Computer-based substrate specifity prediction for cytochrome P450
Veselovsky A.V.1 , Sobolev B.N.1 , Zharkova M.S.1 , Archakov A.I.1 1. Institute of Biomedical Chemistry RAMS Section: Experimental/Clinical Study DOI: 10.18097/PBMC20105601090 PubMed Id: 21328914
Year: 2010 Volume: 56 Issue : 1 Pages: 90-100 Cytochrome P450 is important class of enzymes metabolizing numerous drugs. The composition and activity of these enzymes are determined the drug distribution in organism, its pharmacological and toxic effect. Thus the prediction of the behaviour of compounds in organism is essential for discovery and development of new drugs in the early stages of this process. The different isoforms of cytochrome P450 can oxidized wide range of chemical compounds and their substrate specifity do not correlate with their taxonomical classification. The main methods of cytochrome P450 substrate specifity prediction is reviewed. These methods divided based on primary informations that used: prediction based on amino acid sequences, ligand-based (pharmacophore and QSAR models) and structure-based (molecular docking, affinity prediction) methods. The common problem of cytochrome P450 substrate prediction and advantage and disadvantages of these methods are discussed.Download PDF: Keywords: cytochrome P450, computer methods, substrate, selectivity, prediction
Citation:
APA
MLA
BMC standart
GOST
Veselovsky A.V., Sobolev B.N., Zharkova M.S., Archakov A.I. (2010) Computer-based substrate specifity prediction for cytochrome P450. Biomeditsinskaya Khimiya, 56 (1), 90-100.
Veselovsky A.V. et al. Computer-based substrate specifity prediction for cytochrome P450 // Biomeditsinskaya Khimiya. - 2010. - V. 56. -N 1. - P. 90-100.
Veselovsky A.V. et al., "Computer-based substrate specifity prediction for cytochrome P450." Biomeditsinskaya Khimiya 56.1 (2010): 90-100.
Veselovsky, A. V., Sobolev, B. N., Zharkova, M. S., Archakov, A. I. (2010). Computer-based substrate specifity prediction for cytochrome P450. Biomeditsinskaya Khimiya , 56(1), 90-100.
This paper is also available as the English translation: 10.1134/S1990750810010105
References Show
Ruiz-Garcia A., Bermejo M., Moss A., Casabo V.G. (2008) J. Pharm. Sci., 97, 654-690. CrossRef Scholar google search van de Waterbeemd H., Gifford E. (2003) Nat. Rev. Drug Discov., 2, 192-204. CrossRef Scholar google search Zhengyin Y., Caldwell G.W. (2001) Curr. Top. Med. Chem., 1, 403-425. CrossRef Scholar google search Iyanagi T. (2007) Int. Rev. Cytol., 260, 35-112. CrossRef Scholar google search Guengerich F.P. (2003) Mol. Interv., 3, 194-204. CrossRef Scholar google search Guengerich F.P. (2001) Chem. Res. Toxicol., 14, 611-650. CrossRef Scholar google search Cruciani G., Carosati E., De Boeck B., Ethirajulu K., Mackie C., Howe T., Vianello R. (2005) J. Med. Chem., 48, 6970-6979. CrossRef Scholar google search Lewis D.V.F. (2001) J. Chem. Technol. Biotechnol., 76, 237-244. CrossRef Scholar google search Cohen L.H., Remley M.J., Raunig D., Vaz A.D. (2003) Drug Metab. Dispos., 31, 1005-1015. CrossRef Scholar google search Lisitsa A., Archakov A., Lewi P., Janssen P. (2003) Methods Find. Exp. Clin. Pharmacol., 25, 733-745. CrossRef Scholar google search Nelson D.R., Koymans L., Kamataki T., Stegeman J.J., Feyereisen R., Waxman D.J., Waterman M.R., Gotoh O., Coon M.J., Estabrook R.W., Gunsalus I.C., Nebert D.W. (1996) Pharmacogenetics, 6, 1-42. CrossRef Scholar google search Wada Y., Mitsuda M., Ishihara Y., Watanabe M., Iwasaki M., Asahi S. (2008) J. Biochem., 144, 323-333. CrossRef Scholar google search DeVore N.M., Smith B.D., Wang J.L., Lushington G.H., Scott E.E. (2009) Drug Metab. Dispos., 37, 1319-1327. CrossRef Scholar google search Borodina Yu., Lisitsa A., Poroikov V., Filimonov D., Sobolev B., Archakov A. (2003) Nova Acta Leopoldina, 87, 47-55. Scholar google search Petrey D., Honig B. (2009) Curr. Opin. Struct. Biol., 19, 363-368. CrossRef Scholar google search Gotoh O. (1992) J. Biol. Chem., 267, 83-90. Scholar google search Lee T.S. (2008) Evol. Bioinform. Online, 4, 7-16. Scholar google search Oezguen N., Kumar S., Hindupur A., Braun W., Muralidhara B.K., Halpert