08084
Stearoyl-L-carnitine
analytical standard
Sinónimos:
(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctadecyl)oxy]-1-propanaminium inner salt, L-Carnitine octadecanoyl ester, C18-Carnitine, Octadecanoyl-L-carnitine
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Fórmula empírica (notación de Hill):
C25H49NO4
Número CAS:
Peso molecular:
427.66
UNSPSC Code:
41116107
NACRES:
NB.21
Beilstein/REAXYS Number:
7309670
Servicio técnico
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analytical standard
Quality Level
assay
≥97.0% (HPLC)
optical activity
[α]/D -15.0±2.0°, c = 1 in methanol
shelf life
limited shelf life, expiry date on the label
impurities
≤10.0% water
application(s)
clinical testing
format
neat
storage temp.
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
InChI key
FNPHNLNTJNMAEE-HSZRJFAPSA-N
General description
Stearoyl-L-carnitine is a naturally occurring compound belonging to the acylcarnitine class of compounds as listed in the human metabolome database (HMBD). These compounds are reported to be used as biomarkers in the diagnosis of carnitine deficiency. It acts as a carrier of long chain acyl groups from activated fatty acids across the inner mitochondrial membrane into the mitochondrial matrix where they undergo β-oxidation to acetyl CoA to obtain usable energy via the citric acid cycle.
Application
Stearoyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological fluids using chromatography-based techniques.
Other Notes
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Metabolomic analyses reveal extensive progenitor cell deficiencies in a mouse model of duchenne muscular dystrophy
Joseph J, et al.
Metabolites, 8(4), 61-61 (2018)
Exogenous carnitine application augments transport of fatty acids into mitochondria and stimulates mitochondrial respiration in maize seedlings grown under normal and cold conditions
Turk H, et al.
Cryobiology, 9, 97-103 (2019)
Ralph Fingerhut et al.
Analytical chemistry, 81(9), 3571-3575 (2009-03-28)
Electrospray ionization-tandem mass spectrometry (ESI-MS/MS) is increasingly used in newborn screening programs. Acylcarnitine profiles from dried blood spots (DBS) are used to detect fatty acid oxidation disorders, carnitine cycle disorders, and organic acidurias. Stored dried blood is also a valuable