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04471

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(R)-(+)-α-Lipoic acid

analytical standard

Synonym(s):

(R)-(+)-1,2-Dithiolane-3-pentanoic acid, (R)-6,8-Dithiooctanoic acid, (R)-6,8-Thioctic acid

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About This Item

Empirical Formula (Hill Notation):
C8H14O2S2
CAS Number:
1200-22-2
Molecular Weight:
206.33
MDL number:
MFCD01631142
UNSPSC Code:
85151701
PubChem Substance ID:
329747929
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥98.0% (HPLC)

optical activity

[α]/D +115±5°, c = 1% in ethanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

48-52 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

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-/m1/s1

InChI key

AGBQKNBQESQNJD-SSDOTTSWSA-N

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General description

α-Lipoic acid is an antioxidant which is generally present in plants, animals and many other microorganisms.

Application

α-Lipoic acid has been used as a reference standard for the analysis of α-lipoic acid in human plasma by high performance liquid chromatography coupled to electron capture detector (HPLC-ECD), in various food matrices and dietary supplements by HPLC combined with coulometric electrode array detector (CEAD) as well as electrospray ionization mass spectrometer (ESI-MS).
It may be used as a reference standard for the determination of α-lipoic acid in human urine by isocratic reversed-phase HPLC and in α-lipoic acid capsules by HPLC with chemiluminescence detection.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6166
BCCF6165
BCCC3442
BCCC3921
BCBX8426

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High-performance liquid chromatographic assay for $\alpha$-lipoic acid and five of its metabolites in human plasma and urine.
Teichert, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 769(2), 269-281 (2002)
Determination of lipoic acid by flow-injection and high-performance liquid chromatography with chemiluminescence detection.
Wolyniec, et al.
Talanta, 96(2), 223-229 (2012)
Determination of free ?-lipoic acid in foodstuffs by HPLC coupled with CEAD and ESI-MS.
Durrani, et al.
Food Chemistry, 120(4), 1143-1148 (2010)
W Witt et al.
Journal of chromatography. B, Biomedical sciences and applications, 705(1), 127-131 (1998-03-14)
A new method for the quantitation of lipoic acid in plasma and tissues based on the selective precolumn derivatization of thiols with the fluorescent label monobromobimane is described. After extraction with diethyl ether, the dithiolane ring of lipoic acid is
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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