T5625

(±)-α-Lipoic acid

synthetic, ≥99% (titration), powder

• 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
• CAS Number: 1077-28-7
• Poids moléculaire : 206.33
• Beilstein: 81853
• Numéro CE : 214-071-2
• Numéro MDL: MFCD00005474
• Code UNSPSC : 12352106
• ID de substance PubChem : 57654679
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic
• Niveau de qualité: 200
• Description: Oxidized form
• Essai: ≥99% (titration)
• Forme: powder
• Solubilité: ethanol: soluble 50 mg/mL
• 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

Application

α-LA can reinstate endothelial activities and alleviate oxidative stress in high-fat fed diabetic rats⁴. It has also been used to analyze ROS production in astrocytes⁵.

Actions biochimiques/physiologiques

Antioxidant and coenzyme needed for the activity of enzyme complexes such as pyruvate dehydrogenase and glycine decarboxylase.

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.

Notes préparatoires

(±)-α-Lipoic acid (α-LA) is soluble in ethanol at 50 mg/ml

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