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Merck
CN

91432

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:
25518-54-1
Molecular Weight:
343.50
NACRES:
NA.24
UNSPSC Code:
41116107
MDL number:
MFCD01743184
Beilstein/REAXYS Number:
4147610

Key Documents

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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

SMILES string

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

InChI key

FUJLYHJROOYKRA-QGZVFWFLSA-N

grade

analytical standard

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

Quality Level

100

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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).

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0033
BCCN5129
BCCM0912
BCCH4107
BCCF5751

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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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