Buy Thioctic acid (BT-253158)

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Thioctic acid

Catalog Number: BT-253158

CAS Number: 1077-28-7

Molecular Formula: C8H14O2S2

Molecular Weight: 206.3 g/mol

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

Thioctic acid, also known as alpha-lipoic acid (ALA), is a naturally occurring compound that plays a vital role in energy metabolism. It is a potent antioxidant that scavenges free radicals and protects cells from oxidative damage. Thioctic acid has been extensively studied for its therapeutic potential in various diseases, including diabetes, neurodegenerative disorders, and cardiovascular diseases.

Properties

CAS Number

1077-28-7

Product Name

Thioctic acid

IUPAC Name

5-(dithiolan-3-yl)pentanoic acid

Molecular Formula

C8H14O2S2

Molecular Weight

206.3 g/mol

InChI

InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)

InChI Key

AGBQKNBQESQNJD-UHFFFAOYSA-N

SMILES

C1CSSC1CCCCC(=O)O

Solubility

Soluble in methanol, ethanol, diethyl ether and chloroform
In water, 127 mg/L at 25 °C (est)

Synonyms

Acid, alpha-Lipoic
Alpha Lipogamma
alpha Lipoic Acid
Alpha Lipon Stada
alpha Liponaure Heumann
Alpha Liponsaure Sofotec
alpha Liponsaure von ct
Alpha Lippon AL
alpha Vibolex
Alpha-Lipogamma
alpha-Lipoic Acid
Alpha-Lipon Stada
alpha-Liponaure Heumann
Alpha-Liponsaure Sofotec
alpha-Liponsaure von ct
Alpha-Lippon AL
alpha-Vibolex
Alphaflam
AlphaLipogamma
AlphaLipon Stada
alphaLiponaure Heumann
AlphaLiponsaure Sofotec
alphaLiponsaure von ct
AlphaLippon AL
alphaVibolex
Azulipont
biomo lipon
biomo-lipon
biomolipon
duralipon
espa lipon
espa-lipon
espalipon
Fenint
Injekt, Thiogamma
Juthiac
Lipoic Acid
Liponsaure ratiopharm
Liponsaure-ratiopharm
Liponsaureratiopharm
MTW Alphaliponsaure
MTW-Alphaliponsaure
MTWAlphaliponsaure
Neurium
Pleomix Alpha
Pleomix Alpha N
Pleomix-Alpha
Pleomix-Alpha N
PleomixAlpha
PleomixAlpha N
Thioctacid
Thioctacide T
Thioctic Acid
Thiogamma Injekt
Thiogamma oral
Tromlipon
Verla Lipon
Verla-Lipon
VerlaLipon

Canonical SMILES

C1CSSC1CCCCC(=O)O

Method of Synthesis or Extraction

Thioctic acid can be synthesized chemically or extracted from natural sources. The chemical synthesis of thioctic acid involves the reaction of octanoic acid with thionyl chloride, followed by the addition of sodium hydroxide. The yield of this method is low, and the process is expensive. The extraction of thioctic acid from natural sources, such as spinach, broccoli, and liver, is a more cost-effective method. The extraction process involves the use of solvents, such as ethanol or water, to extract thioctic acid from the source material. The yield of this method is higher than the chemical synthesis method. However, environmental and safety considerations should be taken into account when using solvents.

Chemical Structure and Biological Activity

Thioctic acid is a sulfur-containing compound with a cyclic disulfide structure. It exists in two enantiomeric forms, R-(+)-lipoic acid and S-(-)-lipoic acid. The R-(+)-lipoic acid is the biologically active form. Thioctic acid acts as a cofactor for several enzymes involved in energy metabolism, such as pyruvate dehydrogenase and alpha-ketoglutarate dehydrogenase. Thioctic acid also has potent antioxidant properties and can scavenge free radicals and regenerate other antioxidants, such as vitamin C and vitamin E.

Biological Effects

Thioctic acid has been shown to have several biological effects on cell function and signal transduction. It can modulate the activity of several signaling pathways, such as the nuclear factor-kappa B (NF-κB) pathway, which plays a crucial role in inflammation and immune response. Thioctic acid has also been shown to improve insulin sensitivity and glucose uptake in skeletal muscle cells, making it a potential therapeutic agent for diabetes. However, thioctic acid can also have potential toxic effects, such as inducing oxidative stress and apoptosis in cancer cells.

Applications

Thioctic acid has several applications in medical research, environmental research, and industrial research. In medical research, thioctic acid has been studied for its role in drug development and clinical trials. It has been shown to have potential therapeutic benefits in various diseases, such as diabetes, Alzheimer's disease, and cardiovascular diseases. However, thioctic acid can also have potential side effects, such as gastrointestinal disturbances and skin rash. In environmental research, thioctic acid has been studied for its effects on ecosystems and its role in pollution management. Thioctic acid has been shown to have potential in improving product quality and efficiency in industrial research. However, health and safety considerations should be taken into account when using thioctic acid in manufacturing processes.

Future Perspectives and Challenges

Despite the potential therapeutic benefits of thioctic acid, there are several limitations in its use and study. The bioavailability of thioctic acid is low, and its pharmacokinetics and pharmacodynamics are not well understood. There is also a lack of standardization in the preparation and dosing of thioctic acid. Future research should focus on improving the bioavailability and standardization of thioctic acid. There is also a need for more clinical trials to evaluate the safety and efficacy of thioctic acid in various diseases. In conclusion, thioctic acid has great potential as a therapeutic agent, but further research is needed to fully understand its biological effects and clinical applications.

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