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-yloxy-1-propanaminium inner salt, C12:1-Carnitine
Empirical Formula (Hill Notation):
C19H35NO4
CAS Number:
Molecular Weight:
341.49
NACRES:
NB.21
Pricing and availability is not currently available.

grade

analytical standard

Quality Level

assay

≥93.0% (HPLC)

optical activity

α/D -15±2°, c = 0.1 in methanol

CofA

certificate is enclosed in each package

shelf life

limited shelf life, expiry date on the label

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 acylcarnitines. It serves as a specific diagnostic metabolite biomarker, which increases in very-long-chain acyl CoA dehydrogenase (VLCAD) deficiency, determined in biological samples.
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.

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).

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Current methods for determination of L-carnitine and acylcarnitine
Moder M, et al.
Monatshefte fur Chemie / Chemical Monthly, 136(8), 1279-1291 (2005)
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)
Acquired multiple Acyl-CoA dehydrogenase deficiency in 10 horses with atypical myopathy
Westermann MC, et al.
Neuromuscular Disorders, 18(5), 355-364 (2008)
Acylcarnitines-old actors auditioning for new roles in metabolic physiology
McCoin SC, et al.
Nature reviews. Endocrinology, 11(10), 617-617 (2015)
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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