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Merck

62320

Sigma-Aldrich

(±)-α-硫辛酸

≥98.0%

别名:

(±)-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:
12352100
PubChem化学物质编号:
NACRES:
NA.21
价格与库存信息目前不能提供

方案

≥98.0% (HPLC)
≥98.0%

表单

solid

灼烧残渣

≤0.1%

缺失

≤0.2% loss on drying

沸点

>286 °C/1.013 hPa

mp

60-62 °C

溶解性

water: 0.87 g/L at 22 °C

密度

1.4 g/cm3 at 23 °C

官能团

carboxylic acid
disulfide

储存温度

2-8°C

SMILES字符串

[OC(=O)CCCCC1CCSS1]
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)]
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]
AGBQKNBQESQNJD-UHFFFAOYSA-N

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一般描述

α-硫辛酸(ALA,硫辛酸)是植物、动物和人类体内产生的天然有机硫化合物。它是一种强大的抗氧化剂,在形成核酸(DNA的构建基块)方面发挥作用。[1]

本产品是一种外消旋混合物。

应用

(±)-α-硫辛酸已用于:

  • 体外脂化研究和丙酮酸脱氢酶复合体(PDC)-丙酮酸脱氢酶激酶(PDHK)活性分析。[2]
  • 研究其对于产后砷暴露大鼠小脑发育的影响。[3]

生化/生理作用

(±)-α-硫辛酸可直接清除自由基[4],并能使升高的氧化应激水平下降。[5]此外它还具有助氧化剂活性。[4]αα-硫辛酸可在线粒体α酮酸脱氢酶复合体中发挥重要的辅基作用。[6]它可用作糖尿病远端对称性多发性神经病变的潜力治疗药物。[5]α-硫辛酸还用于治疗能量代谢损伤和氧化还原失衡疾病。[6]
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。

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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访问文档库

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
Antioxidant and prooxidant activities of alpha-lipoic acid and dihydrolipoic acid
Moini H, et al.
Toxicology and Applied Pharmacology, 182(1), 84-90 (2002)
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)

商品

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.

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子(如铁、铜和镉)引起的氧化损伤。

Questions

1–2 of 2 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

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