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42602

Sigma-Aldrich

Propionyl-L-carnitine

≥94.0% (HPLC), suitable for LC/MS

Synonyme(s) :

(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

Formule empirique (notation de Hill):
C10H19NO4
Numéro CAS:
20064-19-1
Poids moléculaire :
217.26
Numéro MDL:
MFCD00870024
Code UNSPSC :
12352209
ID de substance PubChem :
329756246
Nomenclature NACRES :
NA.26

product name

Propionyl-L-carnitine, ≥94.0% (HPLC)

Niveau de qualité

100

Pureté

≥94.0% (HPLC)

Forme

powder or crystals

Activité optique

[α]/D -23±3°, c = 1 in H2O

Technique(s)

LC/MS: suitable

Impuretés

≤10% water (calcd. from elemental analysis)

Couleur

white to off-white

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

UFAHZIUFPNSHSL-MRVPVSSYSA-N

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Catégories apparentées

Description générale

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

Application

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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
Qixiao Jiang et al.
Environmental toxicology and pharmacology, 48, 116-124 (2016-10-25)
Perfluorooctanoic acid (PFOA), a persistent organic pollutant, is associated with developmental toxicity. This study investigated the mechanism of PFOA-induced developmental cardiotoxicity in chicken embryo, focusing on the interactions between developmental exposure to PFOA and the levels of l-carnitine (LC), acetyl-l-carnitine
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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