Determine the necessary mass, volume, or concentration for preparing a solution.
≥98%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 20 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Application
3-Maleimidobenzoic acid N-hydroxysuccinimide ester (MBS) has been used as a protein cross-linker. It has been used for the stabilization of actin filaments in plant tissue samples.
3-Maleimidobenzoic acid N-hydroxysuccinimide ester has been used:
in the fixation of pollen in Arabidopis
as a component of Murashige and Skoog (MS) medium to stabilize F-actin in Eucalyptus root hairs
in the fixation of F-actin labelled pollen tubes of Lilium davidii
Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.
| Sonrisas canónicas | C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC=C2)N3C(=O)C=CC3=O |
|---|---|
| IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)benzoate |
| InChIKey | LLXVXPPXELIDGQ-UHFFFAOYSA-N |
| INCHI | 1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2 |
| Isómeros SMILES | C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC=C2)N3C(=O)C=CC3=O |
| Peso molecular | 314.25 |
| Reaxy-Rn | 1505254 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1505254&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Clase | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Acylaminobenzoic acid and derivatives |
| Alternative Parents | Phenylpyrrolines Benzoyl derivatives Maleimides Pyrrolidine-2-ones N-substituted carboxylic acid imides Pyrroles Dicarboximides Carboxylic acid salts Lactams Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic salts Organonitrogen compounds Carbonyl compounds Organic oxides Organopnictogen compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Acylaminobenzoic acid or derivatives - 1-phenylpyrroline - Benzoyl - Maleimide - Carboxylic acid imide, n-substituted - Pyrrolidone - 2-pyrrolidone - Carboxylic acid imide - Dicarboximide - Pyrrole - Pyrrolidine - Pyrroline - Carboxylic acid salt - Lactam - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic salt - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 15, 2026 | N159715 | |
| Certificate of Analysis | Jun 15, 2026 | N159715 | |
| Certificate of Analysis | Dec 12, 2025 | N159715 | |
| Certificate of Analysis | Dec 12, 2025 | N159715 | |
| Certificate of Analysis | Sep 04, 2025 | N159715 | |
| Certificate of Analysis | Sep 04, 2025 | N159715 | |
| Certificate of Analysis | Nov 14, 2024 | N159715 | |
| Certificate of Analysis | Jan 14, 2022 | N159715 |
| Solubilidad | DMSO: ≤20 mg/mL (may require addition of solvent to coupling buffer to at least 5% to maintain solubility) |
|---|---|
| Sensibilidad | Sensitive to light ;Sensitive to humidity |
| Punto de fusión (°C) | 181 °C |
| Peso molecular | 314.250 g/mol |
| XLogP3 | 0.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 4 |
| Exact Mass | 314.054 Da |
| Monoisotopic Mass | 314.054 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 591.000 |
| 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. Jun-Hu Cheng, Xinxue Zhang, Ji Ma, Da-Wen Sun. (2023) Fluorescent Polythymidine-Templated Copper Nanoclusters Aptasensor for Sensitive Detection of Tropomyosin in Processed Shrimp Products. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:37714106] [10.1016/j.saa.2023.123271] |
| 2. Qin Tan, Shengnan Wu, Shengnan Wu, Shengnan Wu, Zhenchao Liu, Xiaolu Chen, Sailing He, Sailing He, Sailing He. (2023) Polished hollow core Bragg fiber sensor for simultaneous measurement of cortisol concentration and temperature. OPTICS EXPRESS, 31 (16): (25662-25679). [PMID:37710447] [10.1364/OE.496833] |
| 3. Xueyou Sun, Jingwen Shi, Xiangdong Men, Yanna Li, Hemi Qu, Ye Chang, Jizhou Hu, Xu Yan, Wenlan Guo, Chen Sun, Xuexin Duan. (2023) Microchip gas chromatography column using magnetic beads coated with polydimethylsiloxane and metal organic frameworks. JOURNAL OF CHROMATOGRAPHY A, [PMID:37423078] [10.1016/j.chroma.2023.464188] |
| 4. Dan Zhao, Jiutang Tang, Qin Tan, Xiaohong Xie, Xin Zhao, Dingpei Xing. (2023) CRISPR/Cas13a-triggered Cas12a biosensing method for ultrasensitive and specific miRNA detection. TALANTA, [PMID:37116358] [10.1016/j.talanta.2023.124582] |
| 5. Zhujun Ai, Xinmin Li, Rui Chen, Daobin Han, Huijie Bai, Shaoying Yan, Pengcheng Gu, Haiping Wu, Shijia Ding, Junman Chen, Hua Tang. (2023) Fast three-dimensional DNA walker based on space double-confinement catalytic hairpin assembly for ultrasensitive homogeneous electrochemiluminescence detection of sonic hedgehog. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2023.133631] |
| 6. Li-Ping Jia, Rui-Juan Zhao, Zhe Feng, Ming-Yue Wang, Rong-Na Ma, Wen-Li Jia, Lei Shang, Wei Zhang, Qing-Wang Xue, Huai-Sheng Wang. (2021) Ultrasensitive electrochemical detection of circulating tumor DNA by hollow polymeric nanospheres and dual enzyme assisted target amplification strategy. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2021.130849] |
| 7. Zipeng Yin, Ling Zhu, Zijian Lv, Meijin Li, Dianping Tang. (2021) Persistent luminescence nanorods-based autofluorescence-free biosensor for prostate-specific antigen detection. TALANTA, [PMID:34215059] [10.1016/j.talanta.2021.122563] |
| 8. Li-Ping Jia, Zhe Feng, Ruo-Nan Zhao, Rong-Na Ma, Wei Zhang, Lei Shang, Wen-Li Jia, Huai-Sheng Wang. (2020) Enzyme-free and triple-amplified electrochemical sensing of 8-hydroxy-2′-deoxyguanosine by three kinds of short pDNA-driven catalyzed hairpin assemblies followed by a hybridization chain reaction. ANALYST, 145 (10): (3605-3611). [PMID:32266898] [10.1039/D0AN00233J] |
| 9. Junxing Hao, Caoling Li, Kangbing Wu, Chengguo Hu, Nianjun Yang. (2019) Detection of Tumor Marker Using ZnO@Reduced Graphene Oxide Decorated with Alkaline Phosphatase-Labeled Magnetic Beads. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.9b01797] |
| 10. Yueyue Yao, Haixia Wang, Xiuzhong Wang, Xiaojie Wang, Feng Li. (2019) Development of a chemiluminescent aptasensor for ultrasensitive and selective detection of aflatoxin B1 in peanut and milk. TALANTA, [PMID:31122460] [10.1016/j.talanta.2019.03.109] |
| 11. Yueyue Yao, Xiuzhong Wang, Wenna Duan, Feng Li. (2017) A label-free, versatile and low-background chemiluminescence aptasensing strategy based on gold nanocluster catalysis combined with the separation of magnetic beads. ANALYST, 143 (3): (709-714). [PMID:29313532] [10.1039/C7AN01765K] |
| 12. Nian Lu, Ji Ma, Yuandong Lin, Jun-Hu Cheng, Da-Wen Sun. (2024) A fluorescent Aptasensor based on magnetic-separation strategy with gold nanoclusters for Deoxynivalenol (DON) detection. FOOD CHEMISTRY, [PMID:39121528] [10.1016/j.foodchem.2024.140341] |
| 13. Xiaolun Peng, Ruijie Xu, Fan Yu, Junhui Xu, Yazhen Wang, Shengfu Wang. (2024) A magnetic dual-aptamer electrochemical sensor with MOF-on-MOF-derived electrocatalyst as a signal amplifier for sensitive detection of cardiac troponin I. TALANTA, [PMID:39536617] [10.1016/j.talanta.2024.127177] |
| 14. Li Yunxiao, Wang Qiuxia, Wang Yali. (2024) Direct and accurate miRNA detection based on CRISPR/Cas13a-triggered exonuclease-iii-assisted colorimetric assay. Journal of Analytical Science and Technology, 15 (1): (1-8). [PMID:] [10.1186/s40543-024-00434-4] |
| 15. Yuandong Lin, Nian Lu, Ji Ma, Jun-Hu Cheng, Da-Wen Sun. (2024) High sensitive Ratiometric fluorescent Aptasensor with AIE properties for Deoxynivalenol (DON) detection. FOOD CHEMISTRY, [PMID:39142026] [10.1016/j.foodchem.2024.140550] |
| 16. Cheng Jun-Hu, Zhang Xinxue, Ma Ji, Sun Da-Wen. (2024) Innovative fluorescent aptasensor for sensitive tropomyosin detection in shrimp products using DNA-templated silver nanoclusters and catalytic hairpin assembly. Journal of Food Measurement and Characterization, [PMID:] [10.1007/s11694-024-02871-6] |
| 17. Wenqing Shao, Xiaoting Liu, Yi Zhou. (2024) Magnetic separation-assisted DNAzyme walker-based nanosensor for point-of-care therapeutic drug monitoring of methotrexate. TALANTA, [PMID:39706037] [10.1016/j.talanta.2024.127387] |
| 18. Xiaolun Peng, Rongxiang He, Junhui Xu, Chunhua Cao, Wei Wen, Xiuhua Zhang, Shengfu Wang. (2023) Hybridization chain reaction-enhanced electrochemically mediated ATRP coupling high-efficient magnetic separation for electrochemical aptasensing of cardiac troponin I. ANALYTICA CHIMICA ACTA, [PMID:38049236] [10.1016/j.aca.2023.342034] |
| 19. Qishuo Wang, Yixuan Wu, Yunqing Wang, Rongchao Mei, Rui Zhao, Xiaoyan Wang, Lingxin Chen. (2025) Surface enhanced Raman scattering tag enabled ultrasensitive molecular identification of Hippocampus trimaculatus based on DNA barcoding. TALANTA, [PMID:40339340] [10.1016/j.talanta.2025.128289] |
| 20. Na Du, Guochao Xu, Yao Zhang, Jing Hou, Ying Wang, Yiran Li, Bing Xu. (2025) Ultra-Sensitive, Label-Free Detection of Nosocomial Infection RNA Biomarkers via CRISPR-Cas13a-Initiated PER-Driven DNA Walker. ACS Omega, [PMID:41280765] [10.1021/acsomega.5c08444] |