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Merck
CN

40733

trans-2-Tetradecenoyl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[[(2E)-1-oxo-2-tetradecen-1-yl]oxy]-1-propanaminium inner salt, trans-2-Myristenoyl-L-carnitine, C14:1-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C21H39NO4
Molecular Weight:
369.54
MDL number:
MFCD31657520
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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Product Name

trans-2-Tetradecenoyl-L-carnitine, analytical standard

InChI

1S/C21H39NO4/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/h15-16,19H,5-14,17-18H2,1-4H3/b16-15+/t19-/m1/s1

InChI key

BUBHHSHBKWNLLG-CLHDZIPGSA-N

SMILES string

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

grade

analytical standard

assay

≥95.0% (LC/MS)

optical activity

[α]/D -12±2°, c = 0.1 in methanol

shelf life

limited shelf life, expiry date on the label

application(s)

clinical testing

format

neat

storage temp.

−20°C

Related Categories

Application

trans-2-Tetradecenoyl-L-carnitine may be used as an analytical reference standard in the following:
  • Quantification of the analyte in biological samples using high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC/MS/MS).
  • Quantification of the analyte in dried blood spots using chip-based nanoelectrospray source coupled with high resolution mass spectrometry (chip-based nanoESI- HRMS) and targeted liquid chromatography-tandem mass spectrometry (LC/MS/MS).

General description

trans-2-Tetradecenoyl-L-carnitine, belonging to the class of acylcarnitines, serves as a specific diagnostic metabolite biomarker, which increases in very long-chain acyl CoA dehydrogenase (VLCAD) deficiency, existing as a long-chain β-oxidation defect in newborns.

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
BCCL5151
BCCG8041
BCCB8759
BCBT9303

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Screening newborns for metabolic disorders based on targeted metabolomics using tandem mass spectrometry
Yoon R-H, et al.
Annals of pediatric endocrinology & metabolism, 20(3), 119-119 (2015)
Tandem mass spectrometry screening for very long-chain acyl-CoA dehydrogenase deficiency: the value of second-tier enzyme testing
Spiekerkoetter U, et al.
The Journal of Pediatrics, 157(4), 668-673 (2010)
Quantification of metabolites in dried blood spots by direct infusion high resolution mass spectrometry
Van der Ham M, et al., et al.
Analytica Chimica Acta, 979, 45-50 (2017)
Differences between acylcarnitine profiles in plasma and bloodspots
Diekman FE, et al.
Molecular Genetics and Metabolism, 110(1-2), 116-121 (2013)

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