J.R. (2008) J. Biol. Chem., 283, 21808-21816. CrossRef Scholar google search Alexandrov K., Sobolev B., Filimonov D., Poroikov V. (2008) J. Bioinform. Comput. Biol., 6, 709-725. CrossRef Scholar google search Kirton S.B., Baxter C.A., Sutcliffe M.J. (2002) Adv. Drug Deliv. Rev., 54, 385-406. CrossRef Scholar google search Domanski T.L., Halpert J.R. (2001) Curr. Drug Metab., 2, 117-137. CrossRef Scholar google search Jung J., Kim N.D., Kim S.Y., Choi I., Cho K.H., Oh W.S., Kim D.N., No K.T. (2008) J. Chem. Inf. Model., 48, 1074-1080. CrossRef Scholar google search Singh S.B., Shen L.Q., Walker M.J., Sheridan R.P. (2003) J. Med. Chem., 46, 1330-1336. CrossRef Scholar google search de Groot M.J., Alex A.A., Jones B.C. (2002) J. Med. Chem., 45, 1983-1993. CrossRef Scholar google search Islam S.A., Wolf C.R., Lennard M.S., Sternberg M.J. (1991) Carcinogenesis, 12, 2211-2219. CrossRef Scholar google search Oh W.S., Kim D.N., Jung J., Cho K.H., No K.T. (2008) J. Chem. Inf. Model., 48, 591-601 . CrossRef Scholar google search Jones J.P., He M.X., Trager W.F., Rettie A.E. (1996) Drug Metab. Dispos., 24, 1-6. Scholar google search Mancy A., Dijols S., Poli S., Guengerich P., Mansuy D. (1996) Biochemistry, 35, 16205-16212. CrossRef Scholar google search Locuson C.W., Rock D.A., Jones J.P. (2004) Biochemistry, 43, 6948-6958. CrossRef Scholar google search Veselovsky A.V., Medvedev A.E., Tikhonova O.V., Skvortsov V.S., Ivanov A.S. (2000) Biochemistry (Moscow), 65(8), 1072-1079. Scholar google search Lewis D.F.V., Modi S., Dickins M. (2002) Drug Metab. Rev., 34, 69-82. CrossRef Scholar google search Rao S., Aoyama R., Schrag M., Trager W.F., Rettie A., Jones J.P. (2000) J. Med. Chem., 43, 2789-2796. CrossRef Scholar google search Haji-Momenian S., Rieger J.M., Macdonald T.L., Brown M.L. (2003) Bioorg. Med. Chem., 11, 5545-5554. CrossRef Scholar google search Belkina N.V., Skvortsov V.S., Ivanov A.S., Archakov A.I. (1998) Voprosy Meditsinskoi Khimii, 44(5), 464-473. Scholar google search Gleeson M.P., Davis A.M., Chohan K.K., Paine S.W., Boyer S., Gavaghan C.L., Arnby C.H., Kankkonen C., Albertson N. (2007) J. Comp.-Aided Mol. Des., 21, 559-573. CrossRef Scholar google search Yap C.W., Chen Y.Z. (2005) J. Chem. Inf. Model., 45, 982-992. CrossRef Scholar google search Fukunishi Y., Hojo S., Nakamura H. (2006) J. Chem. Inf. Model., 46, 2610-2622. CrossRef Scholar google search Terfloth L., Bienfait B., Gasteiger J. (2007) J. Chem. Inf. Model., 47, 1688-1701. CrossRef Scholar google search Dmitriev A.V. (2009) Prognoz vzaimodejstviya ksenobiotikov s tsitokhromami R450 cheloveka. Avtoref. diss. kand. nauk, IBMKH RAMN, Moskva. Scholar google search Mekenyan O.G., Dimitrov S.D., Pavlov T.S., Veith G.D. (2004) Curr. Pharm. Des., 10, 1273-1293. CrossRef Scholar google search Greene N., Judson P.N., Langowski J.J., Marchant C.A. (1999) SAR QSAR Environ. Res., 10, 299-313. CrossRef Scholar google search Klopman G., Dimayuga M., Talafous J. (1994) J. Chem. Inform. Comp. Sci., 34, 1320-1325. CrossRef Scholar google search de Graaf C., Vermeulen N.P.E., Feenstra A.K. (2005) J. Med. Chem., 48, 2725-2755. CrossRef Scholar google search Ahlstrom M.M., Ridderstrom M., Zamora I. (2007) J. Med. Chem., 50, 5382-5391. CrossRef Scholar google search Bazeley P.S., Prithivi S., Struble C.A., Povinelli R.J., Sem D.S. (2006) J. Chem. Inf. Model., 46, 2698-2708. CrossRef Scholar google search Keseru G.M. (2001) J. Comp.-Aided Mol. Des., 15, 649-657. CrossRef Scholar google search de Graaf C., Oostenbrink C., Keizers P.H.J., van der Wijst T., Jongejan A., Vermeulen N.P.E. (2006) J. Med. Chem., 49, 2417-2430. CrossRef Scholar google search Keizers P.H., de Graaf C., de Kanter F.J., Oostenbrink C., Feenstra K.A., Commandeur J.N., Vermeulen N.P. (2005) J. Med. Chem., 48, 6117-6127. CrossRef Scholar google search Helms V.; Wade R.C. (1998) J. Am. Chem. Soc., 120, 2710-2713. CrossRef Scholar google search Harris D.L., Park J.Y., Gruenke,L., Waskell L. (2004) Proteins, 55, 895-914. CrossRef Scholar google search Tanaka T., Kamiguchi N., Okuda T., Yamamoto Y. (2004) Chem. Pharm. Bull. (Tokyo), 52, 836-841. CrossRef Scholar google search