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Merck
CN

08561

Sigma-Aldrich

(S)-(−)-α -Lipoic acid

≥97% (HPLC)

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别名:
(S)-1,2-Dithiolane-3-pentanoic acid, (S)-6,8-Thioctic acid
经验公式(希尔记法):
C8H14O2S2
CAS号:
分子量:
206.33
Beilstein:
81852
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥97% (HPLC)

光学纯度

enantiomeric excess: ≥98.0% (HPLC)

储存温度

−20°C

SMILES字符串

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 key

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.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°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
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.
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

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