Propionyl-L-carnitine . HCl

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AdipoGen Life Sciences
Product Code: AG-CR1-3595
Product Group: Other Biochemicals
CodeSizePrice
AG-CR1-3595-M02525 mg£60.00
Quantity:
AG-CR1-3595-M100100 mg£130.00
Quantity:
AG-CR1-3595-M500500 mg£350.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

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Chemical Structure
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Chemical Structure

Documents

Further Information

Alternate Names/Synonyms:
PLC
Appearance:
White to off-white solid.
CAS:
119793-66-7
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Hygroscopic.
InChi:
InChI=1S/C10H19NO4.ClH/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4;/h8H,5-7H2,1-4H3;1H/t8-;/m1./s1
InChiKey:
KTFMPDDJYRFWQE-DDWIOCJRSA-N
Long Description:
Chemical. CAS: 119793-66-7. Formula: C10H19NO4 . HCl. MW: 217.3 . 36.5. Synthetic. Naturally occurring carnitine derivative formed by carnitine acetyltransferase during beta-oxidation of uneven chain fatty acids, with high affinity for muscular carnitine transferase. Increases cellular carnitine content, allowing free fatty acid transport into the mitochondria. Stimulates energy production in ischaemic muscles by increasing citric acid cycle flux and stimulating pyruvate dehydrogenase activity. Important for mitochondrial metabolism and energy regulation. Regulates the metabolism of both carbohydrates and lipids, leading to an increase of ATP generation. Selectively inhibits in vitro and ex vivo platelet-activating factor (PAF) synthesis from human neutrophils. Antioxidant. Shows free radical scavenging activity. Decreases the expression of inducible nitric oxide synthase (iNOS/NOS II) and NADPH-oxidase 4-mediated reactive oxygen species production in human umbilical vascular endothelial cells. Shows beneficial cardiovascular effects. Improves body weight, food intake, adiposity and insulin resistance in Type 2 diabetes. Stimulates endothelial nitric oxide (eNOS/NOS III) and increased NO production, via AMPK/Src-mediated signaling that leads to activation of PI3 kinase and Akt.
MDL:
MFCD00274137
Molecular Formula:
C10H19NO4 . HCl
Molecular Weight:
217.3 . 36.5
Package Type:
Vial
Product Description:
Naturally occurring carnitine derivative formed by carnitine acetyltransferase during beta-oxidation of uneven chain fatty acids, with high affinity for muscular carnitine transferase. Increases cellular carnitine content, allowing free fatty acid transport into the mitochondria [1, 5]. Stimulates energy production in ischaemic muscles by increasing citric acid cycle flux and stimulating pyruvate dehydrogenase activity [1, 2]. Important for mitochondrial metabolism and energy regulation. Regulates the metabolism of both carbohydrates and lipids, leading to an increase of ATP generation [9, 11]. Selectively inhibits in vitro and ex vivo platelet-activating factor (PAF) synthesis from human neutrophils [3]. Antioxidant. Shows free radical scavenging activity [4]. Decreases the expression of inducible nitric oxide synthase (iNOS/NOS II) and NADPH-oxidase 4-mediated reactive oxygen species production in human umbilical vascular endothelial cells [7]. Shows beneficial cardiovascular effects. Improves body weight, food intake, adiposity and insulin resistance in Type 2 diabetes [5, 6, 8-10]. Stimulates endothelial nitric oxide (eNOS/NOS III) and increased NO production, via AMPK/Src-mediated signaling that leads to activation of PI3 kinase and Akt [6, 12].
Purity:
>98% (NMR)
SMILES:
CC[C@@H](CC(O)=O)OC(=O)CC
Solubility Chemicals:
Soluble in water, methanol, ethanol, DMSO or dimethyl formamide.
Source / Host:
Synthetic.
Transportation:
Non-
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Changes in skeletal muscle histology and metabolism in patients undergoing exercise deconditioning: effect of propionyl-L-carnitine: G. Brevetti, et al.; Muscle Nerve 20, 1115 (1997) | Propionyl-L-carnitine: L.R. Wiseman & R.N. Brogden; Drugs Aging 12, 243 (1998) (Review) | Inhibition of platelet-activating factor synthesis in human neutrophils and platelets by propionyl-L-carnitine: M. Triggiani, et al.; Biochem. Pharmacol. 58, 1341 (1999) | L-propionyl-carnitine as superoxide scavenger, antioxidant, and DNA cleavage protector: A. Vanella, et al.; Cell Biol. Toxicol. 16, 99 (2000) | Therapeutic effects of L-carnitine and propionyl-L-carnitine on cardiovascular diseases: a review: R. Ferrari, et al.; Ann. N. Y. Acad. Sci. 1033, 79 (2004) (Review) | Oral supplementation of propionyl-l-carnitine reduces body weight and hyperinsulinaemia in obese Zucker rats: C. Mingorance, et al.; Br. J. Nutr. 102, 1145 (2009) | Propionyl-L-carnitine improves postischemic blood flow recovery and arteriogenetic revascularization and reduces endothelial NADPH-oxidase 4-mediated superoxide production: M.A. Stasi, et al.; Arterioscler. Thromb. Vasc. Biol. 30, 426 (2010) | Critical update for the clinical use of L-carnitine analogs in cardiometabolic disorders: C. Mingorance, et al.; Vasc. Health Risk Manag. 7, 169 (2011) | Pharmacological effects and clinical applications of propionyl-L-carnitine: C. Mingorance, et al.; Nutr. Rev. 69, 279 (2011) (Review) | Propionyl-L-carnitine corrects metabolic and cardiovascular alterations in diet-induced obese mice and improves liver respiratory chain activity: C. Mingorance, et al.; PLoS One 7, e34268 (2012) | Translating the basic knowledge of mitochondrial functions to metabolic therapy: role of L-carnitine: S.M. Marcovina, et al.; Transl. Res. 161, 73 (2013) | Propionyl-L-carnitine induces eNOS activation and nitric oxide synthesis in endothelial cells via PI3 and Akt kinases: W.H. Ning & K. Zhao; Vascul. Pharmacol. 59, 76 (2013)

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