Introduction of a substituent at the 5″-position of N-Boc neomycin B under Mitsunobu reaction conditions

Organic and Biomolecular Chemistry

Volumn 3, Issue 11, 2005, Pages 2064-2066

  Linares, Angelica Hernandez ^a   Fourmy, Dominique ^a   Fourrey, Jean Louis ^a   Loukaci, Ali ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; CARBOHYDRATES; CHARACTERIZATION; MODIFICATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE; PATHOLOGY; PROTEINS; REMOVAL; RNA; SUBSTITUTION REACTIONS;

AMINOGLYCOSIDES; GLYCOSYLATION; MITSUNOBU REACTION CONDITIONS; NEOMYCIN;

ANTIBIOTICS;

FRAMYCETIN;

ARTICLE; CARBOHYDRATE ANALYSIS; CHEMISTRY; MOLECULAR GENETICS;

CARBOHYDRATE SEQUENCE; FRAMYCETIN; MOLECULAR SEQUENCE DATA;

EID: 20844447638     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b505280g     Document Type: Article

References (13)

1. T. Hermann and E. Westhof, Curr. Opin. Biotechnol, 1998, 9, 66.
2. D. Moazed and H. F. Noller, Nature, 1991, 327, 389;
3. J. Woodcock, D. Moazed, M. Cannon, J. Davies and H. F. Noller, EMBO J., 1991, 10, 3099.
4. R. Karimi and M. Ehrenberg, Eur. J. Biochem., 1994, 226, 355.
5. S. Magnet and J. S. Blanchard, Chem. Rev., 2005, 105, 477.
6. D. Fourmy, M. I. Recht, S. C. Blanchard and J. D. Puglisi, Science, 1996, 274, 1367;
7. S. Yoshizawa, D. Fourmy and J. D. Puglisi, EMBO J., 1998, 17, 6437.
8. M. Katja, H. Wang and Y. Tor, Bioorg. Med. Chem., 1999, 7, 1361.
9. J. Zhou and P. B. Shelvin, Synth. Commun., 1997, 27, 3591.
10. D. L. Hughes, Org. React., 1992, 42, 335.
11. A. D. Gupta, R. Singh and V. K. Singh, Synlett, 1996, 69.
12. S. Göksu, H. Seçen and Y. Sütbeaz, Synthesis, 2002, 2373.
13. We ascribe the fact that we have been unable to obtain a correct ESI mass spectrum for compound 7 and its derivatives to the high susceptibility of its 2‴,3‴-aziridine three-membered ring to adventitious hydrolysis, presumably occurring under the mass measurment conditions.