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Myristoyl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxotetradecyl)oxy]-1-propanaminium inner salt, L-Carnitine tetradecanoyl ester, C14-Carnitine, Tetradecanoyl-L-carnitine

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About This Item

Empirical Formula (Hill Notation):
C21H41NO4
CAS Number:
25597-07-3
Molecular Weight:
371.55
Beilstein:
4149853
UNSPSC Code:
41116107
NACRES:
NB.21

grade

analytical standard

Quality Level

100

Assay

≥97.0% (HPLC)

optical activity

[α]/D -18.0±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(CCCCCCCCCCCCC)=O)CC([O-])=O

InChI

1S/C21H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h19H,5-18H2,1-4H3/t19-/m1/s1

InChI key

PSHXNVGSVNEJBD-LJQANCHMSA-N

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General description

Myristoyl-L-carnitine belongs to the acyl-L-carnitine class of compounds, which are acetylated forms of L-carnitine, derived from the breakdown of amino and fatty acids. The compounds are reported to be used as biomarkers in the diagnosis of carnitine deficiency.

Application

Myristoyl-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-LC MS/MS. The exogenous application of carnitine stimulates the transportation of fatty acids into mitochondria, and 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 be used as an analytical reference standard in the following:
  • Separation and identification of underivatized myristoyl-L-carnitine in human plasma samples using high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS).
  • Determination of the analyte in dried blood samples using high-performance liquid chromatography (HPLC) coupled with electrospray ionization-tandem mass spectrometry (ESI-MS/MS).

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
BCCD2422
BCBW9476
BCBW7525

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Palmitoyl-L-carnitine ≥97.0% (HPLC)

Sigma-Aldrich

61251

Palmitoyl-L-carnitine

Lauroyl-L-carnitine ≥95.0% (HPLC)

Sigma-Aldrich

39953

Lauroyl-L-carnitine

L-Carnitine inner salt synthetic, ≥98%

Sigma-Aldrich

C0158

L-Carnitine inner salt

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)
Minzhi Peng et al.
Journal of chromatography. A, 1319, 97-106 (2013-10-31)
A simple HPLC-MS/MS method has been established to separate and identify underivatized acylcarnitine isomers. Human plasma samples were deproteinized and concentrated. Acylcarnitines were separated on a reverse phase column and detected with triple quadrupole linear ion trap mass spectrometry. Deuterium-labeled
Willian A da Silveira et al.
Cell, 183(5), 1185-1201 (2020-11-27)
Spaceflight is known to impose changes on human physiology with unknown molecular etiologies. To reveal these causes, we used a multi-omics, systems biology analytical approach using biomedical profiles from fifty-nine astronauts and data from NASA's GeneLab derived from hundreds of

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