(±)-α-Lipoic acid

SIGMA/T5625 - synthetic, ≥99% (titration), powder

Synonym: (±)-1,2-Dithiolane-3-pentanoic acid; 6,8-Dithiooctanoic acid; DL-α-Lipoic acid; DL-6,8-Thioctic acid; Lip(S₂)

CAS Number: 1077-28-7
Empirical Formula (Hill Notation): C₈H₁₄O₂S₂
Molecular Weight: 206.33
EC Number: 214-071-2
MDL Number: MFCD00005474
Linear Formula: C₈H₁₄O₂S₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-T5625-1G	1 g	$40.90 1/EA	Add To Favorites
45-T5625-5G	5 g	$107.00 1/EA	Add To Favorites
45-T5625-25G	25 g	$445.00 1/EA	Add To Favorites
45-T5625-50G	50 g	$736.00 1/EA	Add To Favorites

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This image depicts SKU: T5625-50G

Properties
Descriptions
Safety Info.
Basic Data

assay	≥99% (titration)
biological source	synthetic
description	Oxidized form
form	powder
InChI	1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
InChI key	AGBQKNBQESQNJD-UHFFFAOYSA-N
Quality Level	200
SMILES string	OC(=O)CCCCC1CCSS1
solubility	ethanol: soluble 50 mg/mL

Application:	α-LA can reinstate endothelial activities and alleviate oxidative stress in high-fat fed diabetic rats⁴. It has also been used to analyze ROS production in astrocytes⁵.
Biochem/physiol Actions:	Antioxidant and coenzyme needed for the activity of enzyme complexes such as pyruvate dehydrogenase and glycine decarboxylase.
Biochem/physiol Actions:	Antioxidant and coenzyme needed for the activity of enzyme complexes such as those of pyruvate dehydrogenase and glycine decarboxylase. Exogenous thioctic acid is reduced intracellularly by two or more enzymes. The reduced form then influences a number of cell processes by direct radical scavenging, recycling of other antioxidants, increasing glutathione synthesis, and modulating transcription factor activity particularly that of NF-κB. Decreases the phagocytosis of myelin by macrophages.
Packaging:	1, 5, 25, 50 g in poly bottle
Packaging:	500 mg in poly bottle
Preparation Note:	(±)-α-Lipoic acid (α-LA) is soluble in ethanol at 50 mg/ml

Symbol	GHS07,GHS09
Signal word	Warning
Hazard statements	H302 - H315 - H317 - H319 - H411
Precautionary statements	P261 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
Hazard Codes	Xn
Risk Statements	22
RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99% (titration)
UNSPSC	12352106

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