Synthesis of a peptide nucleic acid with a novel 1-methyl-6-mercaptopurine base

Journal of Heterocyclic Chemistry

Volumn 45, Issue 2, 2008, Pages 445-451

  Aboul Fadl, Tarek ^a,b   Rajeev, Gopalan ^a   Broom, Arthur D ^a  

^a UNIVERSITY OF UTAH   (United States)

^b KING SAUD UNIVERSITY   (Saudi Arabia)

Author keywords

[No Author keywords available]

Indexed keywords

(1 METHYL 6 MERCAPTOPURIN 9 YL)ACETIC ACID; 1 METHYL 6 MERCAPTOPURINE; 6 MERCAPTO 1 METHYLPURINE; 6 MERCAPTOPURINE DERIVATIVE; ACETIC ACID DERIVATIVE; CARBON TETRACHLORIDE; CATION EXCHANGE RESIN; ETHYLBROMOACETIC ACID; LYSINE; PEPTIDE NUCLEIC ACID; PURINE DERIVATIVE; PYRIDINE; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; DRUG SYNTHESIS; HYDROLYSIS; OLIGOMERIZATION;

EID: 40949139327     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570450223     Document Type: Article

References (26)

1. Falkiewicz, B.; Kolodziejczyk, A.S.; Liberek, B.; Wiśniewski, K. Tetrahedron 2001, 57, 7909 and the references sited therein.
2. Leijon, M.; Mousavi-Jazi, M.; Kubista, M. Molecular Aspects of Medicine 2006, 27,160.
3. Brasuń, J.; Oldziej, S.; Taddei, M.; Kozlowski, H. J. Inorg. Biochem. 2001, 85, 79.
4. Mateo-Mart', E. ; Briones, C.; Pradier, C.M.; Mart́in-Gago, J.A. Biosens. Bioelectron. 2007, 22, 1926.
5. Berg, R.H.; Hvilsted, S.; Ramanujam, P.S, Nature 1996, 383, 505.
6. Falkiewicz, B.; Kowalska, K.; Kolodziejczyk, A.S.; Wiśniewski, K; Łankiewicz, L. Nucleosides & Nucleotides 1999, 18, 353.
7. Falkiewicz, B. Acta Biochem. Pol. 1999, 46, 509.
8. Ardhammar, M.; Norden, B.; Nielsen, P.E.; Malmstrom, B. G.; Wittung-Stafshede, P. J. Biomol. Struct. Dyn. 1999, 17, 33.
9. Haaima, G.; Lohse, A.; Buchardt, O.; Nielsen, P.E. Angew. Chem., Int. Ed. 1996, 35, 1939.
10. Lutz, M.J.; Will, D.W.; Breiphol, G.; Benner, S.A.; Uhlmann, E. Nucleosides & Nucleotides 1999, 18, 393.
11. Verheijen, J.C.; van Roon, A-M. M.; van der Laan, A.C.; van der Marel, G.A.; van Boom, J.H. Nucleosides & Nucleotides 1999, 18, 493.
12. Kosynkina, L.; Wang, W.; Liang, T.C. Tetrahedron Letters 1994, 35, 5173.
13. Nielsen, P.E.; Egholm, M. in Peptide Nucleic Acids protocols and applications, Horizon Scientific Press, England, 1999 p.3.
14. Lagriffoule, P.; Buchardt, O.; Wittung, P.; Norden, B.; Jensen, K.K.; Nielsen, P.E. Chem. Eur. J. 1997, 3, 912.
15. Jordan, S.; Schwemler, C.; Kosch, W.; Kretschmer, A.; Stropp, U.; Scchwenner, E.; Mielke, B. Bioorg. Med. Chem. Lett. 1997, 7, 687.
16. Hyrup, B.; Egholm, M.; Buchardt, O.; Nielsen, P.E. Bioorg. Med. Chem. Lett. 1996, 6, 10830.
17. Püschl, A.; Sforza, S.; Haaima, G.; Dahl, O.; Nielsen, P.E. Tetrahedron Letters 1998, 39, 4707.
18. Efimov, V.A.; Choob, M.V.; Buryakova, A.A.; Kalinkina, A.L.; Chakhmakhcheva, O.G. Nucleic Acids Res. 1998, 26, 566.
19. Hyrup, B.; Egholm, M.; Nielsen, P.E.; Wittung, P.; Nordjn, B.; Buchardt, O. J. Amer. Chem. Soc. 1994, 116, 7964.
20. Krotz, A. H.; Larsen, S.; Buchardt, O.; Eriksson, M.; Nielsen, P. E. Bioorg. Med. Chem. 1998, 6, 1983.
21. Broom, A.D.; Agrawal, V.K.; Tutonda, M.G.; Fain, H.D.; Buckheit, Jr. R.W. J. Med. Chem. 1995, 38, 3263.
22. Aboul-Fadl, T.; Agrawal, V. K.; Buckheit Jr., R. W.; Broom, A. D. Nucleosides, Nucleotides & Nucleic Acids 2004, 23, 545.
23. Miura, K.; Ueda, T. Chem. Pharm. Bull. 1975, 23, 2064.
24. Ratsep, P.C.; Mishra, N.C.; Broom, A.D. Nucleosides & Nucleotides 1991, 10, 1641.
25. Friedrich-Bochnitschek, S.; Walmann, H.; Kunz, H. J. Org. Chem. 1989, 54, 751.
26. Mattes, A.; Seitz, O. Angew. Chem. Int. Ed. 2001, 40, 3178.