Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Maleimide is a chemical compound with the formula H2C2(CO)2NH (see diagram). This unsaturated imide is an important building block in organic synthesis. The name is a contraction of maleic acid and imide, the -C(O)NHC(O)- functional group. Maleimides also describes a class of derivatives of the parent maleimide where the NH group is replaced with alkyl or aryl groups such as a methyl or phenyl, respectively. The substituent can also be a small molecule (such as biotin, a fluorescent dye, an oligosaccharide, or a nucleic acid), a reactive group, or a synthetic polymer such as polyethylene glycol.[1] Human hemoglobin chemically modified with maleimide-polyethylene glycol is a blood substitute called MP4.
^Hermanson G (2013). "Chapter 6: Heterobifunctional Crosslinkers". Bioconjugate Techniques. Elsevier. pp. 299–339. doi:10.1016/B978-0-12-382239-0.00006-6. ISBN 978-0-12-382239-0.
Maleimide is a chemical compound with the formula H2C2(CO)2NH (see diagram). This unsaturated imide is an important building block in organic synthesis...
In enzymology, a maleimide hydrolase (EC 3.5.2.16) is an enzyme that catalyzes the chemical reaction maleimide + H2O ⇌ {\displaystyle \rightleftharpoons...
chromatography. TCEP is particularly useful when labeling cysteine residues with maleimides. TCEP can keep the cysteines from forming di-sulfide bonds and, unlike...
brentuximab (cAC10, which targets the cell-membrane protein CD30) linked with maleimide attachment groups, cathepsin-cleavable linkers (valine-citrulline), and...
which ends in a highly reactive moiety such as N-hydroxysuccinimide or maleimide. Many analogs of standard Cy 2 / 3 / 3.5 / 5 / 5.5 / 7 / 7.5 dyes were...
fumaric acid succinic acid crotonic acid Related compounds maleic anhydride maleimide Except where otherwise noted, data are given for materials in their standard...
Eosin-5-maleimide binding test: Positive (reduced mean fluorescence), as the test will demonstrate a reduced ability of the eosin-5-maleimide dye to bind...
reactions are often reversible at high temperatures. In the case of furan–maleimide adducts, the retro-cycloaddition is accessible at temperatures as low...
labeling experiments to investigate biomolecular structure and dynamics. Maleimides selectively attach to cysteine using a covalent Michael addition. Site-directed...
that contains two reactive functional groups, a succinimide ester and a maleimide. The succinimide group of SMCC reacts with the free amino group of a lysine...
Pencolide is a maleimide isolate of Penicillium and seaweed endophytic fungi. Birkinshaw, JH; Kalyanpur, MG; Stickings, CE (1963). "Studies in the biochemistry...
susceptibility (χ) −78.4×10−6 cm3/mol Related compounds Related Amides Maleimide Related compounds Phthalic anhydride Except where otherwise noted, data...
Safety data sheet (SDS) External MSDS Related compounds Related Imides Maleimide, N-Chlorosuccinimide, N-Bromosuccinimide Except where otherwise noted...
crosslinker Sulfo-SMCC, which converts lysine residues to sulfhydryl-reactive maleimide groups. A sulfhydryl-containing hapten can then be reacted with the KLH...
Ramachandra S.; Liebman, Joel F. (May 1997). "The Elusive Antiaromaticity of Maleimides and Maleic Anhydride: Enthalpies of Formation ofN-Methylmaleimide,N-Methylsuccinimide...
carboxyhemoglobin which is currently in late clinical development. Similarly, maleimide PEG conjugated human carboxyhemoglobin had previously been the subject...
Orange was replaced by N-[4-(7-diethylamino-4-methyl-3-coumarinyl)phenyl]maleimide (CPM), a compound that only fluoresces after reacting with a nucleophile...
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