N-sulfonyl hydroxamate derivatives as inhibitors of class II fructose-1,6-diphosphate aldolase

Bioorganic and Medicinal Chemistry Letters

Volumn 15, Issue 24, 2005, Pages 5375-5377

  Gavalda, Sabine ^a   Braga, Rémi ^a   Dax, Chantal ^a   Vigroux, Alain ^a   Blonski, Casimir ^a  

^a UPS)   (France)

Author keywords

Fructose bisphosphate aldolase; Inhibitors; N Sulfonyl hydroxamate derivatives; Phosphonate

Indexed keywords

FRUCTOSE BISPHOSPHATE ALDOLASE; HYDROXAMIC ACID DERIVATIVE; PHOSPHONIC ACID DERIVATIVE;

ALDOL REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CRYSTAL STRUCTURE; DRUG SYNTHESIS;

ANIMALS; ENZYME INHIBITORS; FRUCTOSE-BISPHOSPHATE ALDOLASE; HYDROXAMIC ACIDS; KINETICS; MAMMALS; PHOSPHONIC ACIDS;

EID: 27644508799     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2005.09.006     Document Type: Article

References (19)

1. B.L. Horecker, O. Tsolas, and C.Y. Lai Aldolases 3rd ed. P.D. Boyer The Enzymes Vol. 7 1972 Academic Press New York 213 258
2. T. Gefflaut, C. Blonski, J. Perie, and M. Willson Prog. Biophys. Mol. Biol. 63 1995 301
3. W.J. Rutter Fed. Proc. Fed. Am. Soc. Exp. Biol. 23 1964 1248
4. T. Izard, and J. Sygusch J. Biol. Chem. 279 2004 11825
5. N. Blom, and J. Sygusch Nat. Struct. Biol. 3 1996 856
6. W.D. Fessner, A. Schneider, H. Held, G. Sinerius, C. Walter, M. Hixon, and J.V. Schloss Angew. Chem., Int. Ed. Engl. 35 1996 2219
7. M. Fonvielle, P. Weber, K. Dabkowska, and M. Therisod Bioorg. Med. Chem. Lett. 14 2004 2923
8. D.J. Lewis, and G. Lowe J. Chem. Soc., Chem. Commun. 1973 713
9. K.D. Collins J. Biol. Chem. 249 1974 136
10. P. Blans, and A. Vigroux Chem. Eur. J. 5 1999 1526
11. R. Engel Chem. Rev. 77 1977 349
12. S. Racha, Z. Li, H. El-Subbagh, and E. Abushanab Tetrahedron Lett. 33 1992 5491
13. P. Page, C. Blonski, and J. Perie Tetrahedron Lett. 36 1995 8027
14. P. Page, C. Blonski, and J. Perie Bioorg. Med. Chem. 7 1999 1403
15. All compounds gave satisfactory NMR (300 MHz), ESMS (negative mode), and CHN data.
16. Recombinant enzymes from rabbit muscle and from E. coli were furnished by Professor J. Sygusch, University of Montreal, Canada. Enzymatic assays were performed as described in C. Blonski, D. De Moissac, J. Perie, and J. Sygusch Biochem. J. 323 1997 71
17. P. Fortnagel, and E. Freese J. Biol. Chem. 243 1968 5289
18. S. Claustre, C. Denier, F. Lakhdar-Ghazal, A. Lougare, C. Lopez, N. Chevalier, P.A.M. Michels, J. Perie, and M. Willson Biochemistry 41 2002 10183
19. H.-L. Arth, and W.-D. Fessner Carbohydrate Res. 305 1998 313