Maleimide (CAS 541-59-3)
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Maleimide is a nanoparticle surface functional group that favors easy conjugation with cell penetration peptides. This conjugation is achieved through click chemistry, preserving the biofunctions of the nanoparticles. Maleimide is a chemical compound that can be synthesized by combining maleic anhydride and hydrogen fluoride. It has been used as a fluorescent probe in the measurement of electrochemical impedance spectroscopy (EIS) in biological systems. Furthermore, maleimide is utilized to study the interaction with mouse monoclonal antibodies, enabling the detection of specific proteins or antigens in blood samples. Maleimides form stable covalent linkages with proteins and macromolecules through their thiol groups. Under high-temperature conditions, maleimide reacts with hydrogen gas, leading to a decrease in its redox potentials. Plasma mass spectrometry analysis can be used to determine the concentration of maleimide and its reactants by measuring ions generated through ionization or fragmentation reactions.
Maleimide (CAS 541-59-3) References
- Maleimide-functionalized photochromic spirodihydroindolizines. | Shrestha, TB., et al. 2013. J Org Chem. 78: 1903-9. PMID: 23095100
- Maleimide conjugates of saxitoxin as covalent inhibitors of voltage-gated sodium channels. | Parsons, WH. and Du Bois, J. 2013. J Am Chem Soc. 135: 10582-5. PMID: 23855513
- Determination of the activity of maleimide-functionalized phospholipids during preparation of liposomes. | Oswald, M., et al. 2016. Int J Pharm. 514: 93-102. PMID: 27863688
- Lignin-Based Materials Through Thiol-Maleimide 'Click' Polymerization. | Buono, P., et al. 2017. ChemSusChem. 10: 984-992. PMID: 28042912
- Maleimide scavenging enhances determination of protein S-palmitoylation state in acyl-exchange methods. | Hurst, CH., et al. 2017. Biotechniques. 62: 69-75. PMID: 28193150
- Profiling Protein S-Sulfination with Maleimide-Linked Probes. | Kuo, YH., et al. 2017. Chembiochem. 18: 2028-2032. PMID: 28809078
- Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides. | Peng, J., et al. 2020. Org Lett. 22: 1535-1541. PMID: 32011896
- Improving the Stability of Maleimide-Thiol Conjugation for Drug Targeting. | Lahnsteiner, M., et al. 2020. Chemistry. 26: 15867-15870. PMID: 32871016
- Maleimide structure: a promising scaffold for the development of antimicrobial agents. | Ma, Z., et al. 2022. J Asian Nat Prod Res. 24: 1-14. PMID: 33511872
- Pentafulvene-Maleimide Cycloaddition for Bioorthogonal Ligation. | Platts, K., et al. 2021. Bioconjug Chem. 32: 1845-1851. PMID: 34254789
- The Wittig bioconjugation of maleimide derived, water soluble phosphonium ylides to aldehyde-tagged proteins. | Hartmann, RW., et al. 2021. Org Biomol Chem. 19: 10417-10423. PMID: 34817496
- Exploiting maleimide-functionalized hyaluronan hydrogels to test cellular responses to physical and biochemical stimuli. | Mazzocchi, A., et al. 2022. Biomed Mater. 17: PMID: 34937006
- Fluorinated Copolypeptide-Stabilized Microbubbles with Maleimide-Decorated Surfaces as Long-Term Ultrasound Contrast Agents. | Cen, J., et al. 2022. Angew Chem Int Ed Engl. 61: e202209610. PMID: 35976720
- Quaternized Acridine Maleimide MALDI Probe Enables Mass Spectrometry Imaging of Thiols. | Ma, Z., et al. 2022. Anal Chem. 94: 14917-14924. PMID: 36269144
- Exploring the versatility of pentafulvene-maleimide cycloaddition as a ligation strategy: buffer and pH effects. | Platts, K., et al. 2022. Org Biomol Chem. 20: 8538-8544. PMID: 36278771
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Maleimide, 5 g | sc-257686 | 5 g | $31.00 | |||
Maleimide, 10 g | sc-257686A | 10 g | $96.00 |