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Merck

07039

Sigma-Aldrich

(R)-(+)-α-Lipoic acid

≥98.0% (HPLC)

Sinónimos:

(R)-(+)-1,2-Dithiolane-3-pentanoic acid, (R)-6,8-Dithiooctanoic acid, (R)-6,8-Thioctic acid

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About This Item

Fórmula empírica (notación de Hill):
C8H14O2S2
Número de CAS:
Peso molecular:
206.33
Número MDL:
Código UNSPSC:
12352202
ID de la sustancia en PubChem:
NACRES:
NA.32
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Nivel de calidad

100
200

Ensayo

≥98.0% (HPLC)

pureza óptica

enantiomeric excess: ≥98.0% (HPLC)

mp

48-52 °C (lit.)

temp. de almacenamiento

−20°C

cadena SMILES

OC(=O)CCCC[C@@H]1CCSS1
OC(=O)CCCC[C@@H]1CCSS1

InChI

1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1

Clave InChI

AGBQKNBQESQNJD-SSDOTTSWSA-N

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Acciones bioquímicas o fisiológicas

(R)-(+)-α-Lipoic acid was shown to significantly increase pyruvate oxidation while abrogating fatty acid oxidation in rat hepatocytes. These effects make R-(+)-α-Lipoic acid a promising treatment option for the treatment of Type II diabetes.[1] It is a biological antioxidant with prooxidant activities[2][3], its therapeutic potential is widely investigated[4][5][6], e.g. in the treatment for Alzheimer′s disease.[7]

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Nota de análisis

identity confirmed by LC-MS

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Los clientes también vieron

Dove J Keith et al.
Pharmacological research, 66(3), 199-206 (2012-05-23)
Lipoic acid (LA) shows promise as a beneficial micronutrient toward improving elder health. Studies using old rats show that (R)-α-LA (R-LA) significantly increases low molecular weight antioxidants that otherwise decline with age. Despite this rationale for benefiting human health, little
Annette Maczurek et al.
Advanced drug delivery reviews, 60(13-14), 1463-1470 (2008-07-29)
Alzheimer's disease (AD) is a progressive neurodegenerative disorder that destroys patient memory and cognition, communication ability with the social environment and the ability to carry out daily activities. Despite extensive research into the pathogenesis of AD, a neuroprotective treatment -
Kate Petersen Shay et al.
Biochimica et biophysica acta, 1790(10), 1149-1160 (2009-08-12)
Alpha-lipoic acid (LA) has become a common ingredient in multivitamin formulas, anti-aging supplements, and even pet food. It is well-defined as a therapy for preventing diabetic polyneuropathies, and scavenges free radicals, chelates metals, and restores intracellular glutathione levels which otherwise
Jennie L Walgren et al.
Metabolism: clinical and experimental, 53(2), 165-173 (2004-02-10)
R-(+)-alpha-lipoic acid (R-LA) is the naturally occurring enantiomer of LA. It is a strong antioxidant and cofactor of key metabolic enzyme complexes catalyzing the decarboxylation of alpha-keto acids. Racemic LA (rac-LA) has shown promise in treating diabetic polyneuropathy, and some
Ronald Bentley
Chemical Society reviews, 34(7), 609-624 (2005-06-21)
Chiral structures profoundly influence chemical and biological processes. While chiral carbon biomolecules have received much attention, chirality is also possible in certain sulfur compounds; just as with carbon, there can be differences in the physiological behavior of chiral sulfur compounds.

Preguntas

  1. What is REF 07039 Lipoic Acid soluble in?

    1 respuesta
    1. The solubility of this product has not been determined. However, the cell culture tested (±)-α-Lipoic acid, product T1395, is soluble at 50 mg/mL in ethanol. Similar solubility is expected for this item. In addition, various sources indicate this compound is also soluble in DMSO, acetonitrile, and chloroform. This information has not been validated.

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