- Conjugation-induced fluorescence labelling of mesoporous silica nanoparticles for the sensitive and selective detection of copper ions in aqueous solution
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Although the development of sensors for the detection of Cu2+ ions has significant importance, sensitive and selective recognition systems are still limited. Herein, the non-fluorescent small molecule of 2-bromomaleimide (BM) was firstly converted to 2-aminomaleimide (NM) by a simple nucleophilic addition-elimination reaction with pre-grafted amino groups in the meso-space of mesoporous silica nanoparticles (MSNs), and then was designed as fluorescent on-off probes for Cu2+ ion recognition. The strong green fluorescence emitted from the pendent NM was induced by the interaction between the lone electron pairs of the N atoms in amino groups and the conjugated maleimide rings. The fluorescence of MSNs labelled NM (MSNs-NM) could be selectively quenched by Cu2+ ions in aqueous solution and consequently exhibited sensitive fluorescence on-off switching effects for Cu2+ ions. The detection limit was as low as 0.28 μM Cu2+, which was far below the U.S. EPA limit of 20 μM. This prefigured the potential applications of the current chemosensor for the detection of Cu2+ ions in aqueous solution and in living cells. The small-angle XRD, TEM, BET, FT-IR, UV-vis absorption measurements all agreed on the fact that the sensitive probes of BM had been successfully labelled at the pore surface of MSNs.
- Cui, Jingjing,Wang, Shangfeng,Huang, Kai,Li, Yongsheng,Zhao, Wenru,Shi, Jianlin,Gu, Jinlou
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Read Online
- Bromomaleimides: New reagents for the selective and reversible modification of cysteine
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Bromomaleimides react rapidly and selectively with cysteine to afford thiomaleimides which can be cleaved with a phosphine to regenerate the cysteine or treated with a base to afford dehydroalanine. The Royal Society of Chemistry 2009.
- Tedaldi, Lauren M.,Smith, Mark E. B.,Nathani, Ramiz I.,Baker, James R.
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Read Online
- Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds
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The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, we show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.
- Deeprose, Mark J.,Lowe, Martin,Noble, Adam,Booker-Milburn, Kevin I.,Aggarwal, Varinder K.
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supporting information
p. 137 - 141
(2021/12/17)
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- Compound based on cascade sulfydryl/bromo maleimide Michael addition and application thereof
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The invention relates to a compound based on cascade sulfydryl/bromo maleimide Michael addition and application of the compound. The structural formula of the digitally encoded macromolecule is shownas a formula (I) which is described in the specification, and the digitally encoded macromolecule has a single molecular weight and an accurate sequence structure and is synthesized through an iterative sequence exponential growth strategy. The compound can be simply and quickly sequenced by utilizing tandem mass spectrometry, and can be widely applied to the fields of information storage and anti-counterfeiting.
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Paragraph 0067; 0071-0072
(2020/11/02)
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- Cheap and efficient preparation method of benzene triimide and derivative thereof
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The invention discloses a preparation method of benzene triimide (BTI) and a derivative thereof, wherein the structural general formula of the compound is represented by a formula I. The preparation method comprises the following steps: under the condition of refluxing in a mixed solution of acetic acid and water, carrying out an intermolecular aromatic ring construction reaction on a maleimide derivative represented by a formula II to obtain the benzene triimide (BTI) and the derivative I thereof. According to the invention, the cheap and easily available raw materials maleic anhydride and maleimide and the cheap and easily available primary amine compound are selected and subjected to simple addition, elimination and amination to rapidly prepare a large amount of maleimide derivatives, and further the maleimide derivatives are subjected to an intermolecular cyclization reaction to rapidly prepare the benzene triimide (BTI) and the derivative thereof in one step, so that the reactionconditions are mild, and the obtained product is stable in air and easy to separate and purify, and has good application prospect.
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Paragraph 0052; 0059; 0060
(2020/05/01)
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- Benzene Triimides: Facile Synthesis and Self-Assembly Study
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Herein, we report an efficient one-pot condensation of maleimide derivatives in the presence of acetic acid and water to afford a series of benzene triimides (BTIs). The structure, physicochemical properties and electrochemistry behavior of BTIs were studied by means of X-ray crystallography, UV-Vis spectra, cyclic voltammetry and differential pulse voltammetry. Owing to the planar structure and unique electron-deficient nature, BTIs can self-assemble into different motifs including nanorod, nanotube, nanobrick and cross-linked structure depending on different N-substituents. The origin for different self-assemblies was ascribed to the intermolecular lone pair-π interaction or a balance of lone pair-π and π-π stacking.
- Tuo, De-Hui,He, Qing,Wang, Qi-Qiang,Ao, Yu-Fei,Wang, De-Xian
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supporting information
p. 684 - 688
(2019/05/28)
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- N/O-LINKED DEGRONS AND DEGRONIMERS FOR PROTEIN DEGRADATION
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This invention provides Degronimers that have E3 Ubiquitin Ligase targeting moieties (Degrons) that can be linked to a targeting ligand for a protein that has been selected for in vivo degradation, and methods of use and compositions thereof as well as methods for their preparation. The invention also provides Degrons that can be used to treat disorders mediated by cereblon or an Ikaros family protein, and methods of use and compositions thereof as well as methods for their preparation.
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Page/Page column 283
(2019/01/10)
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- Copper-catalysed bromoamination of maleimides using NBS as the bromine source
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CuBr2-catalysed bromoamination of maleimides has been achieved in THF with alkylamines and N-bromosuccinimide as nitrogen and bromine sources respectively. The reaction conditions were optimised. A series of bromoamination products such as 3-am
- Kong, De-Huan,An, Yu-Long,Shao, Zhi-Yu,Zhao, Sheng-Yin
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p. 476 - 480
(2018/10/15)
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- CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS
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The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.
