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50892

Sigma-Aldrich

Octanoyl-L-carnitine

≥97.0% (TLC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C15H29NO4
CAS Number:
25243-95-2
Molecular Weight:
287.40
Beilstein:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
C G Costa et al.
Journal of lipid research, 38(1), 173-182 (1997-01-01)
A stable isotope dilution gas chromatography chemical ionization mass spectrometry (GC-CI-MS) method was developed for the quantitative profiling of plasma acylcarnitines. The clean-up procedure was comprised of a solid-phase cation exchange extraction using PRS-columns from which the acylcarnitines were eluted
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