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Merck
모든 사진(3)

주요 문서

62320

Sigma-Aldrich

(±)-α-Lipoic acid

≥98.0%

동의어(들):

(±)-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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About This Item

실험식(Hill 표기법):
C8H14O2S2
CAS Number:
Molecular Weight:
206.33
Beilstein:
81853
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

분석

≥98.0% (HPLC)
≥98.0%

형태

solid

무기 잔류물

≤0.1%

손실

≤0.2% loss on drying

mp

60-62 °C

작용기

carboxylic acid
disulfide

저장 온도

2-8°C

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

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관련 카테고리

일반 설명

α-lipoic acid (ALA, thioctic acid) is a natural organosulfur compound produced in plants, animals and humans. It is a powerful antioxidant and plays a role in the forming nucleic acids, building blocks of DNA.

This product is a racemic mixture.

애플리케이션

(±)-α-Lipoic acid has been used:

  • In in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay.
  • To investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period.

생화학적/생리학적 작용

(±)-α-Lipoic acid exhibits direct free radical scavenging property and reduces the increased oxidative stress. In addition, it might also exhibit prooxidant activity. α-Lipoic acid functions as an important prosthetic group in α-keto acid dehydrogenase complexes of the mitochondria. It acts as a potential therapeutic for diabetic patients with distal symmetric polyneuropathy (DSP). α-Lipoic acid is also used in the treatment of energy-impaired and redox unbalanced diseases.
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.

픽토그램

Exclamation markEnvironment

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Oral treatment with alpha-lipoic acid improves symptomatic diabetic polyneuropathy: the SYDNEY 2 trial
Ziegler D, et al.
Diabetes Care, 29(11), 2365-2370 (2006)
Catherine Grogan et al.
Sensors (Basel, Switzerland), 20(3) (2020-02-12)
The high sensitivity of silicon microcantilever sensors has expanded their use in areas ranging from gas sensing to bio-medical applications. Photochromic molecules also represent promising candidates for a large variety of sensing applications. In this work, the operating principles of
Insights on the Use of ?-Lipoic Acid for Therapeutic Purposes
Salehi B., et. al.
Biomolecules, 9(8), 356-356 (2019)
M. Koike et al.
Antibiotics, Vitamins and Hormones, 112-112 (1977)
Component co-expression and purification of recombinant human pyruvate dehydrogenase complex from baculovirus infected SF9 cells
Jiang Y, et al.
Protein Expression and Purification, 97, 9-16 (2014)

문서

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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