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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.
Hazard Statements: H301-H312-H314-H317-H332-H335
Toxic if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage. May cause an allergic skin reaction. Harmful if inhaled. May cause respiratory irritation.
Precautionary Statements: P260-P264b-P270-P271-P272-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P333+P313-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant