Amphiphilic 3′-peptidyl-RNA conjugates

Angewandte Chemie - International Edition

Volumn 42, Issue 25, 2003, Pages 2909-2912

  Terenzi, Silvia ^b   Biała, Ewa ^c   Nguyen Trung, Nhat Quang ^b   Strazewski, Peter ^a  

^a Bat Eugene Chevreul (5eme etage)   (France)

^b UNIVERSITY OF BASEL   (Switzerland)

^c INSTITUTE OF BIOORGANIC CHEMISTRY   (Poland)

Author keywords

Amphiphiles; Bioorganic chemistry; Nucleotides; Peptides; Self assembly

Indexed keywords

ATOMIC FORCE MICROSCOPY; HYDROLYSIS; MOLECULAR STRUCTURE; PYROLYSIS; RNA; SUPRAMOLECULAR CHEMISTRY; ULTRAVIOLET SPECTROSCOPY;

AMPHIPHILIC FRAGMENTS;

BIOCHEMISTRY;

PEPTIDE DERIVATIVE; TRANSFER RNA; OLIGONUCLEOTIDE; PEPTIDE NUCLEIC ACID;

ARTICLE; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; CONJUGATION; PROTEIN DENATURATION; REACTION ANALYSIS; SOLID; STRUCTURE ANALYSIS; THERMAL ANALYSIS; ULTRAVIOLET SPECTROPHOTOMETRY; CHEMISTRY; CONFORMATION; DNA DENATURATION; HEAT; LIGHT; RADIATION SCATTERING; X RAY CRYSTALLOGRAPHY;

CIRCULAR DICHROISM; CRYSTALLOGRAPHY, X-RAY; HEAT; LIGHT; NUCLEIC ACID CONFORMATION; NUCLEIC ACID DENATURATION; OLIGONUCLEOTIDES; PEPTIDE NUCLEIC ACIDS; RNA, TRANSFER; SCATTERING, RADIATION;

EID: 0038711288     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200350926     Document Type: Article

References (34)

1. a) N. Ban, P. Nissen, J. Hansen, P. B. Moore, T. A. Steitz, Science 2000, 289, 905;
2. b) P. Nissen, N. Ban, J. Hansen, P. B. Moore, T. A. Steitz, Science 2000, 289, 920.
3. a) R. K. Agrawal, A. B. Heagle, P. Penczek, R. A. Grassucci, J. Frank, Nat. Struct. Biol. 1999, 6, 643;
4. b) H. Stark, M. V. Rodnina, H.-J. Wieden, M. van Heel, W. Wintermeyer, Cell 2000, 100, 301.
5. a) K. Stade, S. Riens, D. Bochkariov, R. Brimacombe, Nucleic Acids Res. 1994, 22, 1394;
6. b) K. M. Choi, R. Brimacombe, Nucleic Acids Res. 1998, 26, 887.
7. R. Beckmann, C. M. T. Spahn, N. Eswar, J. Helmers, P. A. Penczek, A. Sali, J. Frank, G. Blobel, Cell 2001, 107, 361.
8. A. Percot, X. X. Zhu, M. Lafleur, Biopolymers 1999, 50, 647.
9. T. Cavalier-Smith, J. Mol. Evol. 2001, 53, 555.
10. a) O. Botta, P. Strazewski, Nucleosides Nucleotides 1999, 18, 721;
11. b) N. Q. Nguyen-Trung, O. Botta, S. Terenzi, P. Strazewski, J. Org. Chem. 2003, 68, 2038.
12. R. Warras, J.-M. Wieruszeski, C. Boutillon, G. Lippens, J. Am. Chem. Soc. 2000, 122, 1789.
13. a) Y. Hayakawa, S. Wakabayashi, H. Kato, R. Noyori, J. Am. Chem. Soc. 1990,112, 1691;
14. b) N. Thieret, F. Guibé, F. Albericio, Org. Lett. 2000, 2, 1815.
15. a) P. Strazewski, E. Biała, K. Gabriel, W. H. McClain, RNA 1999, 5, 1490;
16. b) E. Biała, P. Strazewski, J. Am. Chem. Soc. 2002, 124, 3540.
17. V. Muñoz, L. Serrano J. Mol. Biol. 1994, 245, 275: http://www.embl-heidelberg.de/Services/serrano/agadir/agadirstart.html.
18. A. Dorenbeck, M. Scheffler, M. Wüstefeld, G. von Kiedrowski, Angew. Chem./Angew. Chem. Int. Ed. 2003, in press.
19. a) T. S. Zatsepin, D. A. Stetsenko, A. A. Arzumanov, E. A. Romanova, M. J. Gait, T. S. Oretskaya, Bioconjugate Chem. 2002, 13, 822;
20. b) D. Forget, D. Boturyn, E. Defrancq, J. Lhomme, P. Dumy, Chem. Eur. J. 2001, 7, 3976;
21. c) D. A. Stetsenko, M. J. Gait, J. Org. Chem. 2000, 65, 4900;
22. d) M. McPherson, M. C. Wright, P. A. Lohse, Synlett 1999, 978;
23. e) D. L. McMinn, M. M. Greenberg, J. Am. Chem. Soc. 1998, 120, 3289;
24. f) S. Soukchareun, J. Haralambidis, G. Tregear, Bioconjugate Chem. 1998, 9, 466;
25. g) J. G. Harrison, S. Balasubramanian, Nucleic Acids Res. 1998, 26, 3136.
26. a) Z. J. Gartner, M. W. Kanan, D. R. Liu, J. Am. Chem. Soc. 2002, 124, 10304;
27. b) M. Antopolsky, E. Azhayeva, U. Tengvall, A. Azhayev, Tetrahedron Lett. 2002, 43, 527;
28. c) D. A. Stetsenko, M. J. Gait, Bioconjugate Chem. 2001, 12, 576;
29. d) M. de Champdoré, L. De Napoli, G. Di Fabio, A. Messere, D. Montesarchio, G. Piccialli, Chem. Commun. 2001, 2598;
30. e) V. Marchán, C. Rodríguez-Tanty, M. Estrada, E. Pedroso, A. Grandas, Eur. J. Org. Chem. 2000, 2495;
31. f) B. García de la Torre, F. Albericio, E. Saison-Behmoaras, A. Bachi, R. Eritja, Bioconjugate Chem. 1999, 10, 1005;
32. g) I. Schwope, C. F. Bleczinski, C. Richert, J. Org. Chem. 1999, 64, 4749;
33. h) F. Bergmann, W. Bannwarth, Tetrahedron Lett. 1995, 36, 1839.
34. P. Wallimann, R. J. Kennedy, J. S. Miller, W. Shalongo, D. S. Kemp, J. Am. Chem. Soc. 2003, 125, 1203.