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T5625

Sigma-Aldrich

DL-α-Liponsäure

synthetic, ≥99% (titration), powder

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:
12352106
PubChem Substanz-ID:
57654679
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

200

Beschreibung

Oxidized form

Assay

≥99% (titration)

Form

powder

Löslichkeit

ethanol: soluble 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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Anwendung

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.

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.

Angaben zur Herstellung

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

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

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Analysenzertifikate (COA)

Lot/Batch Number
0000385367
0000381825
0000352086
0000250992
0000374162

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Massimo Dal Monte et al.
Diagnostics (Basel, Switzerland), 10(3) (2020-03-07)
Melatoninergic agents are known to reduce intraocular pressure (IOP). The present study was performed to evaluate the effect of nanomicellar formulations of melatoninergic agents on IOP in the rat. Tonometry was used to measure IOP in eyes instilled with melatonin
Reda Hassan Elbakary et al.
Journal of microscopy and ultrastructure, 8(2), 42-50 (2020-08-09)
Polychlorinated biphenyl (PCB) is considered one of the environmental pollutants. It is used as hydraulic coils in vacuum pumps, pesticides transformers, heat-exchange systems, capacitors and as additives in adhesive inks, paints, plastics, copying paper and sealants. Alpha lipoic acid (ALA)
Daniely V S Costa et al.
Pharmaceuticals (Basel, Switzerland), 13(11) (2020-11-07)
Irinotecan, an anticancer drug, induces diarrhea and intestinal inflammation, resulting in an increase in the cost of care and in treatment delays. In this study, we investigated whether alpha-lipoic acid (α-LA) could improve irinotecan-mediated intestinal inflammation, diarrhea and dysmotility. Intestinal
Fatma M Ghoneim et al.
Biology, 9(9) (2020-08-23)
Sodium valproate (VPA) is an antiepileptic drug (AED) licensed for epilepsy and used during pregnancy in various indications. Alpha-lipoic acid (ALA) is a natural compound inducing endogenous antioxidant production. Our study aimed to investigate the effect of prenatal administration of
C M Sena et al.
British journal of pharmacology, 153(5), 894-906 (2007-10-02)
This study was conducted to investigate the effects of alpha-lipoic acid (alpha-LA) on endothelial function in diabetic and high-fat fed animal models and elucidate the potential mechanism underlying the benefits of alpha-LA. Plasma metabolites reflecting glucose and lipid metabolism, endothelial
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