Abstract
The methods for the synthesis and purification of negatively charged peptide nucleic acid (PNA)-relative deoxyribonucleic acid (DNA) mimics containing alternating residues of phosphono peptide nucleic acid (pPNA) monomers and PNA-like monomers on the base of trans-4-hydroxy-L-proline are described. Examples of the chimeric oligomers hybridization with complementary DNA and ribonucleic acid fragments are demonstrated.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsReferences
Nielsen, P. and Egholm, M. (1999) Peptide Nucleic Acids, Protocols and Applications. Horizon Scientific Press, Norfolk, UK.
Summerton, J. and Weller, D. (1997) Morpholino antisense oligomers: design, preparation and properties. Antisense Nucleic Acid Drug Dev. 7, 187–195.
Nasevicius, A. and Ekker, S. (2000) Effective targeted gene “knockdown“ in zebrafish. Nat. Genet. 26, 216–220.
Van der Laan, A., Stromberg, R., van Boom, J., Kuyl-Yeheskiely, E., Efimov, V., and Chakhmakhcheva, O. (1996) An approach toward the synthesis of oligomers containing a N-2-hydroxyethyl-aminomethyl phosphonate backbone: a novel PNA analogue. Tetrahedron Lett. 37, 7857–7860.
Peyman, A., Uhlmann, E., Wagner, K., et al. (1996) Phosphonic ester nucleic acids (PHONAs): oligonucleotide analogues with an achiral phosphonic acid ester backbone. Angew. Chem. Int. Ed. Engl. 35, 2636–2638.
Kehler, J., Henriksen, U., Vejbjerg, H., and Dahl, O. (1998) Synthesis and hybridization properties of an acyclic achiral phosphonate DNA analogue. Bioorg. Med. Chem. 6, 315–322.
Efimov, V., Choob, M., Buryakova, A., Kalinkina, A., and Chakhmakhcheva, O. (1998) Synthesis and evaluation of some properties of chimeric oligomers containing PNA and phosphono-PNA residues. Nucleic Acids Res. 26, 566–575.
Efimov, A., Buryakova, A., Choob, M., and Chakhmakhcheva, O. (1999) Phosphonate analogues of peptide nucleic acids and related compounds: synthesis and hybridization properties. Nucleosides Nucleotides 18, 1393–1396.
Efimov, V., Buryakova, A., and Chakhmakhcheva, O. (1999) Synthesis of polyacrylamides N-substituted with PNA-like oligonucleotide mimics for molecular diagnostic applications. Nucleic Acids Res. 27, 4416–4426.
Phelan, D., Hondorp, K., Choob, M., Efimov, V., and Fernandez, J. (2001) Messenger RNA isolation using novel PNA analogues. Nucleosides Nucleotides Nucleic Acids, 20, 1107–1110.
Efimov, V. and Chakhmakhcheva, O. (2002) Phosphono-PNAs: synthesis, properties and applications. Collection Symp. Series 5, 136–144.
Urtishak, K., Choob, M., Tian, X., et al. (2003) Targeted gene knockdown in zebrafish using negatively charged peptide nucleic acid mimics. Dev. Dyn. 228, 405–413.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2005 Humana Press Inc.
About this protocol
Cite this protocol
Efimov, V.A., Chakhmakhcheva, O.G. (2005). Synthesis of DNA Mimics Representing HypNA-pPNA Hetero-Oligomers. In: Herdewijn, P. (eds) Oligonucleotide Synthesis. Methods in Molecular Biology, vol 288. Humana Press. https://doi.org/10.1385/1-59259-823-4:147
Download citation
DOI: https://doi.org/10.1385/1-59259-823-4:147
Publisher Name: Humana Press
Print ISBN: 978-1-58829-233-9
Online ISBN: 978-1-59259-823-6
eBook Packages: Springer Protocols