exploiting protected maleimides to modify oligonucleotides, peptides and peptide nucleic acids

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ID: 254435
2015
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Abstract
This manuscript reviews the possibilities offered by 2,5-dimethylfuran-protected maleimides. Suitably derivatized building blocks incorporating the exo Diels-Alder cycloadduct can be introduced at any position of oligonucleotides, peptide nucleic acids, peptides and peptoids, making use of standard solid-phase procedures. Maleimide deprotection takes place upon heating, which can be followed by either Michael-type or Diels-Alder click conjugation reactions. However, the one-pot procedure in which maleimide deprotection and conjugation are simultaneously carried out provides the target conjugate more quickly and, more importantly, in better yield. This procedure is compatible with conjugates involving oligonucleotides, peptides and peptide nucleic acids. A variety of cyclic peptides and oligonucleotides can be obtained from peptide and oligonucleotide precursors incorporating protected maleimides and thiols.
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paris2015moleculesexploiting Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Clément Paris;Omar Brun;Enrique Pedroso;Anna Grandas
Journal Journal of ethnopharmacology
Year 2015
DOI
10.3390/molecules20046389
URL
http://www.mdpi.com/1420-3049/20/4/6389
Keywords
peptides oligonucleotides conjugates

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