en
Scientific article
Open access
English

Facile access to modified and functionalized PNAs through Ugi-based solid phase oligomerization

Published inBioorganic & Medicinal Chemistry, vol. 25, no. 19, p. 5171-5177
Publication date2017
Abstract

Peptide nucleic acids (PNAs) derivatized with functional molecules are increasingly used in diverse biosupramolecular applications. PNAs have proven to be highly tolerant to modifications and different applications benefit from the use of modified PNAs, in particular modifications at the γ position. Herein we report simple protocols to access modified PNAs from iterative Ugi couplings which allow modular modifications at the α, β or γ position of the PNA backbone from simple starting materials. We demonstrate the utility of the method with the synthesis of several bioactive small molecules (a peptide ligand, a kinase inhibitor and a glycan)-PNA conjugates.

Keywords
  • Peptide nucleic acid
  • Ugi reaction
  • Solid phase synthesis
  • Biosupramolecular chemistry
Research group
Citation (ISO format)
SAARBACH, Jacques et al. Facile access to modified and functionalized PNAs through Ugi-based solid phase oligomerization. In: Bioorganic & Medicinal Chemistry, 2017, vol. 25, n° 19, p. 5171–5177. doi: 10.1016/j.bmc.2017.05.064
Main files (2)
Article (Published version)
accessLevelRestricted
Article (Accepted version)
accessLevelPublic
Identifiers
ISSN of the journal0968-0896
479views
273downloads

Technical informations

Creation09/23/2017 11:35:00 PM
First validation09/23/2017 11:35:00 PM
Update time03/15/2023 2:02:56 AM
Status update03/15/2023 2:02:55 AM
Last indexation01/17/2024 12:44:27 AM
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack