T1395

(±)-α-Lipoic acid

suitable for cell culture, BioReagent, ≥99%

• Sinonimo/i: Thioctic acid, (±)-1,2-Dithiolane-3-pentanoic acid, 6,8-Dithiooctanoic acid, DL-α-Lipoic acid, DL-6,8-Thioctic acid, Lip(S₂)
• Formula empirica (notazione di Hill): C₈H₁₄O₂S₂
• Numero CAS: 1077-28-7
• Peso molecolare: 206.33
• Beilstein: 81853
• Numero CE: 214-071-2
• Numero MDL: MFCD00005474
• Codice UNSPSC: 12352207
• ID PubChem: 24899963
• NACRES: NA.71

Proprietà

• Nome Commerciale: BioReagent
• Saggio: ≥99%
• tecniche: cell culture | mammalian: suitable
• Solubilità: ethanol: 50 mg/mL
• Stringa SMILE: 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); AGBQKNBQESQNJD-UHFFFAOYSA-N
• Informazioni sul gene: human ... ACHE(43) , BCHE(590) ; rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

Descrizione

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Altre note

Oxidized form

Informazioni sulla sicurezza

• Pittogrammi: GHS07,GHS09
• Avvertenze: Warning
• Indicazioni di pericolo: H302,H315,H317,H319,H411
• Consigli di prudenza: P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves