Mimics of L-rhamnose: Analogues of rhamnopyranose containing a constituent α-amino acid at the anomeric position. A rhamnopyranose analogue of hydantocidin

Tetrahedron Asymmetry

Volumn 7, Issue 2, 1996, Pages 391-394

  Estevez, Juan C ^a   Smith, Martin D ^a   Wormald, Mark R ^b   Besra, Gurdyal S ^c   Brennan, Patrick J ^c   Nash, Robert J ^d   Fleet, George W J ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b UNIVERSITY OF OXFORD   (United Kingdom)

^c Immunology and Pathology   (United States)

^d ABERYSTWYTH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE DERIVATIVE; GLYCOPEPTIDE; RHAMNOSE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030063449     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00014-6     Document Type: Article

References (12)

1. P. J. Brennan and H. Nikaido, Ann. Rev. Biochem., 1995, 64, 29.
2. J. C. Estevez, M. D. Smith, A. L. Lane, S. Crook, D. J. Watkin, G. S. Besra, P. J. Brennan, R. J. Nash and G. W. J. Fleet, preceding paper.
3. C. J. F. Bichard, E. P. Mitchell, M. R. Wormald, K. A. Watson, L. N. Johnson, S. E. Zographos, D. D. Koutra, N. G. Oikonomakos and G. W. J. Fleet, Tetrahedron Lett., 1995, 36, 2145.
4. T. M. Krulle, K. A. Watson, M. Gregoriuo, L. N. Johnson, S. Crook, D. J. Watkin, R. C. Griffiths, R. J. Nash, K. E. Tsitsanou, S. E. Zographos, N. Oikonomakos and G. W. J. Fleet, Tetrahedron Lett., 1995, 36, 8291.
5. J. R. Wheatley, A. R. Beacham, P. M. de Q. Lilley, D. J. Watkin and G. W. J. Fleet, Tetrahedron Asymm., 1994, 5, 2523.
6. J. R. Wheatley, M. Sollogoub, R. J. Nash, G. S. Besra, P. J. Brennan and G. W. J. Fleet, in preparation.
7. 2), 169.4 (s, C=O).
8. A. J. Fairbanks and G. W. J. Fleet, Tetrahedron, 1995, 51, 3881.
9. J. C. Estevez, D. D. Long, M. R. Wormald, R. A. Dwek and G. W. J. Fleet, Tetrahedron Lett., 1995, 36, 8287.
10. 3OD): 18.6 (q, C-2′), 71.7, 72.4, 73.0, 73.1 (4 d, C-2, C-3, C-4, C-5), 127.7, 129.4, 130.0 (3 d, 5 Ar-H), 87.8, 132.7 (2 s, C-6, NPh), 156.5, 171.2 (2 s, 2 C=O).
11. 3OD): 18.3 (q, C-2′), 45.8 (t, C-9), 70.9, 73.2, 73.4, 73.5 (4 d, C-2, C-3, C-4, C-5), 84.1 (s, C-6), 167.5, 171.4 (2 s, 2 C=O).
12. This work has been supported by the Spanish Education Secretary (MEC-FPU) and the Xunta de Galicia.