57079-11-5

Usage

Chemical Properties

White Powder

InChI:InChI=1/C7H9NO5/c9-5(1-2-6(10)11)8-4-3-7(12)13/h1-2H,3-4H2,(H,8,9)(H,10,11)(H,12,13)/b2-1-

Upstream product

• 108-31-6 maleic anhydride 
• 107-95-9 3-amino propanoic acid 
• 56-41-7 L-alanin 

Downstream Products

• 5724-76-5 3-succinimidopropionic acid 
• 133860-61-4 3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propionic acid 4-nitro-phenyl ester 
• 864354-31-4 3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-N-methyl-N-phenyl-propionamide 

Relevant academic research and scientific papers

Tri-n-butyl(N-maleoyl-β-alaninato)tin

The Sn atom in [Sn(C4H9)3(C7H6NO 4)]n adopts a distorted trigonal-bipyramidal geometry, with three n-butyl groups defining the trigonal plane [mean Sn-C distance 2.145 (1) A] and the axial positions occupied by the O atoms of different carboxylate groups having significantly different Sn-O bond lengths [2.215 (5) and 2.424 (5) A]. The structure forms a polymeric chain of complex molecules linked via carboxylate moieties. ? Alternative name: catena-poly[[trimethyltin(IV)]-μ-[3-(2,5-dioxo-3-pyrazolin-1-yl)propionoato- O:O′]].

Maleimide-grafted cellulose nanocrystals as cross-linkers for bionanocomposite hydrogels

This article deals with the preparation of bionanocomposite hydrogels from natural polymers and nanoentities, an emerging class of materials for biotechnological and biomedical applications. Herein, the applicability of the Diels-Alder "click" reaction to

Comblike dendrimers containing Tn antigen modulate natural killing and induce the production of Tn specific antibodies

Comblike glycodendrimers were prepared by the chemoselective ligation of cysteine-modified glycopeptides (1-7) with a 3-maleimidopropionate-modified linear synthetic carrier (8). Glycodendrimers bearing mono-, di-, or tri-Tn clusters (9-11) were tested as inhibitors using plant and mammalian lectins. In the former group, the Codium fragile lectin showed moderate discrimination among 9, 10, and 11. In the latter group, A and B isoforms of rat NKR-P1 lectin strongly discriminated between 9 and 10. 10 caused a 4-fold increase in killing of the NK resistant tumor cell lines at concentrations as low as 10-8 M. Surprisingly, 11 interacted exclusively with the rat NKR-P1B isoform and inhibited efficiently natural killing in both rats and humans, even in the presence of the activating compounds 9 and 10. Dinitrophenol haptenization or influenza virus hemagglutinin T-cell epitope conjugation increased the immunogenicity of the parent compounds and resulted in the production of Tn specific antibodies.

Linker, Antibody-Drug Conjugate Including Same and Use Thereof

Provided are a linker represented by Formula I or I′, an antibody-drug conjugate containing the same, and use of thereof, a pharmaceutical composition comprising the antibody-drug conjugate, and use of the antibody-drug conjugate for treating and/or preventing a disease.

Novel selective glucocorticoid receptor agonists (SEGRAs) with a covalent warhead for long-lasting inhibition

The synthesis and in vitro properties of six analogues of the selective glucocorticoid receptor (GR) agonist GSK866, bearing a warhead for covalent linkage to the glucocorticoid receptor, is described.

Scalable and cost-effective synthesis of a linker for bioconjugation with a peptide and a monoclonal antibody

An efficient, scalable, and cost-effective synthesis of a linker employed in a bioconjugation process with a peptide and a monoclonal antibody is presented. Several routes were investigated that resulted in the identification of a short synthesis to a key acid intermediate from inexpensive and readily available starting materials. The final coupling of this acid with an aniline to afford the desired linker has been optimized to produce multi-gram quantities of material for clinical studies. The very limited purifications needed for both intermediates and final product make this route amenable to scale. Georg Thieme Verlag Stuttgart New York.

On the synthesis of N-maleoyl amino acids in aqueous media: Cautionary tales for the unwary traveller

The high cost or protracted syntheses associated with N-maleoyl amino acid derivatives coupled with a considerable demand from both the life and physical sciences has spurred the search for facile, low-cost routes to these compounds. Herein, we demonstrate that a recently published method purporting to deliver N-maleoyl amino acids by cyclization of maleamic acids in water, instead results in a hydrolysis product, namely the corresponding hemi-maleate salt. ARKAT USA, Inc.

Practical synthesis of maleimides and coumarin-linked probes for protein and antibody labelling via reduction of native disulfides

The cellular tracking, detection and sensing of protein or antibody movement are important aspects to advance our understanding of biomolecular interactions and activity. Antibodies modified with fluorescent dyes are also valuable tools, especially in immunology research. We describe here a proof-of-principle study of a new water-soluble coumarin probe with a maleimide thiol-reacting unit to fluorescently tag biomolecules. Highlights include: (1) a convenient water-based preparation of N-substituted maleimides, (2) a one-pot preparation of activated maleimido-esters, and (3) a bio-conjugation protocol for the selenol-promoted reduction of native disulfide bonds and the 'site-specific' labelling of antibodies with no significant loss of activity.

Convenient preparation of N-maleoyl amino acid succinimido esters using N-trifluoroacetoxysuccinimide

One-pot cyclization and esterification of readily available maleamic acid derivatives using N-trifluoroacetoxysuccinimide provide a convenient and cost-effective route to a variety of useful N-maleoyl amino acid N-hydroxysuccinimido esters. Copyright Taylor & Francis Group, LLC.

Probing structural effects on replication efficiency through comparative analyses of families of potential self-replicators

A formidable synthetic apparatus for the creation of nanoscale molecular structures and supramolecular assemblies through molecular structures can potentially be created from systems that are capable of parallel automultiplication (self-replication). In order to achieve this goal, a detailed understanding of the relationship be tween molecular structure and replication efficiency is necessary. Diastereoisomeric templates that are capable of specific and simultaneous autocatalysis have been synthesised. A systematic experimental and theoretical evaluation of their behaviour and that of structurally-related systems reveals the key determinants that dictate the emergence of self-replicative function and defines the structural space within which this behaviour is observed.