62320

(±)-α-Lipoic acid

≥98.0%

• Synonyme(s) : (±)-1,2-Dithiolane-3-pentanoic acid, 6,8-Dithiooctanoic acid, DL-α-Lipoic acid, DL-6,8-Thioctic acid, Lip(S₂)
• Formule empirique (notation de Hill): C₈H₁₄O₂S₂
• Numéro CAS: 1077-28-7
• Poids moléculaire : 206.33
• Numéro Beilstein : 81853
• Numéro CE : 214-071-2
• Numéro MDL: MFCD00005474
• Code UNSPSC : 12352100
• ID de substance PubChem : 57651855
• Nomenclature NACRES : NA.21

Propriétés

• Niveau de qualité: 200
• Pureté: ≥98.0% (HPLC); ≥98.0%
• Forme: solid
• Résidus de calcination: ≤0.1%
• Perte: ≤0.2% loss on drying
• Pf: 60-62 °C
• Groupe fonctionnel: carboxylic acid; disulfide
• Température de stockage: 2-8°C
• Chaîne SMILES: OC(=O)CCCCC1CCSS1
• InChI: 1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
• Clé InChI: AGBQKNBQESQNJD-UHFFFAOYSA-N
• Informations sur le gène: human ... ACHE(43) , BCHE(590) ; rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

Description

Description générale

α-lipoic acid (ALA, thioctic acid) is a natural organosulfur compound produced in plants, animals and humans. It is a powerful antioxidant and plays a role in the forming nucleic acids, building blocks of DNA.

This product is a racemic mixture.

Application

(±)-α-Lipoic acid has been used:

• In in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay.
• To investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period.

Actions biochimiques/physiologiques

(±)-α-Lipoic acid exhibits direct free radical scavenging property and reduces the increased oxidative stress. In addition, it might also exhibit prooxidant activity. α-Lipoic acid functions as an important prosthetic group in α-keto acid dehydrogenase complexes of the mitochondria. It acts as a potential therapeutic for diabetic patients with distal symmetric polyneuropathy (DSP). α-Lipoic acid is also used in the treatment of energy-impaired and redox unbalanced diseases.

Antioxidant and coenzyme needed for the activity of enzyme complexes such as those of pyruvate dehydrogenase and glycine decarboxylase. Exogenous thioctic acid is reduced intracellularly by two or more enzymes. The reduced form then influences a number of cell processes by direct radical scavenging, recycling of other antioxidants, increasing glutathione synthesis, and modulating transcription factor activity particularly that of NF-κB. Decreases the phagocytosis of myelin by macrophages.

Informations sur la sécurité

• Pictogrammes: GHS07,GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H302,H315,H317,H319,H411
• Conseils de prudence: P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves