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Reacts quantitatively with sulfhydryl groups.Maleimide is used to immobilize the bovine serum albumin-boronic acid conjugates in association with silica beads. Its nanoparticle surface favors the conjugation with cell penetration peptides. It is involved in Rhodium-catalyzed conjugate arylation with arylboronic acids. It is actively involved in Michael additions and Diels-Alder reactions by the addition across the double bond. It acts as crosslinking reagents in polymer chemistry.
Stereoselective Diels-Alder reaction with an exocyclic diene has been used in the synthesis of a cyclohexannulated [5.3.1]propellane as a precursor of an ABC ring analogue of paclitaxel (Taxol): J. Chem. Soc., Chem. Commun., 1395 (1995).
Haralampiev, I.; Mertens, M.; Schwarzer, R.; Herrmann, A.; Volkmer, R.; Wessig, P.; Müller, P. Recruitment of SH-Containing Peptides to Lipid and Biological Membranes through the Use of a Palmitic Acid Functionalized with a Maleimide Group. Angew. Chem. Int. Ed. 2015, 54 (1), 323-326.
Kanyong, P.; Sun, G.; Rösicke, F.; Syritski, V.; Panne, U.; Hinrichs, K.; Rappich, J. Maleimide functionalized silicon surfaces for biosensing investigated by in-situ IRSE and EQCM. Electrochem. Commun. 2015, 51, 103-107.
Gefahrenhinweise (EU): H301-H314-H318-H317
Toxic if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage. May cause an allergic skin reaction.
Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.