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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

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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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
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
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 -
Takashi Yamada et al.
Neurochemistry international, 59(7), 1003-1009 (2011-10-13)
Growing evidence suggests that α-lipoic acid (LA) has neuroprotective effects in various pathological conditions including brain ischemia and neurodegeneration. While anti-oxidative activity has been thought to play a central role in LA-mediated neuroprotection, the precise mechanism and the effect of
L Packer et al.
Free radical biology & medicine, 19(2), 227-250 (1995-08-01)
alpha-Lipoic acid, which plays an essential role in mitochondrial dehydrogenase reactions, has recently gained considerable attention as an antioxidant. Lipoate, or its reduced form, dihydrolipoate, reacts with reactive oxygen species such as superoxide radicals, hydroxyl radicals, hypochlorous acid, peroxyl radicals

Questions

  1. What is REF 07039 Lipoic Acid soluble in?

    1 answer
    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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