Issue 9, 2014

Facile solid-phase synthesis of PNA–peptide conjugates using pNZ-protected PNA monomers

Abstract

PNA–peptide conjugates are useful molecular tools in chemical biology and biotechnology. Although several approaches have been developed to synthesize PNA–peptide conjugates, more efficient methods are still needed. In this report a new pNZ (p-nitrobenzyloxycarbonyl)/bis-Boc strategy was developed as an alternative backbone/nucleobase protecting group method. The mild deprotection conditions of pNZ group and pNZ's full orthogonality with Fmoc solid-phase synthesis enable a new dimension of synthetic flexibility and practicality to generate versatile PNA–peptide conjugates.

Graphical abstract: Facile solid-phase synthesis of PNA–peptide conjugates using pNZ-protected PNA monomers

Supplementary files

Article information

Article type
Research Article
Submitted
31 Jul 2014
Accepted
04 Sep 2014
First published
05 Sep 2014

Org. Chem. Front., 2014,1, 1050-1054

Facile solid-phase synthesis of PNA–peptide conjugates using pNZ-protected PNA monomers

Y. Huang, C. Cao, X. Tan, X. Li and L. Liu, Org. Chem. Front., 2014, 1, 1050 DOI: 10.1039/C4QO00217B

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