Synthesis and purification of peptide nucleic acids

Current Protocols in Nucleic Acid Chemistry
Dwaine A BraaschDavid R Corey

Abstract

Peptide nucleic acids (PNAs) are DNA analogs in which the normal phosphodiester backbone is replaced by 2-aminoethyl glycine linkages. Hybridization of PNAs with RNA or DNA follows normal rules for Watson-Crick base pairing and occurs with high affinity. Thus, PNAs are a promising choice for applications that benefit from high-affinity hybridization. They are assembled using techniques adapted from peptide chemistry. Protocols are given for both automated and manual synthesis of PNAs as well as their purification. The advantages of each method are discussed, as are the different monomers and reagents that are required. Additionally, protocols are given for adding peptides to PNAs (which can enhance hybridization or cell uptake of the PNA) and for adding a biotin label.

References

Apr 1, 1995·Bioorganic & Medicinal Chemistry·J C NortonD R Corey
Jan 5, 1999·Bioorganic & Medicinal Chemistry Letters·T E GoodwinK D Raney
Mar 17, 1999·Analytical Biochemistry·L D Mayfield, D R Corey
Jun 22, 1999·Chemistry & Biology·S E HamiltonD R Corey
Oct 16, 1999·Proceedings of the National Academy of Sciences of the United States of America·J LohseP E Nielsen
Dec 10, 1999·Proceedings of the National Academy of Sciences of the United States of America·B HerbertD R Corey
Aug 23, 2000·Nucleic Acids Research·X ZhangD R Corey
Feb 22, 2001·Methods : a Companion to Methods in Enzymology·D A Braasch, D R Corey
Apr 3, 2001·Current Medicinal Chemistry·P E Nielsen

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Citations

Mar 12, 2015·Artificial DNA, PNA & XNA·Justin D FloryPetra Fromme
Mar 13, 2010·Nucleic Acids Research·Martin M FabaniElena Vigorito
Jan 5, 2019·Advanced Pharmaceutical Bulletin·Soheila MontazersahebHojjatollah Nozad Charoudeh
Nov 2, 2002·The Journal of Biological Chemistry·Jean Philippe RichardBernard Lebleu
Aug 1, 2012·Journal of Nucleic Acids·Trevor A FeaginJennifer M Heemstra
Sep 8, 2015·Current Protocols in Nucleic Acid Chemistry·Takumi IshizukaMakoto Komiyama

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