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Merck

42602

Propionyl-L-carnitine

≥94.0% (HPLC), suitable for LC/MS

Synonym(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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10 MG

€94.50

50 MG

€376.00

€94.50


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About This Item

Empirical Formula (Hill Notation):
C10H19NO4
CAS Number:
Molecular Weight:
217.26
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

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Product Name

Propionyl-L-carnitine, ≥94.0% (HPLC)

Quality Level

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

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

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1 of 4

This Item
912756125150637
form

powder or crystals

form

-

form

-

form

powder or crystals

technique(s)

LC/MS: suitable

technique(s)

-

technique(s)

-

technique(s)

-

assay

≥94.0% (HPLC)

assay

≥94.0% (HPLC)

assay

≥97.0% (HPLC)

assay

≥94.0% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

optical activity

[α]/D -23±3°, c = 1 in H2O

optical activity

[α]/D -24.0±2.0°, c = 0.2 in H2O

optical activity

[α]/D -17±2°, c = 1 in methanol

optical activity

[α]/D -15±3°, c = 1 in H2O

impurities

≤10% water (calcd. from elemental analysis)

impurities

≤13% water ((calculated from elemental analysis)

impurities

≤10% water

impurities

≤10% water

General description

Propionyl-L-carnitine (PLC) is a short-chain fatty acid ester derivative of carnitine.[1]

Application

Propionyl-L-carnitine has been used as a standard in liquid chromatography-tandem mass spectrometry (LC-MS/MS).[2]

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.[1] PLC has the potential to treat severe peripheral arterial disease and chronic heart failure.[3] 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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
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

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