Adenosine kinase of T. b. rhodesiense identified as the putative target of 4-[5-(4-phenoxyphenyl)-2 H-pyrazol-3-yl]morpholine using chemical proteomics

PLoS Neglected Tropical Diseases

Volumn 3, Issue 8, 2009, Pages

  Kuettel, Sabine ^a   Mosimann, Marc ^b   Mäser, Pascal ^b   Kaiser, Marcel ^c   Brun, Reto ^c   Scapozza, Leonardo ^a   Perozzo, Remo ^a  

^a UNIVERSITY OF GENEVA   (Switzerland)

^b UNIVERSITY OF BERN   (Switzerland)

^c SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

3 (4 PHENOXYPHENYL) 1H PYRAZOLE; 4 [4 (5 MORPHOLINE 4 YL 1H PYRAZOL 3 YL)PHENOXY]PHENYLAMINE; 4 [5 (4 PHENOXYPHENYL) 2H PYRAZOL 3 YL]MORPHOLINE; 4 [5 MORPHOLINE 4 YL 3 (4 PHENOXYPHENYL)PYRAZOL 1 YL]PHENYLAMINE; ADENOSINE KINASE; ANTIPARASITIC AGENT; PURINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANTIMICROBIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DOWN REGULATION; DRUG IDENTIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; ENZYME ACTIVATION; ENZYME INHIBITION; ENZYME REGULATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE; MOUSE; NONHUMAN; PARASITE SURVIVAL; PROTEIN TARGETING; PROTEOMICS; RNA INTERFERENCE; TARGET CELL; TRYPANOSOMA RHODESIENSE;

EID: 70449511223     PISSN: None     EISSN: None     Source Type: Journal    
DOI: 10.1371/journal.pntd.0000506     Document Type: Article

References (25)

1. Stich A, Abel PM, Krishna S (2002) Human African trypanosomiasis. BMJ 325: 203-206.
2. Barrett MP, Burchmore RJ, Stich A, Lazzari JO, Frasch AC, et al. (2003) The trypanosomiases. Lancet 362: 1469-1480.
3. WHO (2006) World Health Organization: African trypanosomiasis facts sheet. Available at http://www.who.int/mediacentre/factsheets/fs259/en/index. html.
4. Barrett MP, Boykin DW, Brun R, Tidwell RR (2007) Human African trypanosomiasis: pharmacological re-engagement with a neglected disease. Br J Pharmacol 152: 1155-1171. (Pubitemid 350242432)
5. Brun R, Balmer O (2006) New developments in human African trypanosomiasis. Curr Opin Infect Dis 19: 415-420. (Pubitemid 44338099)
6. Immtechpharma (2008) Clinical trials report. Available at http://www. immtechpharma.com/documents/news-022208.pdf.
7. Kuettel S, Zambon A, Kaiser M, Brun R, Scapozza L, et al. (2007) Synthesis and evaluation of antiparasitic activities of new 4-[5-(4- phenoxyphenyl)-2Hpyrazol-3-yl]morpholine derivatives. J Med Chem 50: 5833-5839. (Pubitemid 350106036)
8. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72: 248-254.
9. Ren H, Wang L, Bennett M, Liang Y, Zheng X, et al. (2005) The crystal structure of human adenylate kinase 6: an adenylate kinase localized to the cell nucleus. Proc Natl Acad Sci USA 102: 303-308. (Pubitemid 40116762)
10. Copeland RA (2000) Enzymes: A Practical Introduction to Structure, Mechanism, and Data Analysis. In: Sons JW, ed. New York, USA: Wiley-VCH.
11. Luscher A, Onal P, Schweingruber AM, Maser P (2007) Adenosine kinase of Trypanosoma brucei and its role in susceptibility to adenosine antimetabolites. Antimicrob Agents Chemother 51: 3895-3901. (Pubitemid 350057786)
12. Raz B, Iten M, Grether-Buhler Y, Kaminsky R, Brun R (1997) The Alamar Blue assay to determine drug sensitivity of African trypanosomes (T.b. rhodesiense and T.b. gambiense) in vitro. Acta Trop 68: 139-147. (Pubitemid 27438330)
13. Kotsuki H, Hayashida K, Shimanouchi T, Nishizawa H (1996) High-pressure organic chemistry. 19. High-pressure-promoted, silica gel-catalyzed reaction of epoxides with nitrogen heterocycles. J Org Chem 61: 984-990. (Pubitemid 126585694)
14. Mayhood TW, Windsor WT (2005) Ligand binding affinity determined by temperature-dependent circular dichroism: cyclin-dependent kinase 2 inhibitors. Anal Biochem 345: 187-197.
15. Long MC, Escuyer V, Parker WB (2003) Identification and characterization of a unique adenosine kinase from Mycobacterium tuberculosis. J Bacteriol 185: 6548-6555. (Pubitemid 37385873)
16. Palella TD, Andres CM, Fox IH (1980) Human placental adenosine kinase. Kinetic mechanism and inhibition. J Biol Chem 255: 5264-5269.
17. Kidder GW (1982) Adenosine kinase from Trypanosoma cruzi. Biochem Biophys Res Commun 107: 381-388.
18. Fisher MN, Newsholme EA (1984) Properties of rat heart adenosine kinase. Biochem J 221: 521-528.
19. Vodnala M, Fijolek A, Rofougaran R, Mosimann M, Maser P, et al. (2008) Adenosine kinase mediates high affinity adenosine salvage in Trypanosoma brucei. J Biol Chem 283: 5380-5388.
20. Opperdoes FR (1987) Compartmentation of carbohydrate metabolism in trypanosomes. Annu Rev Microbiol 41: 127-151.
21. Michels PA, Poliszczak A, Osinga KA, Misset O, Van Beeumen J, et al. (1986) Two tandemly linked identical genes code for the glycosomal glyceraldehydephosphate dehydrogenase in Trypanosoma brucei. EMBO J 5: 1049-1056.
22. Misset O, Van Beeumen J, Lambeir AM, Van der Meer R, Opperdoes FR (1987) Glyceraldehyde-phosphate dehydrogenase from Trypanosoma brucei. Comparison of the glycosomal and cytosolic isoenzymes. Eur J Biochem 162: 501-507. (Pubitemid 17023101)
23. Levine RA, Taylor MW (1982) Mechanism of adenine toxicity in Escherichia coli. J Bacteriol 149: 923-930.
24. Bakker BM, Mensonides FI, Teusink B, van Hoek P, Michels PA, et al. (2000) Compartmentation protects trypanosomes from the dangerous design of glycolysis. Proc Natl Acad Sci USA 97: 2087-2092. (Pubitemid 30134026)
25. Furuya T, Kessler P, Jardim A, Schnaufer A, Crudder C, et al. (2002) Glucose is toxic to glycosome-deficient trypanosomes. Proc Natl Acad Sci USA 99: 14177-14182.