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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
Beilstein:
4147610
MDL number:
MFCD01743184
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

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).

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 Code

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
BCCN5129
BCCM0912
BCCH4107
BCCF5751
BCBZ9382

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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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