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Merck
CN

19772

Supelco

(R)-Dihydrolipoic acid

analytical standard

Synonym(s):

(R)-6,8-Dimercaptooctanoic acid, (R)-Dihydro-α-lipoic acid, R-DHLA

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About This Item

Empirical Formula (Hill Notation):
C8H16O2S2
CAS Number:
119365-69-4
Molecular Weight:
208.34
Beilstein:
1722776
MDL number:
MFCD10566606
UNSPSC Code:
85151701

Key Documents

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grade

analytical standard

Assay

≥95.0% (HPLC)

optical activity

[α]/D -11±2°, c = 1 in ethanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

storage temp.

2-8°C

SMILES string

OC(=O)CCCC[C@@H](S)CCS

Biochem/physiol Actions

R-DHLA regenerates the antioxidants vitamin C, thioredoxin and glutathione which in turn can recycle vitamin E.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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H Kataoka
Journal of chromatography. B, Biomedical sciences and applications, 717(1-2), 247-262 (1998-12-01)
The analysis of lipoic acid and related compounds, such as its reduced form dihydrolipoic acid, its amide form lipoamide and other analogues, in biological and food samples is important in biochemistry, nutritional and clinical chemistry. This review summarizes the chromatographic
J H Prehn et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 12(1), 78-87 (1992-01-01)
It has been shown in vitro that dihydrolipoate (DL-6,8-dithioloctanoic acid) has antioxidant activity against microsomal lipid peroxidation. We tested dihydrolipoate for its neuroprotective activity using models of hypoxic and excitotoxic neuronal damage in vitro and rodent models of cerebral ischemia
B C Scott et al.
Free radical research, 20(2), 119-133 (1994-02-01)
A detailed evaluation of the antioxidant and pro-oxidant properties of lipoic acid (LA) and dihydrolipoic acid (DHLA) was performed. Both compounds are powerful scavengers of hypochlorous acid, able to protect alpha 1-antiproteinase against inactivation by HOCl. LA was a powerful
Arjumand I Durrani et al.
Journal of pharmaceutical and biomedical analysis, 45(4), 694-699 (2007-09-21)
Alpha-lipoic acid is an antioxidant used both in the prevention and treatment of various oxidative stress related diseases. It is an important constituent of some dietary supplements and can also be found in plant and animal sources. A rapid method
Soichiro Satoh et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 854(1-2), 109-115 (2007-04-28)
The simultaneous determination of alpha-lipoic acid (LA) and DHLA (reduced form of LA) was carried out by HPLC with fluorescence detection. DHLA in the sample was first labeled with ABD-F at room temperature for 10 min and then the LA
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