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437694

Sigma-Aldrich

DL-α-Lipoic Acid, Dihydro-

An effective antioxidant.

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Synonym(s):
DL-α-Lipoic Acid, Dihydro-, DHLA, Dihydrolipoic Acid, Thiocytic Acid, Dihydro-
Empirical Formula (Hill Notation):
C8H16O2S2
CAS Number:
462-20-4
Molecular Weight:
208.34
MDL number:
MFCD00166974
UNSPSC Code:
12352106
NACRES:
NA.77

Quality Level

100

Assay

≥95% (TLC)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

ethanol: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)

InChI key

IZFHEQBZOYJLPK-UHFFFAOYSA-N

General description

An effective antioxidant. Scavenges hypochlorous acid, peroxyl, superoxide, hydroxyl and nitric oxide radicals. Also exhibits prooxidant properties, as demonstrated by its ability to reduce iron ions and to generate reactive sulfur-containing radicals that can damage certain proteins, such as α1-antiproteinase and creatine kinase. DHLA has recently been shown to inhibit apoptosis in rat thymocytes induced by methylprednisolone and etoposide.
An effective antioxidant. Scavenges hypochlorous acid, peroxyl, superoxide, hydroxyl, and nitric oxide radicals. Also exhibits prooxidant properties, as demonstrated by its ability to reduce iron ions and to generate reactive sulfur-containing radicals that can damage certain proteins, such as α1-antiproteinase and creatine kinase. DHLA has recently been shown to inhibit apoptosis in rat thymocytes induced by methylprednisolone and etoposide.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Scavenges hypochlorous acid, peroxyl, superoxide, hydroxyl, and nitric oxide radicals
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Irritant (B)

Other Notes

Packer, L., et al. 1997. Adv. Pharmacol. 38, 79.
Bustamante, J., et al. 1995. Free Radic. Biol. Med. 19, 339.
Scott, B.C., et al. 1994. Free Radic. Res. 20, 119.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

H302,H315,H317,H318,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

WGK

WGK 2

Flash Point(F)

Cleveland open cup

Flash Point(C)

Cleveland open cup

Certificates of Analysis (COA)

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