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Merck

08561

Sigma-Aldrich

(S)-(−)-α -Lipoic acid

≥97% (HPLC)

别名:

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

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About This Item

经验公式(希尔记法):
C8H14O2S2
CAS号:
分子量:
206.33
Beilstein:
81852
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.25

化驗

≥97% (HPLC)

光學純度

enantiomeric excess: ≥98.0% (HPLC)

儲存溫度

−20°C

SMILES 字串

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

InChI 密鑰

AGBQKNBQESQNJD-ZETCQYMHSA-N

生化/生理作用

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

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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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