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DL-硫辛酸

非特异性自由基清除剂。抗氧化剂。
87篇引用文献 COA COA
    级别和纯度:
  • ≥99%
有货

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货号 (SKU) 包装规格 是否现货 价格 数量
T106640-5g
 5g 现货 Stock Image
T106640-25g
 25g 现货 Stock Image
T106640-100g
 100g 现货 Stock Image
T106640-500g
 500g 现货 Stock Image
T106640-2.5kg
 2.5kg 现货 Stock Image
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Anti-infection (2804) Apoptosis (7108) Glucose Metabolism (3713) HIV (248) Metabolic Enzyme/Protease (4889) Mitochondrial Metabolism (119) NF-κB (756) Virus (3767) 代谢物 (8911) 化学预防剂 (36) 异源双功能交联剂 (8) 抗氧化剂，自由基清除剂 (5) 有机酸 (58) 杂环砌块 (580)
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基本描述

别名 α-硫辛酸 | (±)-1,2-二硫戊环基-3-戊酸, DL-α-硫辛酸, Lip(S2), DL-6,8-硫辛酸, 6,8-二巯基辛酸
英文别名 1,2-dithiolane-3-pentanoic acid | thioctic acid | Lip(S2) | DL-6,8-Thioctic acid | 6,8-Thioctic acid | dl-Lipoic acid | Biletan | 5-(1,2-Dithiolan-3-yl)pentanoic acid | Thioctacid | alpha-Lipoic acid | DL-alpha-Lipoic acid | alpha Lipoic Acid
规格或纯度 ≥99%
英文名称 DL-Thioctic acid
生化机理 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。非特异性自由基清除剂。防止脂质过氧化并促进体外线粒体通透性的转变。抗氧化剂。在体内和体外具有活性。
应用 抗氧化剂和作为如丙酮酸脱氢酶(pyruvate dehydrogenase） 和甘氨酸脱羧酶（glycine decarboxylase）的辅酶，外源性硫辛酸被细胞内两种或多种酶还原。这种还原形式影响了细胞清除自由基的进程。增加谷胱甘肽(glutathione)合成, 调控转录因子活性。降低了巨噬细胞髓磷脂的吞噬作用。 α-LA可以恢复高脂肪喂养的糖尿病大鼠的内皮活动，并减轻氧化应激。它还用于分析星形胶质细胞中的ROS 产生。
储存温度 2-8°C储存,避光,充氩
运输条件 冰袋运输
备注 如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍

几乎无味。本品在水中几乎不溶，水中溶解度：1 g/L (20°C) 。溶于10% NaOH溶液，溶于脂肪族溶剂。在乙醇、氯仿、乙醚中易溶。 

抗氧化剂和作为如丙酮酸脱氢酶(pyruvate dehydrogenase） 和甘氨酸脱羧酶（glycine decarboxylase）的辅酶，外源性硫辛酸被细胞内两种或多种酶还原。这种还原形式影响了细胞清除自由基的进程。增加谷胱甘肽(glutathione)合成, 调控转录因子活性。降低了巨噬细胞髓磷脂的吞噬作用。

α-LA可以恢复高脂肪喂养的糖尿病大鼠的内皮活动，并减轻氧化应激。它还用于分析星形胶质细胞中的ROS 产生。

α-Lipoic acid (LA), a nutritional component found in vegetables and meat, has both antioxidant and oxidant properties. LA exerts therapeutic potential to many diseases like liver cirrhosis, heavy metal poisoning, and diabetic polyneuropathy. LA exerts apoptotic potential in cancer cells either by oxidative stress related pathway or by activation of caspases.

DL-Thioctic acid acid has been used in in vitro lipoylation studies and in the pyruvate dehydrogenase complex (PDC)-pyruvate dehydrogenase kinase (PDHK) functional assay.It has also been used to investigate its antioxidative effect on developing cerebellum of rats exposed to arsenic during postnatal period;

DL-Thioctic acid can reinstate endothelial activities and alleviate oxidative stress in high-fat fed diabetic rats. It has also been used to analyze ROS production in astrocytes
纯度 ≥99%

