Microwave heating in the solid-phase synthesis of N-methylated peptides: When is room temperature better?

European Journal of Organic Chemistry

Volumn , Issue 36, 2012, Pages 7106-7111

  Roodbeen, Renée ^a,b   Pedersen, Søren L ^a   Hosseini, Masood ^a,b   Jensen, Knud J ^a,b  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b The Danish Chinese Center for Proteases and Cancer   (Denmark)

Author keywords

Amino acids; Microwave chemistry; Peptides; Solid phase synthesis

Indexed keywords

EID: 84870603878     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201201050     Document Type: Article

References (27)

1. S. Matsunaga, N. Fusetani, Curr. Org. Chem. 2003, 7, 945-966.
2. C. M. Boot, K. Tenney, F. A. Valeriote, P. Crews, J. Nat. Prod. 2006, 69, 83-92.
3. S. Aoki, L. Cao, K. Matsui, R. Rachmat, S. Akiyamac, M. Kobayashia, Tetrahedron 2004, 60, 7053-7059.
4. M. Teixido, F. Albericio, E. Giralt, J. Pept. Res. 2005, 65, 153-166.
5. H. Rodriguez, M. Suarez, F. Albericio, J. Pept. Sci. 2010, 16, 136-140.
6. O. Demmer, A. O. Frank, H. Kessler, in: Peptide and protein design for biopharmaceutical applications (Ed.:, K. J. Jensen), Wiley, Chichester, UK, 2009, pp. 134-176.
7. M. A. Dechantsreiter, E. Planker, B. Matha, E. Lohof, G. Holzemann, A. Jonczyk, S. L. Goodman, H. Kessler, J. Med. Chem. 1999, 42, 3033-3040.
8. J. Chatterjee, B. Laufer, J. G. Beck, Z. Helyes, E. Pinter, J. Szolcsanyi, A. Horvath, J. Mandl, J. C. Reubi, G. Keri, H. Kessler, ACS Med. Chem. Lett. 2011, 2, 509-514.
9. Z. J. Kaminski, B. Kolesinska, J. Kolesinska, G. Sabatino, M. Chelli, P. Rovero, M. Blaszczyk, M. L. Glowka, A. M. Papini, J. Am. Chem. Soc. 2005, 127, 16912-16920.
10. G. Sabatino, B. Mulinacci, M. Alcaro, M. Chelli, P. Rovero, A. Papini, Int. J. Pept. Res. Therap. 2002, 9, 119-123.
11. Y. M. Angell, C. Garcia-Echeverria, D. H. Rich, Tetrahedron Lett. 1994, 35, 5981-5984.
12. E. Biron, J. Chatterjee, H. Kessler, J. Pept. Sci. 2006, 12, 213-219.
13. Y. M. Angell, T. L. Thomas, G. R. Flentke, D. H. Rich, J. Am. Chem. Soc. 1995, 117, 7279-7280.
14. L. Doedens, F. Opperer, M. Cai, J. G. Beck, M. Dedek, E. Palmer, V. J. Hruby, H. Kessler, J. Am. Chem. Soc. 2010, 132, 8115-8128.
15. D. Sykora, L. Zakova, M. Budesinsky, J. Chromatogr. A 2007, 1160, 128-136.
16. P. Li, J. C. Xu, Chem. Lett. 2000, 3, 204-205.
17. A. El-Faham, R. S. Funosas, R. Prohens, F. Albericio, Chem. Eur. J. 2009, 15, 9404-9416.
18. E. Marcucci, J. Tulla-Puche, F. Albericio, Org. Lett. 2012, 14, 612-615.
19. S. L. Pedersen, A. P. Tofteng, L. Malik, K. J. Jensen, Chem. Soc. Rev. 2012, 41, 1826-1844.
20. S. L. Pedersen, A. Mehrotra, K. J. Jensen, in: Proceedings of the 31st European Peptide Symposium (Eds.:, M. Lebl, M. Meldal, K. J. Jensen, T. Hoeg-Jensen), Prompt Scientific Publishing, San Diego, 2010, pp. 174-175.
21. A. P. Tofteng, S. L. Pedersen, D. Staerk, K. J. Jensen, Chem. Eur. J. 2012, 18, 9024-9031.
22. R. Roodbeen, S. L. Pedersen, K. J. Jensen, Pept. Sci. 2011, 96, 444.
23. R. Subiros-Funosas, R. Prohens, R. Barbas, A. El-Faham, F. Albericio, Chem. Eur. J. 2009, 15, 9394-9403.
24. A. Isidro-Llobet, M. Álvarez, F. Albericio, Chem. Rev. 2009, 109, 2455-2504.
25. A. R. Katritzky, G. Meher, T. Narindoshvili, J. Org. Chem. 2008, 73, 7153-7158.
26. M. H. Cezari, L. Juliano, Pept. Res. 1996, 9, 88-91.
27. C. Schumann, L. Seyfarth, G. Greiner, S. Reissmann, J. Pept. Res. 2000, 55, 428-435.