Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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T106640-5g | 5g | In stock | $9.90 | |
T106640-25g | 25g | In stock | $19.90 | |
T106640-100g | 100g | In stock | $49.90 | |
T106640-500g | 500g | In stock | $169.90 |
Non-specific free radical scavenger. Anti-oxidant.
Synonyms | 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 |
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Specifications & Purity | ≥99% |
Biochemical and Physiological Mechanisms | Non-specific free radical scavenger. Prevents lipid peroxidation and promotes mitochondrial permeability transition in vitro . Anti-oxidant. Active in vivo and in vitro . |
Storage Temp | Store at 2-8°C,Protected from light,Argon charged |
Shipped In | Wet ice |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | 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 |
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IUPAC Name | 5-(dithiolan-3-yl)pentanoic acid |
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INCHI | 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 |
Canonical SMILES | C1CSSC1CCCCC(=O)O |
Isomeric SMILES | C1CSSC1CCCCC(=O)O |
WGK Germany | 3 |
RTECS | JP1192000 |
PubChem CID | 864 |
Molecular Weight | 206.33 |
Beilstein | 81853 |
Reaxy-Rn | 81851 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
H2416502 | Certificate of Analysis | Aug 02, 2024 | T106640 |
H2416501 | Certificate of Analysis | Aug 02, 2024 | T106640 |
H2416500 | Certificate of Analysis | Aug 02, 2024 | T106640 |
H2416499 | Certificate of Analysis | Aug 02, 2024 | T106640 |
E2423410 | Certificate of Analysis | May 09, 2024 | T106640 |
E2423409 | Certificate of Analysis | May 09, 2024 | T106640 |
E2423380 | Certificate of Analysis | May 09, 2024 | T106640 |
I2314293 | Certificate of Analysis | Aug 16, 2023 | T106640 |
I2314292 | Certificate of Analysis | Aug 16, 2023 | T106640 |
D2419068 | Certificate of Analysis | Aug 16, 2023 | T106640 |
B23111180 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111179 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111172 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111171 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111127 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111124 | Certificate of Analysis | Jan 09, 2023 | T106640 |
B23111114 | Certificate of Analysis | Jan 09, 2023 | T106640 |
G2230399 | Certificate of Analysis | Jul 12, 2022 | T106640 |
G2230421 | Certificate of Analysis | Jul 12, 2022 | T106640 |
G2230438 | Certificate of Analysis | Jul 12, 2022 | T106640 |
G2230451 | Certificate of Analysis | Jul 12, 2022 | T106640 |
B2226184 | Certificate of Analysis | Dec 18, 2021 | T106640 |
B2225762 | Certificate of Analysis | Dec 18, 2021 | T106640 |
B2225741 | Certificate of Analysis | Dec 18, 2021 | T106640 |
B2225735 | Certificate of Analysis | Dec 18, 2021 | T106640 |
Solubility | Soluble in methanol, ethanol, diethyl ether and chloroform. Insoluble in water. |
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Sensitivity | Air & Moisture & Heat & Light Sensitive |
Boil Point(°C) | 160-165℃ |
Melt Point(°C) | 62°C |
Pictogram(s) | GHS09, GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H411:Toxic to aquatic life with long lasting effects H302:Harmful if swallowed H317:May cause an allergic skin reaction |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P391:Collect spillage. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. |
WGK Germany | 3 |
RTECS | JP1192000 |
Reaxy-Rn | 81851 |
Merck Index | 9326 |
1. Yanhai Xi, Wenming Pan, Yanyan Liu, Ji Liu, Guohua Xu, Yanguo Su, Daquan Chen, Xiaojian Ye. (2023) α-Lipoic acid loaded hollow gold nanoparticles designed for osteoporosis treatment: preparation, characterization and in vitro evaluation. Artificial Cells Nanomedicine and Biotechnology, [PMID:36912372] |
