T1395

DL-α-Liponsäure

suitable for cell culture, BioReagent, ≥99%

• Synonym(e): (±)-1,2-Dithiolan-3-valeriansäure, 6,8-Dithiooctansäure, DL-6,8-Thioctsäure, Lip(S₂)
• Empirische Formel (Hill-System): C₈H₁₄O₂S₂
• CAS-Nummer: 1077-28-7
• Molekulargewicht: 206.33
• Beilstein: 81853
• EG-Nummer: 214-071-2
• MDL-Nummer: MFCD00005474
• UNSPSC-Code: 12352207
• PubChem Substanz-ID: 24899963
• NACRES: NA.71

Eigenschaften

• Produktlinie: BioReagent
• Qualitätsniveau: 200
• Assay: ≥99%
• Methode(n): cell culture | mammalian: suitable
• Löslichkeit: ethanol: 50 mg/mL
• SMILES String: 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)
• InChIKey: AGBQKNBQESQNJD-UHFFFAOYSA-N
• Angaben zum Gen: human ... ACHE(43) , BCHE(590) ; rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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

Biochem./physiol. Wirkung

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.

Sonstige Hinweise

Oxidized form

Sicherheitshinweise

• Piktogramme: GHS07,GHS09
• Signalwort: Warning
• H-Sätze: H302,H315,H317,H319,H411
• P-Sätze: P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves