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Dokumente

T1395

Sigma-Aldrich

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)

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About This Item

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

Produktlinie

BioReagent

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)

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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

Piktogramme

Exclamation markEnvironment
GHS07,GHS09

Signalwort

Warning

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

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Effect of SP-A/B in lipoic acid on acute paraquat poisoning
Li SP, et al.
World journal of emergency medicine, 5(1), 57-62 (2014)
alpha-Lipoic acid attenuates LPS-induced liver injury by improving mitochondrial function in association with GR mitochondrial DNA occupancy
Liu Z, et al.
Biochimie, 116, 52-60 (2015)
Stimulation of suicidal erythrocyte death by alpha-lipoic acid
Bhavsar SK, et al.
Cellular Physiology and Biochemistry, 26(6), 859-868 (2010)
Yucui Chen et al.
Journal of neuroscience methods, 171(2), 239-247 (2008-05-13)
In vitro culturing of primary neurons is a mainstay of neurobiological research. Many of these culture paradigms have taken advantage of defined culture media rather than serum additives that contain undefined survival factors to facilitate experimental manipulations and interpretation of
Michela Rosini et al.
European journal of medicinal chemistry, 46(11), 5435-5442 (2011-09-20)
Lipoic acid (LA) is a natural antioxidant. Its structure was previously combined with that of the acetylcholinesterase inhibitor tacrine to give lipocrine (1), a lead compound multitargeted against Alzheimer's disease (AD). Herein, we further explore LA as a privileged structure
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Artikel

Lipoic (Thioctic) Acid, in Cell Culture

How lipoic acid (thioctic acid) and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Mitochondrial Stress and ROS

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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