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Merck

T1395

Sigma-Aldrich

(±)-α-硫辛酸

BioReagent, suitable for cell culture, ≥99%

别名:

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

经验公式(希尔记法):
C8H14O2S2
CAS号:
分子量:
206.33
Beilstein:
81853
EC 号:
MDL编号:
UNSPSC代码:
12352207
PubChem化学物质编号:
NACRES:
NA.71
价格与库存信息目前不能提供

等级

reagent

产品线

BioReagent

方案

≥99%

技术

cell culture | mammalian: suitable

溶解性

ethanol: 50 mg/mL

SMILES字符串

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 key

AGBQKNBQESQNJD-UHFFFAOYSA-N

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一般描述

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。[1]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。[2]

应用

硫辛酸已被用于:
  • 诱导红细胞衰亡[1]
  • 作为神经元培养的 NS21 培养基的一种成分[3]
  • 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[2]
  • 说明其对肺部百草枯中毒的影响[4]

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。

其他说明

氧化形式

象形图

Exclamation markEnvironment

警示用语:

Warning

危险分类

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

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Stimulation of suicidal erythrocyte death by alpha-lipoic acid
Bhavsar SK, et al.
Cellular Physiology and Biochemistry, 26(6), 859-868 (2010)
alpha-Lipoic acid attenuates LPS-induced liver injury by improving mitochondrial function in association with GR mitochondrial DNA occupancy
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)
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

商品

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.

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.

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Questions

1–3 of 3 Questions  
  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/449/386/product-dating-information-mk.pdf

      Helpful?

  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

      Helpful?

  3. Hi, my lab wanted to verify if the T1395-1G was a racemic mixture of Lipoic Acid. If it is racemic, is it 50/50 of both enantiomers?

    1 answer
    1. Yes, Product T1395 is racemic but no test on D and L ratio as per its Certificate of Analysis. Generally, it should be close to 50/50.

      Helpful?

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