A convenient route to synthesize N²-(isobutyryl)-9-(carboxymethyl)guanine for aeg-PNA backbone

Abstract

Synthesis of exclusive N²-(isobutyryl)-9-(carboxymethyl)guanine, an important moiety for peptide nucleic acid synthesis has been reported through a high-yielding reaction scheme starting from 6-chloro-2-amino purine. Crystal structures of two intermediates confirmed the formation of N9-regioisomer. This new synthetic route can potentially replace the conventional tedious method with moderate overall yield.

Graphical Abstract

KEYWORDS:

• Peptide nucleic acid
• guanine
• N9-regioisomer
• crystal structure

Acknowledgments

DD thanks Department of Chemistry, IISER Pune for instrumental facilities. DD is also thankful to Prof. Krishna N. Ganesh and DST SERB, India for National Post Doctoral Fellowship (Project Code: PDF/2016/002510).

Conflicts of interest

There are no conflicts of interest to declare.