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Merck

08561

(S)-(−)-α -Lipoic acid

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H14O2S2
CAS Number:
Molecular Weight:
206.33
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Beilstein/REAXYS Number:
81852
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Quality Level

assay

≥97% (HPLC)

optical purity

enantiomeric excess: ≥98.0% (HPLC)

storage temp.

−20°C

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

Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_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
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.



Global Trade Item Number

SKUGTIN
W353604-10KG-K04061837890758
W353604-5KG-K04061837890765
820791000004022536466675
471569-1L04061832360157
471569-250ML04061832360164
471569-25ML04061832360171
320412-1L04061826701898
W353600-250G-K04061837536670
W353600-50G-K04061837536687
W353600-SAMPLE-K04061837536694
W353604-1KG-K04061837536700
W353604-SAMPLE-K04061837890772
820791000504022536466682
820791100004022536466705