Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/49423
Title: Protected maleimide building blocks for the decoration of peptides, peptoids and peptide nucleic acids
Author: Elduque Busquets, Xavier
Sánchez, Albert
Sharma, Kapil
Pedroso Muller, Enrique
Grandas Sagarra, Anna
Keywords: Pèptids
Àcids nucleics
Oligòmers
Síntesi orgànica
Biotecnologia
Aminoàcids
Proteïnes
Peptides
Nucleic acids
Oligomers
Organic synthesis
Biotechnology
Amino acids
Proteins
Issue Date: 2013
Publisher: American Chemical Society
Abstract: Monomers allowing for the introduction of [2,5-dimethylfuran]-protected maleimides into polyamides such as peptides, peptide nucleic acids, and peptoids were prepared, as well as the corresponding oligomers. Suitable maleimide deprotection conditions were established in each case. The stability of the adducts generated by Michael-type maleimide-thiol reaction and Diels-Alder cycloaddition to maleimide deprotection conditions was exploited to prepare a variety of conjugates from peptide and PNA scaffolds incorporating one free and one protected maleimide. The target molecules were synthesized by using two subsequent maleimide-involving click reactions separated by a maleimide deprotection step. Carrying out maleimide deprotection and conjugation simultaneously gave better results than performing the two reactions subsequently.
Note: Versió postprint del document publicat a: http://dx.doi.org/10.1021/bc4000614
It is part of: Bioconjugate Chemistry, 2013, vol. 24, num. 5, p. 832-839
Related resource: http://dx.doi.org/10.1021/bc4000614
URI: http://hdl.handle.net/2445/49423
ISSN: 1043-1802
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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