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T5625

Sigma-Aldrich

(±)-α-Lipoic acid

synthetic, ≥99% (titration), powder

Sinónimos:

(±)-1,2-Dithiolane-3-pentanoic acid, 6,8-Dithiooctanoic acid, DL-α-Lipoic acid, DL-6,8-Thioctic acid, Lip(S2)

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About This Item

Fórmula empírica (notación de Hill):
C8H14O2S2
Número de CAS:
1077-28-7
Peso molecular:
206.33
Beilstein:
81853
Número CE:
214-071-2
Número MDL:
MFCD00005474
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
57654679
NACRES:
NA.77

origen biológico

synthetic

Nivel de calidad

200

descripción

Oxidized form

Ensayo

≥99% (titration)

Formulario

powder

solubilidad

ethanol: soluble 50 mg/mL

cadena 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)

Clave InChI

AGBQKNBQESQNJD-UHFFFAOYSA-N

Información sobre el gen

human ... ACHE(43) , BCHE(590)
rat ... Adra1a(29412) , Adra1b(24173) , Adra1d(29413)

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Aplicación

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.

Acciones bioquímicas o fisiológicas

Antioxidant and coenzyme needed for the activity of enzyme complexes such as pyruvate dehydrogenase and glycine decarboxylase.
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.

Nota de preparación

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

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H302,H315,H317,H319,H411

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000422297
0000422296
0000422296
0000422297
0000413537

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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
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)
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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