58626-38-3Relevant articles and documents
Preparation method of 3-maleimide succinimide benzoate
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Paragraph 0011; 0014-0040, (2019/04/17)
The invention discloses a preparation method of 3-maleimide succinimide benzoate. The preparation method is characterized by including following steps: step 1, preparing a solution by dissolving m-aminobenzoic acid into DMF; step 2, adding maleic anhydride into the DMF solution with the m-aminobenzoic acid; step 3, adding N-hydroxysucciminide and a proper condensation agent into a reaction system;step 4, performing aftertreatment to obtain a crude product, recrystallizing through a proper solvent, and refining to obtain a pure product. No matter purity and melting point or yield data of the pure product are satisfactory. The preparation method is simple, convenient, short in production period, high in safety, suitable for industrial production, easy-to-get in raw material and low in cost.
Facile synthesis of reagents containing a terminal maleimido ligand linked to an active ester
Nielsen,Buchardt
, p. 819 - 821 (2007/10/02)
Condensation of ω-amino acids with maleic anhydride to yield maleamino acids and subsequent esterification with N-hydroxysuccinimide, 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, or pentafluorophenol to give the corresponding esters in a one pot procedure are described. The reagents can be isolated and purified without chromatography in 7-55% yields.
Preparation and Characterization of Hetero-bifunctional Cross-linking Reagents for Protein Modifications
Kitagawa, Tsunehiro,Shimozono, Takuro,Aikawa, Tadaomi,Yoshida, Toyokichi,Nishimura, Haruki
, p. 1130 - 1135 (2007/10/02)
Ten aromatic and aliphatic cross-linking reagents of hetero-bifunctional type were synthesized as part of a search for useful reagents of this type.All of the reagents possess two selectively reactive groups a maleimide group which can combine with a thiol group via its double bond and an N-Hydroxysuccinimidyl ester (one of the most hydrophilic active esters), which can react with an ammmine group.It was found that the active esters of the reagents tested were mostly more reactive with lysine than with leucine, and acylated amino acids more rapidly at pH 8.0 than at pH 7.0.It was also found that the stability of the maleimide group in the compounds tested depends largely upon the pH of the buffer used.The most stable pH was 5.0-6.0.To use one of the present compounds as a cross-linker, the crystalline reagent should be dissolved in tetrahydrofuran of dioxane and the solution used for cross-linking.The acylation step should be carried out first with thiol addition to the maleimide group as the second step.The optimum pH of the buffer used for the first step is slightly basic.The reaction time should be limited to less than 1 hr.When the first step is over, the pH of the reaction mixture should be changed to 5.0-6.0.Keywords---cross-linker; hetero-bifunctional reagent; reactivity of N-hydroxy-succinimidyl ester; stability of maleimide residue; N-(maleimidobenzoyloxy)succinimide derivative; N-(maleimidoalkyloxy)succinimide derivative
