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Lauroyl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxododecyl)oxy]-1-propanaminium inner salt, L-Carnitine dodecanoyl ester, C12-Carnitine, Dodecanoyl-L-carnitine

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About This Item

Empirical Formula (Hill Notation):
C19H37NO4
CAS Number:
Molecular Weight:
343.50
Beilstein/REAXYS Number:
4147610
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥95.0% (HPLC)

form

solid

optical activity

[α]/D -20.0±2.0°, c = 1 in methanol

shelf life

limited shelf life, expiry date on the label

impurities

≤10.0% water

application(s)

clinical testing

storage temp.

2-8°C

SMILES string

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

InChI

1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/t17-/m1/s1

InChI key

FUJLYHJROOYKRA-QGZVFWFLSA-N

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General description

Lauroyl-L-carnitine is a naturally occurring compound belonging to the acylcarnitine class of compounds, which are reported to be used as biomarkers in the diagnosis of carnitine deficiency.

Application

Lauroyl-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-liquid chromatography with tandem mass spectrometry (LC-MS/MS). The exogenous application of carnitine stimulates the transportation of fatty acids into mitochondria. 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 also be used as an analytical reference standard for the quantification of the analyte in human urine samples using liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS).

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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, 91, 97-103 (2019)
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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