2. Tao Wang, Haowei Fang, Subate Yalikun, Jinyan Li, Yuqing Pan, Kunxi Zhang, Jingbo Yin, Haiyan Cui. (2024) Pluronic F127-Lipoic Acid Adhesive Nanohydrogel Combining with Ce3+/Tannic Acid/Ulinastatin Nanoparticles for Promoting Wound Healing. BIOMACROMOLECULES, 25 (2): (924–940). [PMID:38156632] |
3. Sijia Zheng, Haiyan Xue, Ying Liu, Xing Yu, Zhihai Cao. (2023) Alveoli-Mimetic Synergistic Liquid and Solid Thermal Conductive Interface as a Novel Strategy for Designing High-Performance Thermal Interface Materials. Small, (4): (2306750). [PMID:38044278] |
4. Hongshuai Lv, Weiping Jia, Li Yang, Peng Dong, Jiaojiao Liu, Si Wang, Xiaohai Li, Jinghua Hu, Ling Zhao, Yikang Shi. (2023) Influence of unsaturated fatty acids on the antitumor activity of polymeric conjugates grafted with cabazitaxel against prostate cancer. BIOMEDICINE & PHARMACOTHERAPY, 169 (115902). [PMID:37989031] |
5. Zhanpeng Ren, Jianying Wang, Chenglong Xue, Minghua Deng, Haiyang Yu, Tianci Lin, Jiayuan Zheng, Rongxiang He, Xianbao Wang, Jinhua Li. (2023) Ultrahighly Sensitive and Selective Glutathione Sensor Based on Carbon Dot-Functionalized Solution-Gate Graphene Transistor. ANALYTICAL CHEMISTRY, 95 (48): (17750–17758). [PMID:37971943] |
6. Ruolin Wang, Wenhui Zheng, Yongping Bai, Yufeng Liang, Yu Wang, Jinmei He. (2023) Room-temperature self-assembly of poly-(thioctic acid)/silicone dielectric elastomer for highly healable, transparent, electro-sensitive electronic actuator. Materials Today Nano, 24 (7): (100434). [PMID:3167054] |
7. Xiang Chen, Chenxi Hu, Yang Wang, Ting Li, Jie Jiang, Jing Huang, Shibo Wang, Weifu Dong, Jinliang Qiao. (2023) A Self-Assemble Supramolecular Film with Humidity Visualization Enabled by Clusteroluminescence. Advanced Science, (15): (2304946). [PMID:37946704] |
8. Hongjian Huang, Renfeng Xu, Yan Fang, Yunxiang Weng, Zhengchao Wang, Haiqing Liu. (2023) Injectable, Water-Reinforceable, and Antibacterial Tissue Adhesive with Underwater Bioadhesion Capability. CHEMISTRY OF MATERIALS, 35 (21): (9235–9244). [PMID:18472336] |
9. Hang Liu, Lin Wang, Chen Yao. (2023) Optimization of Antibacterial Activity and Biosafety through Ultrashort Peptide/Cyclodextrin Inclusion Complexes. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (19): (14801). [PMID:37834247] |
10. Jia Chen, Shengrong Yu, Zhiling Qian, Kangdi He, Bingqian Li, Yuting Cao, Keqi Tang, Shengjia Yu, Yong-Xiang Wu. (2023) Target-triggered enzyme-free amplification for highly efficient AND-gated bioimaging in living cells. ANALYST, (24): [PMID:37867382] |
11. Xinyue Wang, Qiang Wang, Ping Wang, Man Zhou, Bo Xu, Ying Liu, Yuanyuan Yu. (2023) A soft multifunctional film from chitosan modified with disulfide bond cross-links and prepared by a simple method. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 253 (11): (126774). [PMID:37683753] |
12. Sijia Zheng, Haiyan Xue, Jun Yao, Yang Chen, Michael A. Brook, Muhammad Ebad Noman, Zhihai Cao. (2023) Exploring Lipoic Acid-Mediated Dynamic Bottlebrush Elastomers as a New Platform for the Design of High-Performance Thermally Conductive Materials. ACS Applied Materials & Interfaces, 15 (34): (41043–41054). [PMID:37590910] |
13. Guohong Yao, Fenfang Li, Shengyi Dong. (2023) Solvent-free bulk soft material with low-temperature tolerance: Transparency, flexibility, stretchability, and adhesion. CHEMICAL ENGINEERING SCIENCE, 281 (119164). [PMID:] |
14. Chen Chen, Xiao Yang, Xian-hui Shao, Yue Zhou, Xiao-bin Zhang, Yun-ping Lu, Meng-zhen Xing, Qing-chang Xia, Yuan-xiang Liu, Yu-ning Ma, Ting-ting Zheng, Lin-lin Zhang, Yu-xia Ma, Ji-guo Yang. (2023) Thermal-grinding supramolecular network loaded with paeonol for treatment of skin eczema. CHEMICAL ENGINEERING SCIENCE, 281 (119096). [PMID:] |
