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Title: p-Nitrobenzyloxycarbonyl (pNZ) as Temporary Na-Protecting Group for Mild Solid-Phase Peptide Synthesis. Avoiding Diketopiperazine and Aspartimide Formation
Author: Isidro Llobet, Albert
Guasch Camell, Judit
Álvarez Domingo, Mercedes
Albericio Palomera, Fernando
Keywords: Química combinatòria
Combinatorial chemistry
Issue Date: 2005
Publisher: Wiley-VCH
Abstract: p-Nitrobenzyloxycarbonyl was used as temporary protecting group for the -amino function in solid-phase peptide synthesis. The corresponding derivatives are solids, easy to be synthesized, and perform well in the solid-phase mode. pNZ is removed in practical neutral conditions in the presence of catalytic amounts of acid. They are orthogonal with the most common protecting groups used in peptide chemistry. They are specially useful in combination with Fmoc chemistry to overcome those side reactions associated with the used of the piperidine such DKP and aspartiimide formation. The flexibility of pNZ can be very useful for the preparation of libraries of small organic molecules.
It is part of: European Journal of Organic Chemistry, 2005, p. 3031-3039
ISSN: 1434-193X
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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