Photolabile linker for the solid-phase synthesis of hydrazides and pyranopyrazoles

Thomas Eiland Nielsen (Inventor), Katrine Qvortrup (Inventor)

Research output: Patent

153 Downloads (Pure)

Abstract

The photolabile hydrazine linker of the present invention is based on the o-nitro-veratryl group, which is capable of releasing hydrazide derivatives upon UV irradiation. The linker allows for a new solid-phase peptide synthesis (SPPS) strategy which is fully orthogonal to the most commonly used protecting groups and chemical methods in SPPS and shows excellent compatibility with peptide composition, notably the 20 naturally occurring α-amino acid residues (even in their side-chain protected form) are accepted in the C-terminal of the peptide hydrazides. Furthermore, the linker unit can be applied to synthesize combinatorial libraries of biological interesting heterocyclic compounds, such as pyranopyrazoles.
Original languageEnglish
IPCC07C243/18; C07C281/02; C07D233/64
Patent numberUS9850275
Filing date23/12/2017
Country/TerritoryUnited States
Priority date11/09/2013
Priority numberEP20130183944
Publication statusPublished - 2017

Bibliographical note

Also published as: AU2014320410 (A1) CA2922332 (A1) DK3044204 (T3) EP3044204 (A1) EP3044204 (B1) KR20160062035 (A) US2016272672 (A1) WO2015036481 (A1)

Fingerprint

Dive into the research topics of 'Photolabile linker for the solid-phase synthesis of hydrazides and pyranopyrazoles'. Together they form a unique fingerprint.

Cite this