Substituted maleimides are customisable fluorescent linkers and probes with adaptable reactivity and optical properties. Their compact nature and tunability has led to their use in various applications. For example, their solvatochromic properties offer real-time feedback on linking chemistry and environmental changes, essential for applications in material labelling, drug delivery, and nanoparticle functionalisation. This review focusses on developing, synthesising, and modifying substituted maleimides as environment-sensitive fluorescent linkers and probes. It delves into their photophysical dynamics and strategic applications, highlighting their significant contributions to macromolecule conjugation and the development of self-reporting materials.
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http://dx.doi.org/10.1002/anie.202410550 | DOI Listing |
Org Biomol Chem
January 2025
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, 473061, P. R. China.
A highly practical and efficient Cp*Co(III)-catalyzed C-H alkylation/alkenylation reaction of anilides with maleimides and acrylates was developed, during which a weakly coordinating amide carbonyl group functioned as the directing group. This approach features high efficiency, good functional group tolerance, and broad substrate scope, and a variety of 3-substituted succinimides and -alkenylated anilides were synthesized in moderate to excellent yields. Furthermore, the reaction is highly selective, affording mono--alkylated/alkenylated products only.
View Article and Find Full Text PDFMolecules
December 2024
Institut für Pharmazeutische und Medizinische Chemie, Universität Münster, Corrensstraße 48, D-48149 Münster, Germany.
The serine/threonine kinase CK2 (formerly known as casein kinase II) plays a crucial role in various CNS disorders and is highly expressed in various types of cancer. Therefore, inhibiting this key kinase could be promising for the treatment of these diseases. The CK2 holoenzyme is formed by the recruitment of two catalytically active CK2α and/or CK2α' subunits by a regulatory CK2β dimer.
View Article and Find Full Text PDFGels
November 2024
School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807378, Taiwan.
This study presents the development of thiol-maleimide/thiol-thiol double self-crosslinking hyaluronic acid-based (HA) hydrogels for use as dermal fillers. Hyaluronic acid with varying degrees of maleimide substitution (10%, 20%, and 30%) was synthesized and characterized, and HA hydrogels were fabricated using two molecular weights of four-arm polyethylene glycol (PEG10K/20K)-thiol as crosslinkers. The six resulting HA hydrogels demonstrated solid-like behavior with distinct physical and rheological properties.
View Article and Find Full Text PDFJ Org Chem
January 2025
College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610066, P. R. China.
A palladium-catalyzed annulation reaction of bay-iodobiphenyls with maleimides was developed. This approach allows for the efficient synthesis of a variety of 9,10-phenanthrenedicarboximides, particularly polyalkoxy-substituted 9,10-phenanthrenedicarboximides with potential liquid-crystalline properties. Research findings indicate that the resulting product, -hexyl-2,3,6,7-tetrakis(hexyloxy)-9,10-phenanthrenedicarboximide, exhibits promising, good liquid-crystalline properties.
View Article and Find Full Text PDFChemistry
January 2025
Department of chemistry, Indian Institute of Technology Guwahati, Guwahati, 781039, India.
A cobalt(III)-catalyzed dual C(sp)-H/C(sp)-H activation of 2-arylimidazopyridines and its annulation with N-substituted maleimides leads to polycyclic aromatic heterocycles. This sustainable oxidative annulation uses earth-abundant, less toxic, and cost-effective cobalt(III) catalyst that complement expensive 2nd and 3rd-row metals. This oxidative annulation features a broad substrate scope with very good functional group tolerance.
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