Alpha Lipoic Acid is a disulfide compound, which is an essential factor for the energy metabolism of
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Product name: Alpha Lipoic Acid Molecular Formula: C8H14O2S2 Molecular Weight: 206.33 CAS No.: 1077-28-7 Description RS-alpha lipoic acid – also referred to simply as alpha lipoic acid, ALA or thioctic acid – is a fatty acid with powerful antioxidant properties. It is found in meat and fresh green leafy vegetables. RS-alpha lipoic acid is the racemic form of ALA. It is not as bioavailable as R-alpha lipoic acid, the stereoisomer of ALA. R-ALA is more expensive than RS-ALA because it is more bioactive and costs more to produce. Application Alpha Lipoic Acid is a unique anti-free radical substance, commonly known as a broad antioxidant. It is a vitamin-like substance produced in the body. Unlike other antioxidants with special effects produced in the body, Alpha Lipoic Acid is neither strictly fat-soluble nor water-soluble. This makes it possible to promote the activity of other antioxidants in the body and is also a widespread substitute when antioxidants are insufficient. For example, if the content of vitamin C and vitamin E stored in the body is low, Alpha Lipoic Acid can be temporarily supplemented. Because Alpha Lipoic Acid can pass through the blood-brain barrier, it can help reverse the adverse reactions caused by stroke. Alpha Lipoic Acid also helps maintain normal blood sugar levels and prevent serious complications of diabetes. As a coenzyme, Alpha Lipoic Acid plays a role in two key oxidative decarboxylation reactions, namely, in the pyruvate dehydrogenase complex and the α-ketoglutarate dehydrogenase complex, it catalyzes the production and transfer of acyl groups. Alpha Lipoic Acid has antioxidant properties, and has extremely high health care functions and medical value (such as anti-fatty liver and lowering plasma cholesterol). In addition, the sulfhydryl group of lipoic acid is easy to undergo redox reactions, so it can protect the sulfhydryl enzyme from the poison of heavy metal ions. Alpha Lipoic Acid is widely distributed in nature, especially in liver and yeast cells. Alpha lipoic acid often coexists with vitamin B1 in food. Specification Appearance Slightly yellow crystal powder Assay 99.0-101.0% Residue on ignition <0.1% Loss on drying ≤0.2% Heavy metals ≤10ppm Chromatographic purity: Individual impurity < 0.1% (HPLC) Total impurities < 2.0% (HPLC) Melting range 60.0℃- 62.0℃ Optical rotation -1.0°- +1.0° Packing 25kg/drum or as per requirement. Storage Store in a cool, dry place.
Name | DL-Lipoic acid |
Synonyms | THIOOCTIC ACID DL-Lipoic acid DL-Thioctic acid DL-6-Thioctic acid TIMTEC-BB SBB003484 DL-alpha-Lipoic acid (1)-ALPHA-LIPOIC ACID DL-6,8-Dithiooctanoic acid dl-1,2-Dithiolane3-valericacid 5 MG PNPP SUBSTRATE TABLETS REAGENT GR 5-(1,2)Dithiolan-3-yl-pentanoic acid for synthesis |
CAS | 1077-28-7 |
EINECS | 214-071-2 |
InChIKey | AGBQKNBQESQNJD-UHFFFAOYSA-N |
Molecular Formula | C8H14O2S2 |
Molar Mass | 206.33 |
Density | 1.2888 (rough estimate) |
Melting Point | 60-62°C |
Boling Point | 160-165°C(lit.) |
Flash Point | 160-165°C |
Water Solubility | 0.9 g/L (20 ºC) |
Solubility | Soluble in benzene, methanol, ethanol, slightly soluble in petroleum ether, almost insoluble in water |
Appearance | Yellow crystalline powder |
Color | Yellow |
Merck | 14,9326 |
BRN | 81853 |
pKa | 4.75±0.10(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable. Incompatible with strong oxidizing agents. |
Sensitive | Sensitive to light |
Refractive Index | 1.5200 (estimate) |
MDL | MFCD00005474 |
Physical and Chemical Properties | The appearance of alpha-lipoic acid is pale yellow powder crystals, almost tasteless, the chemical structure is 6,8 one or two DL-lipoic acid, in 6,8 between carbon disulfide bonds to form internal disulfide compounds. When reduced, the disulfide bond breaks to form dihydrodl-lipoic acid. Alpha-lipoic acid is insoluble in water but soluble in lipid solvents, which is listed as a fat-soluble vitamin; It is soluble in methanol, ethanol, chloroform, ether. |
Use | This product is for scientific research only and shall not be used for other purposes. |
In vitro study | The long terminal repeat (LTR) of HIV-1 is the target of cellular transcription factors such as NF-κB, and serves as the promoter-enhancer for the viral genome when integrated in host DNA. α-Lipoic Acid (Alpha-Lipoic acid, ALA), a naturally occurring dithiol compound, plays an essential role in mitochondrial bioenergetics. α-Lipoic Acid reduces lipid accumulation in the liver by regulating the transcriptional factors SREBP-1, FoxO1, and Nrf2, and their downstream lipogenic targets via the activation of the SIRT1/LKB1/AMPK pathway. Treatment of cells with α-Lipoic Acid (250, 500 and 1000 μM) significantly increases the NAD + /NADH ratio in HepG2 cells (P<0.05 or P<0.01). Treatment with α-Lipoic Acid (50, 125, 250 and 500 μM) increases SIRT1 activity in HepG2 cells. α-Lipoic Acid (50, 125, 250, 500 and 1000 μM) increases phosphorylation of AMPK and acetyl-CoA carboxylase (ACC) in HepG2 cells in a dose-dependent fashion. |
In vivo study | C57BL/6J mice, divided into four groups, are fed an high-fat diet (HFD) for 24 weeks to induce nonalcoholic fatty liver disease (NAFLD) followed by daily administration of α-Lipoic Acid. Then, the effects of α-Lipoic Acid on hepatic lipid accumulation in long-term HFD-fed mice are assessed. Administration of α-Lipoic Acid (100 mg/kg or 200 mg/kg) markedly reduces visceral fat mass in mice. In addition, α-Lipoic Acid (100 mg/kg or 200 mg/kg) treatment inhibits the appetite and causes a dramatic weight loss (all P<0.05). |
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