ChemicalBook Product Catalog Petrochemical Oils MYRISTOYL-L-CARNITINE

MYRISTOYL-L-CARNITINE

Product NameMYRISTOYL-L-CARNITINE
CAS25597-07-3
MFC21H41NO4
MW371.55454
EINECS
MOL File25597-07-3.mol

Chemical Properties

storage temp.	2-8°C
solubility	Soluble in DMSO
form	Solid
color	White to off-white
Appearance	white solid
optical activity	[α]/D -18±2°, c = 1 in methanol
BRN	4149853
Major Application	clinical testing
InChI	1S/C21H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h19H,5-18H2,1-4H3/t19-/m1/s1
InChIKey	PSHXNVGSVNEJBD-LJQANCHMSA-N
SMILES	C[N+](C)(C)C[C@H](OC(CCCCCCCCCCCCC)=O)CC([O-])=O

Safety Information

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Usage And Synthesis

Description

Myristoyl-L-carnitine is a naturally occurring long-chain acylcarnitine involved in the beta-oxidation of long-chain fatty acids. Myristoyl-L-carnitine may be used as an analytical standard for high-performance liquid chromatography or LC MS/MS studies.

Myristoyl-L-carnitine may be useful as a marker in the diagnosis of genetic metabolic disorders and is a potential marker for very-long-chain coenzyme A dehydrogenase deficiency (VLCADD). Plasma levels of myristoyl-L-carnitine are decreased in patients with chronic fatigue syndrome and increased in patients with end-stage renal disease.

The product is used primarily as a control for MS/MS.

Uses

Myristoyl-L-carnitine may be used as an analytical standard to determine the content of the analyte in maize plants using high-performance liquid chromatography coupled to triple quadrupole-LC MS/MS. The exogenous application of carnitine stimulates the transportation of fatty acids into mitochondria, and the possible effect of carnitine on the lipid trafficking between cytoplasm, mitochondrial matrix and the mitochondrial respiration in the leaves of maize grown under normal and cold conditions is investigated.
It may be used as an analytical reference standard in the following:

Separation and identification of underivatized myristoyl-L-carnitine in human plasma samples using high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS).
Determination of the analyte in dried blood samples using high-performance liquid chromatography (HPLC) coupled with electrospray ionization-tandem mass spectrometry (ESI-MS/MS).

Definition

ChEBI: O-tetradecanoyl-L-carnitine is an O-acyl-L-carnitine in which the acyl group is specified as myristoyl (tetradecanoyl). It has a role as a human metabolite. It is an O-tetradecanoylcarnitine and a saturated fatty acyl-L-carnitine.

General Description

Myristoyl-L-carnitine belongs to the acyl-L-carnitine class of compounds, which are acetylated forms of L-carnitine, derived from the breakdown of amino and fatty acids. The compounds are reported to be used as biomarkers in the diagnosis of carnitine deficiency.

Biochem/physiol Actions

Myristoyl-L-carnitine is a human carnitine involved in beta-oxidation of long-chain fatty acids.

IC 50

Human Endogenous Metabolite

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