15. Mengqi Jia, Ruilin Lu, Caikun Liu, Xiaodong Zhou, Pengfei Li, Shiyong Zhang. (2023) In Situ Implantation of Chitosan Oligosaccharide-Doped Lipoic Acid Hydrogel Breaks the “Vicious Cycle” of Inflammation and Residual Tumor Cell for Postoperative Skin Cancer Therapy. ACS Applied Materials & Interfaces, [PMID:37358539] |
16. Feng Li, Weidong Gu, Shanshan Gong, Wenrui Zhou, Sheldon.Q. Shi, Qiang Gao, Zhen Fang, Jianzhang Li. (2023) Design of amphiphilic-function-aiding biopolymer adhesives for strong and durable underwater adhesion via a simple solvent-exchange approach. CHEMICAL ENGINEERING JOURNAL, 469 (143793). [PMID:] |
17. Zhanpeng Ren, Jianying Wang, Chenglong Xue, Minghua Deng, Ziqin Li, Huibin Zhang, Chen Cai, Bing Xu, Xianbao Wang, Jinhua Li. (2023) Carbon Dot-Functionalized Solution-Gated Graphene Transistors for Highly Sensitive Detection of Cobalt(II) Ions. Chemosensors, 11 (3): (192). [PMID:] |
18. Haiping Zhang, Jixing Cui, Jesse Zhu, Yuanyuan Shao, Hui Zhang. (2023) Fabrication of Nano-Silver–Silver Ion Composite Antibacterial Agents for Green Powder Coatings. Coatings, 13 (3): (575). [PMID:] |
19. Shengdu Yang, Junwei Bai, Xin Sun, Junhua Zhang. (2023) Robust and healable poly(disulfides) supramolecular adhesives enabled by dynamic covalent adaptable networks and noncovalent hydrogen-bonding interactions. CHEMICAL ENGINEERING JOURNAL, 461 (142066). [PMID:] |
20. Cai Zhentao, Li Chunping, Zhang Daquan, Li Jin, Gao Lixin. (2023) An anti-corrosion coating with self-healing function of polyurethane modified by lipoic acid. Journal of Coatings Technology and Research, 20 (2): (713-724). [PMID:] |
21. Lin Wang, Hang Liu, Xinsong Li, Chen Yao. (2022) Assessment of New Strategies to Improve the Performance of Antimicrobial Peptides. Nanomaterials, 12 (20): (3691). [PMID:36296881] |
22. Shuzhen Zheng, Wenxiu Qiao, Jianfeng Ma, Yinwen Li, Shoufang Xu, Qianping Ran. (2022) Synthesis of a novel poly-TA-Si nanohybrid with dynamic covalent SS bonds and its effect on the mechanical strength of cement paste. CONSTRUCTION AND BUILDING MATERIALS, 356 (129293). [PMID:] |
23. Bo Li, Yanli Sun, Jinbo Yao, Yanqin Shen, Hailiang Wu, Jiaying Li, Meihui Yang. (2022) Characterization of the keratin/polyamide 6 composite fiber's structure and performance prepared by the optimized spinning process based on the rheological analysis. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 222 (938). [PMID:36183757] |
24. Zhenyu Wang, JianFeng Fan, Dongyi He, Linlin Ren, Zhifeng Hao, Rong Sun, Xiaoliang Zeng. (2022) Superior stretchable, low thermal resistance and efficient self-healing composite elastomers for thermal management. Journal of Materials Chemistry A, 10 (41): (21923-21932). [PMID:] |
25. Shixi Zhang, Yuqing Pan, Zhiyuan Mao, Jiahui Zhang, Kunxi Zhang, Jingbo Yin, Chen Wang. (2022) Hyaluronic acid-g-lipoic acid granular gel for promoting diabetic wound healing. Bioengineering & Translational Medicine, 8 (2): (e10402). [PMID:36925704] |
26. Lei Cao, Mengyan Zhou, Jiaxi Wang, Qiang Zhu, Tingting Liu, Shushu Ding, Ding-Yi Fu. (2022) Gold–Silver Bimetallic Nanoclusters Protected by Glutathione S-Transferase for Colorimetric Sensing of Oxytetracycline. ACS Applied Nano Materials, 5 (8): (11176–11184). [PMID:] |
27. Aibibai Amuti, Huasong Bai, Ying Wang, Zhanzhong Wang. (2022) N-octadecyl lactose-amide modified microemulsions as targeting delivery carrier for α-linolenic acid: In vitro evaluation and interaction mechanism. JOURNAL OF MOLECULAR LIQUIDS, 363 (119876). [PMID:] |
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