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Isovaleryl-L-carnitine

analytical standard

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Synonym(s):
(2R)-3-Carboxy-N,N,N-trimethyl-2-(3-methyl-1-oxobutoxy)-1-propanaminium inner salt, L-Carnitine isovaleryl ester, iC5-Carnitine
Empirical Formula (Hill Notation):
C12H23NO4
CAS Number:
31023-24-2
Molecular Weight:
245.32
Beilstein:
5946880
UNSPSC Code:
41116107
NACRES:
NB.21

grade

analytical standard

Quality Level

100

Assay

≥94.0% (HPLC)

optical activity

[α]/D -23.0±2.0°, c = 0.1 in H2O

shelf life

limited shelf life, expiry date on the label

impurities

≤12% water (calculated from elemental analysis)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

1S/C12H23NO4/c1-9(2)6-12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3/t10-/m1/s1

InChI key

IGQBPDJNUXPEMT-SNVBAGLBSA-N

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General description

Isovaleryl-L-carnitine belongs to the acylcarnitines class of compounds. Acyl-L-carnitines are mostly produced from L-carnitine, which plays an important role in fatty acid metabolic pathways. The functions and roles of acyl-L-carnitines in various tissues like brain, heart, and muscle continue to attract much interest, since a number of diseases caused by defects of mitochondrial transport are characterized by specific metabolic dysfunctions and depend on the physiological role of the affected carrier in intermediary metabolism.

Application

Isovaleryl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological samples using chromatography-based techniques.

Recommended products

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Separation and identification of underivatized plasma acylcarnitine isomers using liquid chromatography?tandem mass spectrometry for the differential diagnosis of organic acidemias and fatty acid oxidation defects
Peng M, et al.
Journal of Chromatography A, 1319(9), 97-106 (2013)
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)
Arif Yurdagul et al.
Cell metabolism, 31(3), 518-533 (2020-02-01)
Continual efferocytic clearance of apoptotic cells (ACs) by macrophages prevents necrosis and promotes injury resolution. How continual efferocytosis is promoted is not clear. Here, we show that the process is optimized by linking the metabolism of engulfed cargo from initial

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