Solid-phase synthesis of pseudo-complementary peptide nucleic acids

Nature Protocols

Volumn 3, Issue 4, 2008, Pages 646-654

  Komiyama, Makoto ^a   Aiba, Yuichiro ^a   Ishizuka, Takumi ^a   Sumaoka, Jun ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIAMINOPURINE; CYTOSINE; DNA; DNA BASE; GLYCINE DERIVATIVE; GUANINE; MONOMER; PEPTIDE NUCLEIC ACID; THIOURACIL;

ARTICLE; CLINICAL PROTOCOL; NUCLEIC ACID STRUCTURE; PRIORITY JOURNAL; SOLID PHASE SYNTHESIS;

2-AMINOPURINE; MOLECULAR STRUCTURE; PEPTIDE NUCLEIC ACIDS; THIOURACIL;

EID: 42049094396     PISSN: 17542189     EISSN: 17502799     Source Type: Journal    
DOI: 10.1038/nprot.2008.6     Document Type: Article

References (16)

1. Felsenfeld, G., Davies, D.R. & Rich, A. Formation of a 3-stranded polynucleotide molecule. J. Am. Chem. Soc. 79, 2023-2024 (1957).
2. Thuong, N.T. & Hélène, C. Sequence-specific recognition and modification of double-helical DNA by oligonucleotides. Angew. Chem. Int. Ed. Engl. 32, 666-690 (1993).
3. White, S., Szewczyk, J.W., Turner, J.M., Baird, E.E. & Dervan, P.B. Recognition of the four Watson-Crick base pairs in the DNA minor groove by synthetic ligands. Nature 391, 468-471 (1998).
4. Kielkopf, C.L. et al. A structural basis for recognition of A-T and T-A base pairs in the minor groove of B-DNA. Science 282 111-115 (1998).
5. Lohse, J., Dahl, O. & Nielsen, P.E. Double duplex invasion by peptide nucleic acid: A general principle for sequence-specific targeting of double-stranded DNA. Proc. Natl. Acda. Sci. USA 96, 11804-11808 (1999).
6. Izvolsky, K.I., Demidov, V.V., Nielsen, P.E. & Frank-Kamenetskii, M.D. Sequence-specific protection of duplex DNA against restriction and methylation enzymes by pseudocomplementary PNAs. Biochemistry 39, 10908-10913 (2000).
7. Protozanova, E., Demidov, V.V., Nielsen, P.E. & Frank-Kamenetskii, M.D. Pseudocomplementary PNAs as selective modifiers of protein activity on duplex DNA: The case of type IIs restriction enzymes. Nucleic Acids Res. 31, 3929-3935 (2003).
8. Kuhn, H., Cherny, D.I., Demidov, V.V. & Frank-Kamenetskii, M.D. Inducing and modulating anisotropic DNA bends by pseudocomplementary peptide nucleic acids. Proc. Natl. Acad. Sci. USA 101, 7548-7553 (2004).
9. Haaima, G., Hansen, H.F., Christensen, L., Dahl, O. & Nielsen, P.E. Increased DNA binding and sequence discrimination of DNA oligomers containing 2,6-diaminopurine. Nucleic Acids Res. 25, 4639-4643 (1997).
10. Chollet, A. & Kawashima, E. DNA containing the base analogue 2-aminoadenine: Preparation, use as hybridization probes and cleavage by restriction endonucleases. Nucleic Acids Res. 16, 305-317 (1988).
11. Kutyavin, I.V. et al. Oligonucleotides containing 2-aminoadenine and 2-thiothymine act as selectively binding complementary agents. Biochemistry 35, 11170-11176 (1996).
12. Nielsen, P.E., Egholm, M., Berg, R.H. & Buchardt, O. Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide. Science 254, 1497-1500 (1991).
13. Egholm, M. et al. PNA hybridizes to complementary oligonucleotides obeying the Watson-Crick hydrogen-bonding rules. Nature 365, 566-568 (1993).
14. Komiyama, M., Aiba, Y., Yamamoto, Y. & Sumaoka, J. Artificial restriction DNA cutter for site selective scission of double-stranded DNA with tunable scission-site and specificity. Nat. Protoc. 3 655-662 (2008).
15. Watkins, B.E., Kiely, J.S. & Rapoport, H. Synthesis of oligodeoxyribonucleotides using N-(benzyloxycarbonyl)-blocked nucleosides. J. Am. Chem. Soc. 104, 5702-5708 (1982).
16. Christensen, L. et al. Solid-phase synthesis of peptide nucleic acids. J. Peptide Sci. 1, 175-183 (1995).