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Merck
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Documentos

50892

Sigma-Aldrich

Octanoyl-L-carnitine

≥97.0% (TLC)

Sinónimos:

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctyl)oxy]-1-propanaminium inner salt, L-Carnitine octanoyl ester, C8-Carnitine

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About This Item

Fórmula empírica (notación de Hill):
C15H29NO4
Número de CAS:
25243-95-2
Peso molecular:
287.40
Beilstein/REAXYS Number:
5955761
UNSPSC Code:
12352211
PubChem Substance ID:
329757648
NACRES:
NA.26

Quality Level

100

assay

≥97.0% (TLC)

optical activity

[α]/D -17±2°, c = 0.1 in H2O

impurities

≤10% water

storage temp.

2-8°C

SMILES string

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

InChI

1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1

InChI key

CXTATJFJDMJMIY-CYBMUJFWSA-N

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Biochem/physiol Actions

L-Octanoylcarnitine is the physiologically active form of octanoylcarnitine and is detected in medium-chain acyl-CoA dehydrogenase (MCAD) deficiency. MCAD is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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David S Millington et al.
Methods in molecular biology (Clifton, N.J.), 708, 55-72 (2011-01-06)
The acylcarnitine profile is a diagnostic test for inherited disorders of fatty acid and branched-chain amino acid catabolism. Patients with this type of metabolic disorder accumulate disease-specific acylcarnitines that correlate with the acyl coenzyme A compounds in the affected mitochondrial
J Will Thompson et al.
Rapid communications in mass spectrometry : RCM, 26(21), 2548-2554 (2012-09-26)
Acylcarnitines are routinely analyzed by electrospray ionization tandem mass spectrometry (ESI-MS/MS) both in clinical diagnostic and public health newborn screening laboratories from plasma and dried whole blood spots (DBS) on filter paper. The use of DBS as a convenient method
Steen Larsen et al.
The Journal of physiology, 590(14), 3349-3360 (2012-05-16)
Skeletal muscle mitochondrial content varies extensively between human subjects. Biochemical measures of mitochondrial proteins, enzyme activities and lipids are often used as markers of mitochondrial content and muscle oxidative capacity (OXPHOS). The purpose of this study was to determine how
Josiane Joseph et al.
Metabolites, 8(4) (2018-10-05)
Duchenne muscular dystrophy (DMD) is a musculoskeletal disorder that causes severe morbidity and reduced lifespan. Individuals with DMD have an X-linked mutation that impairs their ability to produce functional dystrophin protein in muscle. No cure exists for this disease and
Andrea S Pereyra et al.
Journal of lipid research, 62, 100069-100069 (2021-03-25)
Long-chain fatty acid oxidation is frequently impaired in primary and systemic metabolic diseases affecting the heart; thus, therapeutically increasing reliance on normally minor energetic substrates, such as ketones and medium-chain fatty acids, could benefit cardiac health. However, the molecular fundamentals
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