Optimization of the binding properties of PNA-(5')-DNA chimerae

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 6, 1998, Pages 663-668

  Van Der Laan, A C ^a   Havenaar, P ^a   Oosting, R S ^b   Kuyl Yeheskiely, E ^a   Uhlmann, E ^c   Van Boom, J H ^a  

^a LEIDEN UNIVERSITY   (Netherlands)

^b Solvay Pharmaceuticals Inc   (Netherlands)

^c SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEMENTARY DNA; COMPLEMENTARY RNA; LUCIFERASE; PHOSPHONIC ACID ESTER; RIBONUCLEASE;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; DNA BINDING; DNA SYNTHESIS; NONHUMAN; NUCLEOTIDE SEQUENCE; RABBIT; REACTION ANALYSIS; RNA TRANSLATION;

CHIMERA; DNA; DNA, COMPLEMENTARY; MODELS, CHEMICAL; NUCLEIC ACID HETERODUPLEXES; NUCLEIC ACID HYBRIDIZATION; OLIGONUCLEOTIDES, ANTISENSE; PEPTIDE NUCLEIC ACIDS; RIBONUCLEASE H, CALF THYMUS; RNA; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION;

ANIMALIA; ORYCTOLAGUS CUNICULUS;

EID: 0032539878     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00088-2     Document Type: Article

References (20)

1. 1 Nielsen, P.E.; Egholm, M.; Berg, R.H.; Buchardt, O. Science, 1991, 241, 1497-1500.
2. 2 Nielsen, P.E.; Egholm, M.; Berg, R.H.; Buchardt, O. Anti Cancer Drug Design, 1993, 8, 53-63.
3. 3 Orum, H.; Nielsen, P.E.; Jorgensen, M.; Larsson, C.; Stanley, C.J.; Koch, T. BioTechniques, 1995, 19, 472-478.
4. 4 Egholm, M.; Buchardt, O.; Nielsen, P.E.; Berg, R.H. J. Am. Chem. Soc., 1992, 114, 1895-1897.
5. 5 Knudsen, H.; Nielsen, P.E. Nucl. Acids Res., 1996, 24, 494-500.
6. 6 a) Uhlmann, E.; Will, D.W.; Breipohl, G.; Langner, D.; Ryte, A. Angew. Chem. Int. Ed. Engl., 1996, 35, 2632-2635.
7. b) Van der Laan, A.C.; Brill, R.; Kuimelis, R.G.; Kuyl-Yeheskiely, E.; Van Boom, J.H.; Andrus, A.; Vinayak, R. Tetrahedron Lett., 1997, 38, 2249-2252 and references cited therein.
8. 7 a) Eriksson, M.; Nielsen, P.E. Nature Struct. Biology, 1996, 3, 410-413.
9. b) Eriksson, M. Nucleosides and Nucleotides, 1997, 16, 617-621.
10. 8 Smith, L.M.; Kaiser, R.J.; Sanders, J.Z.; Hood, L.E. in Methods in Enzymology; Wu, R. ed., Academic Press, New York, 1987, vol. 155, 260-301.
11. 9 The synthesis of building block 3 will be described, in due course.
12. 31P NMR), probably due to partial cleavage of the MMT group.
13. 11 Van der Laan, A.C.; Strömberg, R.; Van Boom, J.H.; Kuyl-Yeheskiely, E.; Efimov, V.A.; Chakhmakhcheva, O.G. Tetrahedron Lett., 1996, 37, 7857-7860 and references cited therein.
14. 12 Will, D.W.; Breipohl, G.; Langner, G.; Knolle, J.; Uhlmann, E. Tetrahedron, 1995, 51, 12069-12082.
15. 13 Dangles, O.; Guibe, F.; Balavoine, G.; Lavielle, S.; Marquet, A. J. Org. Chem., 1987, 52, 4984-4993.
16. 14 See also Bergmann, F.; Bannwarth, W.; Tam, S.Tetrahedron Lett., 1995, 36, 6823-6826.
17. 15 Abbreviations: Capital and small letters stand for DNA and PNA, respectively, a 3′-phosphate linkage is presented by the symbol t* (see ref. 6).
18. 4, 0.1 mM EDTA buffer (pH = 7.0), at a concentration of 3 μM of each strand, by heating from 25°C to 85°C at 0.5 °C/min and measuring the UV absorbance at 260 nm
19. 17 Cazenave, C.; Frank, P.; Büsen, W. Biochimie, 1993, 75, 113-122.
20. 18 It was found that the Luciferase gene was almost completely blocked at a PNA-(5′)-DNA (i.e. 1a, d concentration of 200 nM (data not shown).