Solid phase synthesis of Hydrazinopeptides in Boc and Fmoc strategies monitored by HR MAS NMR

Isabelle Bouillon (1) , Nicolas Brosse (1) , Brigitte Jamart-Grégoire (1) , Régis Vanderesse (1) , Olivier Fabre (1)

1 LCPM - Laboratoire de Chimie Physique Macromoléculaire

With the aim of finding good conditions to incorporate hydrazino moieties into peptidic sequences of biological interest, we developed two strategies towards solid-phase synthesis of hydrazinopeptides: a stepwise methodology in which a hydrazinoacid was introduced as a normal aminoacid and a semi-convergent one in which the hydrazino moiety is incorporated as a pseudodipeptide building block. HR-MAS NMR analyses were run in order to monitor the reaction and to improve the reaction conditions

Mots clés: Hydrazinoacids; HR-MAS NMR; SPPS; Magic mixture

Domaines: Génie des procédés

Isabelle Bouillon, Nicolas Brosse, Brigitte Jamart-Grégoire, Régis Vanderesse, Olivier Fabre. Solid phase synthesis of Hydrazinopeptides in Boc and Fmoc strategies monitored by HR MAS NMR. Tetrahedron, 2007, 63 (39), pp.9635-9641. ⟨10.1016/j.tet.2007.07.038⟩. ⟨hal-00199111⟩