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Merck
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重要文件

T1395

Sigma-Aldrich

(±)-α-硫辛酸

BioReagent, suitable for cell culture, ≥99%

同義詞:

硫辛酸, (±)-1,2-二硫戊环基-3-戊酸, 6,8-二巯基辛酸, DL-α-硫辛酸, DL-6,8-硫辛酸, Lip(S2)

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About This Item

經驗公式(希爾表示法):
C8H14O2S2
CAS號碼:
分子量::
206.33
Beilstein:
81853
EC號碼:
MDL號碼:
分類程式碼代碼:
12352207
PubChem物質ID:
NACRES:
NA.71

等級

reagent

產品線

BioReagent

化驗

≥99%

技術

cell culture | mammalian: suitable

溶解度

ethanol: 50 mg/mL

SMILES 字串

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 密鑰

AGBQKNBQESQNJD-UHFFFAOYSA-N

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一般說明

α-硫辛酸(LA)是蔬菜和肉类中的营养成分,同时具有抗氧化和氧化特性。α-硫辛酸对许多疾病(如肝硬化,重金属中毒和糖尿病多发性神经病变)具有治疗潜力。α-硫辛酸通过氧化应激相关途径或通过激活半胱天冬酶在癌细胞中发挥凋亡潜能。α-硫辛酸改善线粒体功能,并在线粒体能量代谢中起关键作用。

應用

硫辛酸已被用于:
  • 诱导红细胞衰亡
  • 作为神经元培养的 NS21 培养基的一种成分
  • 通过高效液相色谱法(HPLC)评估其对肝脏能量代谢的影响,以及在脂多糖(LPS)预处理小鼠中,通过线粒体基因表达研究来评估线粒体功能
  • 说明其对肺部百草枯中毒的影响

生化/生理作用

维持酶复合物(例如丙酮酸脱氢酶和甘氨酸脱羧酶的复合物)活性所需的抗氧化剂和辅酶。通过两种或多种酶的作用在细胞内还原外源性硫辛酸。然后,该还原形式通过直接清除自由基、循环利用其他抗氧化剂、增加谷胱甘肽的合成以及调控转录因子(尤其是 NF-κB)的活性而影响许多细胞过程。减少巨噬细胞对髓磷脂的吞噬。
维持酶复合物(例如丙酮酸脱氢酶和甘氨酸脱羧酶)活性所需的抗氧化剂和辅酶。

其他說明

氧化形式

象形圖

Exclamation markEnvironment

訊號詞

Warning

危險分類

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Liu Z, et al.
Biochimie, 116, 52-60 (2015)
Effect of SP-A/B in lipoic acid on acute paraquat poisoning
Li SP, et al.
World journal of emergency medicine, 5(1), 57-62 (2014)
Stimulation of suicidal erythrocyte death by alpha-lipoic acid
Bhavsar SK, et al.
Cellular Physiology and Biochemistry, 26(6), 859-868 (2010)
Yucui Chen et al.
Journal of neuroscience methods, 171(2), 239-247 (2008-05-13)
In vitro culturing of primary neurons is a mainstay of neurobiological research. Many of these culture paradigms have taken advantage of defined culture media rather than serum additives that contain undefined survival factors to facilitate experimental manipulations and interpretation of
Michela Rosini et al.
European journal of medicinal chemistry, 46(11), 5435-5442 (2011-09-20)
Lipoic acid (LA) is a natural antioxidant. Its structure was previously combined with that of the acetylcholinesterase inhibitor tacrine to give lipocrine (1), a lead compound multitargeted against Alzheimer's disease (AD). Herein, we further explore LA as a privileged structure

文章

How lipoic acid (thioctic acid) and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

How lipoic acid (thioctic acid) and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

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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