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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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B596906-500mg
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500mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$48.90
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B596906-1g
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1g |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
|
$58.90
|
|
Mal-Alkyl-acid
| Synonyms | M2337 | 4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid | 4-Maleimidobutyric acid | 4-Maleimidobutyric acid, >=98.0% (T) | BP-21999 | A8148 | 1H-Pyrrole-1-butanoic acid, 2,5-dihydro-2,5-dioxo- | 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid;4-Maleim |
|---|---|
| Specifications & Purity | ≥96% |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Heterocyclic fatty acids |
| Alternative Parents | Maleimides N-substituted carboxylic acid imides Pyrrolines Dicarboximides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Heterocyclic fatty acid - Maleimide - Carboxylic acid imide, n-substituted - Carboxylic acid imide - Dicarboximide - Pyrroline - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain. |
| External Descriptors | Not available |
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| IUPAC Name | 4-(2,5-dioxopyrrol-1-yl)butanoic acid |
|---|---|
| INCHI | InChI=1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13) |
| InChIKey | NCPQROHLJFARLL-UHFFFAOYSA-N |
| Smiles | C1=CC(=O)N(C1=O)CCCC(=O)O |
| Isomeric SMILES | C1=CC(=O)N(C1=O)CCCC(=O)O |
| WGK Germany | 3 |
| Molecular Weight | 183.16 |
| Beilstein | 1455876 |
| Reaxy-Rn | 1455876 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1455876&ln= |
| Melt Point(°C) | 96 °C |
|---|---|
| Molecular Weight | 183.160 g/mol |
| XLogP3 | 0.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 183.053 Da |
| Monoisotopic Mass | 183.053 Da |
| Topological Polar Surface Area | 74.700 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 264.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jiaqi Qiu, Siyuan Xiang, Miyao Sun, Mingqian Tan. (2023) Preparation of Polysaccharide–Protein Hydrogels with an Ultrafast Self-Healing Property as a Superior Oral Delivery System of Probiotics. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, |
| 2. Hailiang Chen, Chenyu Liu, Simiao Yu, Hengjun Zhou, Farishta Shafiq, Weihong Qiao. (2023) αvβ3 Receptor-targeted acid-responsive controlled-release endosome escape doxorubicin-loaded liposomes for A549/ADR treatment. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 674 (131990). |
| 3. Pengxu Kong, Jing Dong, Wenchao Li, Zefu Li, Rui Gao, Xiang Liu, Jingrong Wang, Qi Su, Bin Wen, Wenbin Ouyang, Shouzheng Wang, Fengwen Zhang, Shuyi Feng, Donglin Zhuang, Yongquan Xie, Guangzhi Zhao, Hang Yi, Zujian Feng, Weiwei Wang, Xiangbin Pan. (2023) Extracellular Matrix/Glycopeptide Hybrid Hydrogel as an Immunomodulatory Niche for Endogenous Cardiac Repair after Myocardial Infarction. Advanced Science, (2301244). |
| 4. Hailiang Chen, Chenyu Liu, Simiao Yu, Hengjun Zhou, Farishta Shafiq, Weihong Qiao. (2023) Acid/GSH Dual-Responsive Endosome Escape Dual Pro-drug Micelles Targeted Synergistic Treatment for A549/ADR. LANGMUIR, 39 (22): (7660–7671). |
| 5. Xuedi Zhang, Xue Zhao, Zheng Hua, Shanghua Xing, Jiaxuan Li, Siyuan Fei, Mingqian Tan. (2023) ROS-triggered self-disintegrating and pH-responsive astaxanthin nanoparticles for regulating the intestinal barrier and colitis. BIOMATERIALS, 292 (121937). |
| 6. Luo Zhenyu, Luo Lihua, Lu Yichao, Zhu Chunqi, Qin Bing, Jiang Mengshi, Li Xiang, Shi Yingying, Zhang Junlei, Liu Yu, Shan Xinyu, Yin Hang, Guan Guannan, Du Yongzhong, Cheng Ningtao, You Jian. (2022) Dual-binding nanoparticles improve the killing effect of T cells on solid tumor. JOURNAL OF NANOBIOTECHNOLOGY, 20 (1): (1-13). |
| 7. Wen Liu, Jian Dai, Wei Xue. (2018) Design and self-assembly of albumin nanoclusters as a dynamic-covalent targeting co-delivery and stimuli-responsive controlled release platform. Journal of Materials Chemistry B, 6 (42): (6817-6830). |