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74023

Supelco

trans-2-Dodecenoyl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[[(2E)-1-oxo-2-dodecen-1-yl]oxy]-1-propanaminium inner salt, C12:1-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C19H35NO4
CAS Number:
1631992-06-7
Molecular Weight:
341.49
UNSPSC Code:
12352200
NACRES:
NB.21

grade

analytical standard

Quality Level

100

Assay

≥93.0% (HPLC)

optical activity

[α]/D -15±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

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])[H])=O)([H])C([H])([H])[N+](C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])=O

General description

trans-2-Dodecenoyl-L-carnitine belongs to the class of medium-chain acylcarnitines. Acyl-L-carnitines are mostly produced from L-carnitine, which plays an important role in fatty acid metabolic pathways. It acts as a carrier of long-chain acyl groups from activated fatty acids across the inner mitochondrial membrane into the mitochondrial matrix where they undergo β-oxidation to acetyl CoA to obtain usable energy via the citric acid cycle.
trans-2-Dodecenoyl-L-carnitine, belongs to the class of acylcarnitines. It serves as a specific diagnostic metabolite biomarker, which increases in very-long-chain acyl CoA dehydrogenase (VLCAD) deficiency, determined in biological samples.

Application

trans-2-Dodecenoyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological fluids of horses with atypical myopathy using gas chromatography coupled to mass spectrometry. It may also be used as an analytical standard to quantify the analyte in biological samples of patients with continuous ambulatory peritoneal dialysis (CAPD) or automated peritoneal dialysis (APD) using high-performance liquid chromatography/tandem quadrupole mass spectrometry (HPLC-TQMS).
trans-2-Dodecenoyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological samples of horses with atypical myopathy using gas chromatography-mass spectrometry (GC−MS). It may also be used as an analytical standard to quantify the analyte in biological samples of patients with continuous ambulatory peritoneal dialysis (CAPD) or automated peritoneal dialysis (APD) using high-performance liquid chromatography/tandem quadrupole mass spectrometry (HPLC-TQMS).

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Acylcarnitines-old actors auditioning for new roles in metabolic physiology
McCoin SC, et al.
Nature reviews. Endocrinology, 11(10), 617-617 (2015)
Acquired multiple Acyl-CoA dehydrogenase deficiency in 10 horses with atypical myopathy
Westermann MC, et al.
Neuromuscular Disorders, 18(5), 355-364 (2008)
Acylcarnitine esters profiling of serum and follicular fluid in patients undergoing in vitro fertilization
Varnagy A, et al.
Reproductive Biology and Endocrinology, 11(1), 67-67 (2013)
Current methods for determination of L-carnitine and acylcarnitine
Moder M, et al.
Monatshefte fur Chemie / Chemical Monthly, 136(8), 1279-1291 (2005)
L-Carnitine status in end-stage renal disease patients on automated peritoneal dialysis
Liberato DL , et al.
Journal of Nephrology, 27(6), 699-706 (2014)

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