关联靶点（人）

F2 Tclin Thrombin (11687 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PGR Tclin Progesterone receptor (8562 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
AR Tclin Androgen Receptor (11781 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TSHR Tclin Thyroid stimulating hormone receptor (29986 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OPRM1 Tclin Mu opioid receptor (19785 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KCNH2 Tclin HERG (29587 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PDE3A Tclin Phosphodiesterase 3A (3309 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PDE4A Tclin Phosphodiesterase 4A (1943 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
POLB Tchem DNA polymerase beta (23632 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHN (49357 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
COLO 205 (50209 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KM12 (47707 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
M14 (47487 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-3 (48710 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

ampC Beta-lactamase AmpC (62480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
tat Human immunodeficiency virus type 1 Tat protein (75 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Eif4e Eukaryotic translation initiation factor 4E (654 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
glmU Bifunctional protein glmU (125 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504750424
EC号 214-071-2
分子类型 小分子
IIUPAC Name 5-(dithiolan-3-yl)pentanoic acid
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
Smiles C1CSSC1CCCCC(=O)O
Isomeric SMILES C1CSSC1CCCCC(=O)O
分子量 206.33
Beilstein号 81853
Reaxy-Rn 81853
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=81853&ln=

化学和物理性质

溶解性 Soluble in methanol, ethanol, diethyl ether and chloroform. Insoluble in water.
敏感性 对空气&湿度&热&光敏感
沸点 160-165℃
熔点 62°C
分子量 206.300 g/mol
XLogP3 1.700
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 5
精确质量Exact Mass 206.044 Da
单同位素质量Monoisotopic Mass 206.044 Da
拓扑极表面积Topological Polar Surface Area 87.900 Ų
重原子数Heavy Atom Count 12
形式电荷Formal Charge 0
复杂度Complexity 150.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 1
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS07,   GHS09
信号词 警告
危险声明

H302: 吞食有害

H315: 引起皮肤刺激

H317: 可能引起皮肤过敏反应

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P270: 使用本产品时，请勿进食、饮水或吸烟。

P272: 被污染的工作服不允许离开工作场所

P273: 避免释放到环境中。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理（请参阅此标签上的...）。

P330: 漱口

P391: 收集溢出物

P302+P352: 如皮肤沾染：用水充分清洗。

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。

P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P317: 如果被吞咽：请寻求医疗帮助。

P337+P317: 如果眼睛刺激持续：寻求医疗帮助。

P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
WGK Germany 3
RTECS JP1192000
Merck Index 9326
个人防护装备 dust mask type N95 (US),Eyeshields,Gloves

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批号(Lot Number) 证书类型 货号
I2504618 分析证书 T106640
I2504737 分析证书 T106640
I2504744 分析证书 T106640
I2504745 分析证书 T106640
I2504491 分析证书 T106640
D2503443 分析证书 T106640
D2503471 分析证书 T106640
D2503498 分析证书 T106640
D2503499 分析证书 T106640
L2412735 分析证书 T106640
L2412697 分析证书 T106640
L2412698 分析证书 T106640
L2412699 分析证书 T106640
J2430607 分析证书 T106640
J2430608 分析证书 T106640
J2430609 分析证书 T106640
J2430621 分析证书 T106640
H2416499 分析证书 T106640
H2416502 分析证书 T106640
H2416500 分析证书 T106640
H2416501 分析证书 T106640
E2423380 分析证书 T106640
E2423409 分析证书 T106640
E2423410 分析证书 T106640
I2314292 分析证书 T106640
I2314293 分析证书 T106640
D2419068 分析证书 T106640
B23111114 分析证书 T106640
B23111124 分析证书 T106640
B23111127 分析证书 T106640
B23111171 分析证书 T106640
B23111172 分析证书 T106640
B23111179 分析证书 T106640
B23111180 分析证书 T106640
G2230399 分析证书 T106640
G2230421 分析证书 T106640
G2230438 分析证书 T106640
G2230451 分析证书 T106640
B2225735 分析证书 T106640
B2225741 分析证书 T106640
B2225762 分析证书 T106640
B2226184 分析证书 T106640

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引用文献

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2. Shi-Jie Zhang,Qiu-Fu Ge,Dian-Wu Guo,Wei-Xiao Hu,Hua-Zhang Liu.  (2010-04-21)  Synthesis and anticancer evaluation of alpha-lipoic acid derivatives..  Bioorganic & medicinal chemistry letters,  20  ((10)): (3078-3083).  [PMID:20403695]
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