, in conjunction with acyl-CoA synthetase and carnitine/acylcarnitine translocase, provides the mechanism whereby long-chain fatty acids are transferred from the cytosol to the mitochondrial matrix to undergo beta-oxidation.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Global profiling of the muscle metabolome: method optimization, validation and application to determine exercise-induced metabolic effects.
Alves, R.D.A.M, et al.
Metabolomics, 11, 271-285 (2015)
Jie An et al.
Nature medicine, 10(3), 268-274 (2004-02-11)
Lipid infusion or ingestion of a high-fat diet results in insulin resistance, but the mechanism underlying this phenomenon remains unclear. Here we show that, in rats fed a high-fat diet, whole-animal, muscle and liver insulin resistance is ameliorated following hepatic
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
William C Hallows et al.
Molecular cell, 41(2), 139-149 (2011-01-25)
Emerging evidence suggests that protein acetylation is a broad-ranging regulatory mechanism. Here we utilize acetyl-peptide arrays and metabolomic analyses to identify substrates of mitochondrial deacetylase Sirt3. We identified ornithine transcarbamoylase (OTC) from the urea cycle, and enzymes involved in β-oxidation.
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
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