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Key Documents

08561

Sigma-Aldrich

(S)-(−)-α -Lipoic acid

≥97% (HPLC)

Sinonimo/i:

(S)-1,2-Dithiolane-3-pentanoic acid, (S)-6,8-Thioctic acid

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About This Item

Formula empirica (notazione di Hill):
C8H14O2S2
Numero CAS:
Peso molecolare:
206.33
Beilstein:
81852
Numero MDL:
Codice UNSPSC:
12352106
ID PubChem:
NACRES:
NA.25

Saggio

≥97% (HPLC)

Purezza ottica

enantiomeric excess: ≥98.0% (HPLC)

Temperatura di conservazione

−20°C

Stringa SMILE

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-/m0/s1
AGBQKNBQESQNJD-ZETCQYMHSA-N

Azioni biochim/fisiol

Biological antioxidant with prooxidant activities . Method for enantioseparation of lipoic acid in dietary supplements by capillary electrophoresis.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Shuji Kodama et al.
Electrophoresis, 33(15), 2441-2445 (2012-08-14)
Lipoic acid, an antioxidant, naturally occurs as the (R)-enantiomer, while synthetic lipoic acid is racemic. It is thus of interest to know the (R)-enantiomer content of lipoic acid supplements. Here, we used capillary electrophoresis to directly enantioseparate lipoic acid in
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
Hadi Moini et al.
Toxicology and applied pharmacology, 182(1), 84-90 (2002-07-20)
Reactive oxygen (ROS) and nitrogen oxide (RNOS) species are produced as by-products of oxidative metabolism. A major function for ROS and RNOS is immunological host defense. Recent evidence indicate that ROS and RNOS may also function as signaling molecules. However
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.

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