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Merck

42602

Propionyl-L-carnitine

≥94.0% (HPLC), suitable for LC/MS

Sinónimos:

(2R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxopropoxy)-1-propanaminium inner salt, L-Carnitine propionyl ester, C3-Carnitine, Propanoyl-L-carnitine

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About This Item

Fórmula empírica (notación de Hill):
C10H19NO4
Número CAS:
20064-19-1
Peso molecular:
217.26
UNSPSC Code:
12352209
PubChem Substance ID:
329756246
NACRES:
NA.26
MDL number:
MFCD00870024

Nombre del producto

Propionyl-L-carnitine, ≥94.0% (HPLC)

SMILES string

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

InChI

1S/C10H19NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h8H,5-7H2,1-4H3/t8-/m1/s1

InChI key

UFAHZIUFPNSHSL-MRVPVSSYSA-N

assay

≥94.0% (HPLC)

form

powder or crystals

optical activity

[α]/D -23±3°, c = 1 in H2O

technique(s)

LC/MS: suitable

impurities

≤10% water (calcd. from elemental analysis)

color

white to off-white

storage temp.

2-8°C

Quality Level

100

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Application

Propionyl-L-carnitine has been used as a standard in liquid chromatography-tandem mass spectrometry (LC-MS/MS).

Biochem/physiol Actions

Propionyl-L-carnitine (PLC) plays a key role in lipid and carbohydrate metabolism. It provides substrates to the ischemic muscle for energy production and ATP generation. PLC has the potential to treat severe peripheral arterial disease and chronic heart failure. It is present in high abundance in the urine of patients with methylmalonyl-CoA mutase (MUT) deficiency, together with methylmalonic acid. MUT is a mitochondrial enzyme that catalyzes the isomerization of methylmalonyl-CoA to succinyl-CoA.

General description

Propionyl-L-carnitine (PLC) is a short-chain fatty acid ester derivative of carnitine.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BCCN6321
BCCJ5697
BCCB9653
BCBZ8342
BCBX4946

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Carmen Mingorance et al.
Nutrition reviews, 69(5), 279-290 (2011-04-28)
Propionyl-L-carnitine (PLC) is a naturally occurring derivative of carnitine that plays an important role in the metabolism of both carbohydrates and lipids, leading to an increase of ATP generation. PLC, however, is not only a metabolic drug; it is also
M J Cipolla et al.
Journal of vascular surgery, 29(6), 1097-1103 (1999-06-09)
The vasoactive effects of propionyl-L-carnitine (PLC) on human arteries, including endothelial and smooth muscle cell influences, were studied. Small (less than 200 microm) subcutaneous fat arteries (n = 19), obtained from human patients undergoing vascular surgery, were dissected and mounted
William R Hiatt et al.
Journal of cardiopulmonary rehabilitation and prevention, 31(2), 125-132 (2010-09-24)
Exercise training is established for the treatment of peripheral artery disease; however the additional benefit of pharmacologic therapy with exercise has not been studied. This trial tested the hypothesis that propionyl-L-carnitine (PLC), in combination with monitored home-based exercise training, would
Santica M Marcovina et al.
Translational research : the journal of laboratory and clinical medicine, 161(2), 73-84 (2012-11-10)
Mitochondria play important roles in human physiological processes, and therefore, their dysfunction can lead to a constellation of metabolic and nonmetabolic abnormalities such as a defect in mitochondrial gene expression, imbalance in fuel and energy homeostasis, impairment in oxidative phosphorylation
Josiane Joseph et al.
Metabolites, 8(4) (2018-10-05)
Duchenne muscular dystrophy (DMD) is a musculoskeletal disorder that causes severe morbidity and reduced lifespan. Individuals with DMD have an X-linked mutation that impairs their ability to produce functional dystrophin protein in muscle. No cure exists for this disease and
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