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Page/Page column 56; 68
(2017/09/27)
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- A mild and selective protecting and reversed modification of thiols
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One selective thiol-protecting study has been investigated for a wide range of thiols including general thiols and thiols containing multiple functional groups. The reactions of bromomaleimides and thiols under the mild condition afforded the protected products in excellent yields. The thiols can be recovered very quickly using dithiothreitol (DTT) under the mild condition.
- Li, Xiangmin,Li, Hongxian,Yang, Wei,Zhuang, Jinchen,Li, Hao,Wang, Wei
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supporting information
p. 2660 - 2663
(2016/06/01)
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- Reversible covalent linkage of functional molecules
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The present invention relates to the use of a compound containing a moiety of formula (I) as a reagent for linking a compound of formula R1—H which comprises a first functional moiety of formula F1 to a second functional moiety of fo
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Page/Page column 46; 47; 56
(2016/04/26)
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- Synthesis of Hydroxypyrrolone Carboxamides Employing Selectfluor
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Reaction of pyrrole-2-carboxamides with Selectfluor in MeCN/water (4:1) affords 2-hydroxy-5-oxopyrrole-2-carboxamides in yields of up to 80 %. A variety of sensitive functional groups is tolerated, among them aldehydes and alkynes. The new method also wor
- Allmann, Tim Carlo,Moldovan, Rares-Petru,Jones, Peter G.,Lindel, Thomas
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supporting information
p. 111 - 115
(2016/01/25)
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- Easy Access to 1H-Pyrrolo[3′,4′:5,6]pyrido[2,3-d]pyrimidine-2,4,6,8(3H,7H)-tetraone and Selectively N7-Substituted Analogues through Key Synthons
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To synthesize unsubstituted pyrrolo[3′,4′:5,6] pyrido[2,3-d]pyrimidine-2,4,6,8-tetraone, we have developed new synthon 4-formyl-3-hydroxy-2,5-dioxo-2,5-dihydro-1H-pyrrole, which was then treated under mild conditions with 6-aminouracil. This new synthetic pathway could be extended to the preparation of N7-selectively substituted heterocycles by starting either from this new synthon or from its N-substituted analogues. Examples of N1,N7-disubstituted and N1,N3,N7-trisubstituted derivatives are also described. We have thus developed new synthons that lead to easy access to the unsubstituted pyrrolo[3′,4′:5,6]pyrido[2,3-d]pyrimidine-2,4,6,8-tetraone skeleton and to selectively N7-substituted analogues. New key synthons, 4-formyl-3-hydroxy-2,5-dioxo-2,5-dihydro-1H-pyrrole and its N-substituted analogues, have been developed for easy and versatile syntheses of heterocyclic skeletons, such as unsubstituted pyrrolo[3′,4′:5,6]pyrido[2,3-d]pyrimidine-2,4,6,8-tetraone.
- Tourteau, Aurélien,Merlet, Eric,Bontemps, Alexis,Leland, Mathilde,Helissey, Philippe,Giorgi-Renault, Sylviane,Desbène-Finck, Stéphanie
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p. 7028 - 7035
(2015/11/16)
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- Convenient synthesis of N1-substituted orotic acid derivatives
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A convenient and efficient method for the synthesis of N1-substituted orotic acid derivatives is reported. The synthetic route utilizes substituted maleimide as synthetic intermediate and takes only four simple steps from readily available starting materials. As a result, orotic acid derivatives with various alkyl and aromatic groups at N1 can be readily synthesized.
- Bowler, Jeannette T.,Clausen, Caitlin R.,Blackburn, Daniel J.,Wu, Weiming
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p. 6465 - 6466
(2014/12/11)
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- Aryloxymaleimides for cysteine modification, disulfide bridging and the dual functionalization of disulfide bonds
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Tuning the properties of maleimide reagents holds significant promise in expanding the toolbox of available methods for bioconjugation. Herein we describe aryloxymaleimides which represent 'next generation maleimides' of attenuated reactivity, and demonstrate their ability to enable new methods for protein modification at disulfide bonds.
- Marculescu, Cristina,Kossen, Hanno,Morgan, Rachel E.,Mayer, Patrick,Fletcher, Sally A.,Tolner, Berend,Chester, Kerry A.,Jones, Lyn H.,Baker, James R.
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supporting information
p. 7139 - 7142
(2014/07/07)
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- Synthesis of sequence-ordered polymers via sequential addition of monomers in one pot
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Sequence-ordered polymers can be simply prepared in one pot via sequential monomer addition.
- Yan, Jun-Jie,Wang, Di,Wu, De-Cheng,You, Ye-Zi
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supporting information
p. 6057 - 6059
(2013/07/27)
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- Efficient synthesis of substituted polyarylphthalimides via cycloaddition of cyclopentadienones with 2-bromomaleimide
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Functionalized tetraarylphthalimides or diarylphthalimides fused with an acenaphthene moiety have been prepared in one step from 2-bromomaleimide and tetraarylcyclopentadienones (tetracyclones) or 7,9-diaryl-8H- cyclopentacenaphthylene-8-ones (acecyclones
- Vanel, Rémi,Berthiol, Florian,Bessières, Bernard,Einhorn, Cathy,Einhorn, Jacques
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supporting information; experimental part
p. 1293 - 1295
(2011/07/07)
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- ANTIBACTERIAL PYRROLS
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Use of a compound of formula (I), as shown in the description, or a physiologically acceptable salt thereof, in the manufacture of a medicament for the treatment of bacterial infection or disease: wherein, in formula (I), A is -NR1-, -O- or -S
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Page/Page column 14-15
(2008/06/13)
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