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Stearoyl-L-carnitin

analytical standard

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:
41116107
NACRES:
NB.21

Qualität

analytical standard

Qualitätsniveau

100

Assay

≥97.0% (HPLC)

Optische Aktivität

[α]/D -15.0±2.0°, c = 1 in methanol

Haltbarkeit

limited shelf life, expiry date on the label

Verunreinigungen

≤10.0% water

Anwendung(en)

clinical testing

Format

neat

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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Allgemeine Beschreibung

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.

Anwendung

Stearoyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological fluids using chromatography-based techniques.

Empfohlene Produkte

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
BCCD4805
BCBW9240

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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
Matrix effect?corrected liquid chromatography/tandem mass-spectrometric method for determining acylcarnitines in human urine
Abe K, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 468, 187-194 (2017)

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