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T5625

(±)-α-Lipoic acid

synthetic, ≥99% (titration), powder

Synonym(s):

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

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1 g

Available to ship TODAYfromMILWAUKEE

$42.10
$31.57
5 g

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$110.00
$93.50
25 g

Available to ship TODAYfromMILWAUKEE

$458.00
$343.50
50 g

Available to ship TODAYfromMILWAUKEE

$758.00
$568.50

About This Item

Empirical Formula (Hill Notation):
C8H14O2S2
CAS Number:
Molecular Weight:
206.33
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
EC Number:
214-071-2
Beilstein/REAXYS Number:
81853
MDL number:
Assay:
≥99% (titration)
Form:
powder

$31.57

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biological source

synthetic

Quality Segment

description

Oxidized form

assay

≥99% (titration)

form

powder

solubility

ethanol: soluble 50 mg/mL

SMILES string

OC(=O)CCCCC1CCSS1

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

Gene Information

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.
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.

Preparation Note

(±)-α-Lipoic acid (α-LA) is soluble in ethanol at 50 mg/ml

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This Item
62320T1395437692
description

synthetic, ≥99% (titration), powder

description

≥98.0%

description

BioReagent, suitable for cell culture, ≥99%

description

α-Lipoic Acid, CAS 1077-28-7 is an oxidized form with antioxidant properties. Reduces renal lipid peroxidation in rats with cisplatin n-induced nephrotoxicity.

assay

≥99% (titration)

assay

≥98.0% (HPLC)

assay

≥99%

assay

≥99% (by assay)

form

powder

form

solid

form

-

form

solid

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

ethanol: soluble 50 mg/mL

solubility

water: 0.87 g/L at 22 °C

solubility

ethanol: 50 mg/mL

solubility

ethanol: soluble, methanol: soluble

Gene Information

human ... ACHE(43), BCHE(590)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)

Gene Information

human ... ACHE(43), BCHE(590)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)

Gene Information

human ... ACHE(43), BCHE(590)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)

Gene Information

-

biological source

synthetic

biological source

-

biological source

-

biological source

-


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pictograms

Exclamation markEnvironment

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Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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