T1395

(±)-α-Lipoic acid

suitable for cell culture, BioReagent, ≥99%

• Sinônimo(s): Thioctic acid, (±)-1,2-Dithiolane-3-pentanoic acid, 6,8-Dithiooctanoic acid, DL-α-Lipoic acid, DL-6,8-Thioctic acid, Lip(S₂)
• Fórmula empírica (Notação de Hill): C₈H₁₄O₂S₂
• Número CAS: 1077-28-7
• Peso molecular: 206.33
• Beilstein: 81853
• Número CE: 214-071-2
• Número MDL: MFCD00005474
• Código UNSPSC: 12352207
• ID de substância PubChem: 24899963
• NACRES: NA.71

Propriedades

• linha de produto: BioReagent
• Ensaio: ≥99%
• técnica(s): cell culture | mammalian: suitable
• solubilidade: ethanol: 50 mg/mL
• cadeia de caracteres 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)
• chave InChI: AGBQKNBQESQNJD-UHFFFAOYSA-N
• Informações sobre genes: human ... ACHE(43) , BCHE(590) ; rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

Descrição

Descrição geral

α-Lipoic acid (LA), a nutritional component found in vegetables and meat, has both antioxidant and oxidant properties. LA exerts therapeutic potential to many diseases like liver cirrhosis, heavy metal poisoning, and diabetic polyneuropathy. LA exerts apoptotic potential in cancer cells either by oxidative stress related pathway or by activation of caspases. LA improves mitochondrial function and plays a key role in mitochondrial energy metabolism.

Aplicação

Lipoic acid has been used:

• for induction of eryptosis in erythrocytes
• as a constituent in NS21 media for neuronal cultures
• to evaluate its effect on liver energy metabolism by high performance liquid chromatography (HPLC) and assessing mitochondrial function by mitochondrial gene expression studies in lipopolysaccharide (LPS) pre-treated mice
• to elucidate its effect on paraquat poisoning in lungs

Ações bioquímicas/fisiológicas

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.

Outras notas

Oxidized form

Informações de segurança

• Pictogramas: GHS07,GHS09
• Palavra indicadora: Warning
• Frases de perigo: H302,H315,H317,H319,H411
• Declarações de precaução: P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: dust mask type N95 (US), Eyeshields, Gloves