Synthesis of polyamine derivatives for the preparation of affinity chromatography columns for the search of new Trypanosoma cruzi targets

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 11, 1999, Pages 1567-1572

  Davioud Charvet, Elisabeth ^a   Berecibar, Amaya ^a,b   Girault, Sophie ^a   Landry, Valérie ^a   Drobecq, Hervé ^a   Sergheraert, Christian ^a  

^a INSTITUT PASTEUR DE LILLE   (France)

^b Institut de Recherche Jouveinal   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTITRYPANOSOMAL AGENT; OXIDOREDUCTASE; PIPERAZINE DERIVATIVE; POLYAMINE DERIVATIVE; PROTOZOAL PROTEIN;

AFFINITY CHROMATOGRAPHY; AMINATION; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; PROTEIN ISOLATION; REDUCTION; TRYPANOSOMA CRUZI;

ANIMALS; BLOTTING, WESTERN; CHROMATOGRAPHY, AFFINITY; INHIBITORY CONCENTRATION 50; MODELS, CHEMICAL; PIPERAZINES; POLYAMINES; TRYPANOCIDAL AGENTS; TRYPANOSOMA CRUZI;

TRYPANOSOMA; TRYPANOSOMA CRUZI;

EID: 0033532641     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00226-7     Document Type: Article

References (16)

1. Marr, J. J.; Docampo, R. Rev. Infect. Dis. 1986, 8, 884.
2. Morello, A. Comp. Biochem. Physiol. 1988, 90C, 1.
3. Schirmer, R. H.; Müller, J. G.; Krauth-Siegel, R. L. Angew. Chem. Int. Ed. Engl. 1995, 34, 141.
4. Dumas, C.; Ouellette, M.; Tovar, J.; Cunningham, M. L.; Fairlamb, A. H.; Tamar, S.; Olivier, M.; Papadopoulou, B. EMBOJ. 1997, 16, 2590.
5. Tovar, J.; Cunningham, M. L.; Smith, A. C.; Croft, S. L.; Fairlamb, A. H. Proc. Natl. Acad. Sci. USA 1998, 95, 5311.
6. Moutiez, M.; Aumercier, M.; Schöneck, R.; Meziane-Cherif, D.; Lucas, V.; Aumercier, P.; Ouaissi, A.; Sergheraert, C.; Tartar, A. Biochem. J. 1995, 310, 433.
7. Bonnet, B.; Soullez, D.; Girault, S.; Maes, L.; Landry, V.; Davioud-Charvet, E.; Sergheraert, C. submitted to Bioorganic and Medicinal Chemistry.
8. Kokotos, G.; Noula, C. J. Org. Chem. 1996, 61, 6994.
9. 3, 300 MHz) δ 173.01, 156.67, 80.53, 79.60, 63.98, 57.20, 56.30, 56.01, 54.95, 53.87, 53.17, 52.39, 49.41, 49.11, 45.73, 43.50, 40.82, 40.30, 39.74, 36.79, 32.17, 31.12, 30.10, 28.84, 26.28, 25.74, 25.07, 23.60,23.13; m/z 750.
10. 3 pH 8, containing 0.5 M NaCl. The solution was mixed with the 6 mL gel and the mixture was rotated 3.5 h at room temperature. The excess of ligand was recovered and the gel washed with 30 mL of coupling buffer pH 8. Remaining active groups were blocked with 20 mL IM ethanolamine at pH 8 for 1 h. The product was washed with three cycles of alternating pH, starting with 0.1 M acetate buffer pH 4 containing 0.5 M NaCl, then with 0.1 M Tris-HCl buffer pH 8 containing 0.5 M NaCl. The column was kept at 4 °C, in 0.1 M Tris-HCl buffer pH 8 containing 0.5 M NaCl.
11. Acidic hydrolysis conditions: 6 N HC1, 110°C, 24 h.
12. -1, detection at 280 nm. The eluate was concentrated by centrifugation through an Amicon Centriprep 10 concentrator. 15% SDS-PAGE was carried out and protein bands were stained with Coomassie blue.
13. Meziane-Cherif, D.; Aumercier, M.; Kora, I.; Sergheraert, C.; Tartar, A.; Dubremetz, J. F.; Ouaissi M. A. Exp. Parasitol. 1994, 79, 536.
14. Sullivan, F. X.; Walsh, C. T. Mol. Biochem. Parasitol. 1991, 44, 145.
15. Moutiez, M., Quéméneur, E., Sergheraert, C., Lucas, V., Tartar, A., Davioud-Charvet, E. Biochem. J. 1997, 322, 43-48.
16. s6. Schöneck, R., Plumas-Marty, B., Taibi, A., Billaut-Mulot, O. Loyens, M., Gras-Masse, H., Capron, A. and Ouaissi, M.A. Btol. Cell 1994, 80, 1-10.