Ítem
Ministerio de Ciencia e Innovación (Espanya) | |
Afonso Afonso, Ana
Cussó Forest, Olaf Feliu Soley, Lídia Planas i Grabuleda, Marta |
|
A concise and efficient solid-phase synthesis of biaryl cyclic peptides containing a Phe-Tyr or a Tyr-Tyr linkage has been accomplished. The key steps include a Miyaura borylation of a resin-bound 3-iodotyrosine and a microwave-assisted Suzuki-Miyaura reaction for the formation of the macrocycle. First, the feasibility of the solid-phase Miyaura borylation of a 3-iodotyrosyltripeptide was established. Then, the Suzuki-Miyaura reaction was applied to the cross-coupling of linear 3-boronotyrosine-containing peptidyl resins with iodobenzene and with halogenated aromatic amino acids. Finally, this methodology was extended to the synthesis of biaryl cyclic peptides through the preparation of a linear peptidyl resin containing both the required boronate and halogenated derivatives, followed by a microwave-assisted Suzuki-Miyaura macrocyclization This work was supported by grant AGL2009-13255-C02-02/AGR from MICINN |
|
http://hdl.handle.net/2072/298021 | |
eng | |
Wiley-VCH Verlag | |
Tots els drets reservats | |
Antibiòtics pèptids
Peptide antibiotics Pèptids -- Síntesi Peptides -- Synthesis Reacció de Suzuki-Miyaura Suzuki-Miyaura reaction |
|
Solid-phase synthesis of biaryl cyclic peptides containing a 3-aryltyrosine | |
info:eu-repo/semantics/article | |
Recercat |