160291-45-2Relevant academic research and scientific papers
Improved Stability and Tunable Functionalization of Parallel β-Sheets via Multicomponent N-Alkylation of the Turn Moiety
Ricardo, Manuel G.,Moya, Celia G.,Pérez, Carlos S.,Porzel, Andrea,Wessjohann, Ludger A.,Rivera, Daniel G.
, p. 259 - 263 (2020)
In contrast to the myriad of methods available to produce α-helices and antiparallel β-sheets in synthetic peptides, just a few are known for the construction of stable, non-cyclic parallel β-sheets. Herein, we report an efficient on-resin approach for th
Maleimide-based metal-free ligation with dienes: A comparative study
Bailly, Laetitia,Frisby, Axel,Le Nahenec-Martel, Patricia,Lossouarn, Alexis,Renard, Pierre-Yves,Renault, Kévin,Sabot, Cyrille
, p. 3874 - 3887 (2020/06/03)
A brief literature survey reveals that metal-free ligation such as the maleimide-based cycloaddition with electron-rich (hetero)dienes is a widespread tool for the assembly of (bio)molecular systems with applications in biotechnology, materials science, polymers and bio-organic chemistry. Despite their everyday use, only scattered data about their kinetics as well as the stabilities of corresponding products under physiological conditions, are accessible. These key parameters are yet, of paramount importance to ensure the rapid and effective preparation of stable compounds. Herein is reported a systematic study regarding the different classes of dienes used in chemoselective ligation, including their accessibility and stability, as well as comparative kinetic experiments and products stability assays. We took advantage of these data to develop a double labeling strategy from the combined use of cyclopentadiene and oxazole dienes.
Aldehyde-mediated bioconjugation: Via in situ generated ylides
Parmar, Sangeeta,Pawar, Sharad P.,Iyer, Ramkumar,Kalia, Dimpy
, p. 14926 - 14929 (2019/12/24)
A technically simple approach for rapid, high-yielding and site-selective bioconjugation has been developed for both in vitro and cellular applications. This method involves the generation of maleimido-phosphonium ylides via 4-nitrophenol catalysis under physiological conditions followed by their Wittig reactions with aldehyde-appended biomolecules.
Thiol-reactive Fluorescent probes for Protein Labelling
Corrie, John E. T.
, p. 2975 - 2982 (2007/10/02)
Cyclisation of N-alkylmaleic acids mediated by acetic anhydride in dimethylacetamide in the presence of traces of cobalt naphthenate has been used for efficient assembly of a range of fluorescent maleimide reagents.The fluorescence responses of these reagents to addition of thiol across the maleimide double bond, and to hydrolysis of the meleimide ring, are described.
