Cytochrome P450 networks in chemical space

Archives of Pharmacal Research

Volumn 33, Issue 9, 2010, Pages 1361-1374

  Lee, Soyoung ^a   Kim, Dongsup ^a  

^a Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

Author keywords

Cytochrome P450; Hierarchy; Inducer; Inhibitor; Network; Substrate

Indexed keywords

ARACHIDONIC ACID; CYTOCHROME P450; CYTOCHROME P450 1A1; CYTOCHROME P450 1A2; CYTOCHROME P450 2C19; CYTOCHROME P450 2C9; CYTOCHROME P450 2D6; CYTOCHROME P450 2E1; CYTOCHROME P450 3A4; DAPTOMYCIN; DEXAMETHASONE; ENZYME INHIBITOR; ESTRADIOL; KETOCONAZOLE; LANSOPRAZOLE; LIDOCAINE; METHANOL; MICONAZOLE; NELFINAVIR; NICOTINE; ORPHENADRINE; PHENYTOIN; PROGESTERONE; RETINAL; STEROID 21 MONOOXYGENASE; STEROL 14ALPHA DEMETHYLASE; STYRENE; TAMOXIFEN; THIAMAZOLE; UNINDEXED DRUG;

ARTICLE; CLUSTER ANALYSIS; DRUG ACTIVITY; DRUG METABOLISM; ENZYME SUBSTRATE; HEAT; HUMAN; INFORMATION; MULTIGENE FAMILY; PHYLOGENETIC TREE;

CYTOCHROME P-450 ENZYME SYSTEM; DATABASES, FACTUAL; ENZYME INDUCTION; ENZYME INHIBITORS; HUMANS; ISOENZYMES; METABOLIC NETWORKS AND PATHWAYS; SUBSTRATE SPECIFICITY;

EID: 78449261901     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-010-0910-1     Document Type: Article

References (23)

1. P. Anzenbacher E. Anzenbacherova 2001 Cytochromes P450 and metabolism of xenobiotics Cell. Mol. Life Sci. 58 737 747 1:CAS:528:DC%2BD3MXlt1ait7g%3D 10.1007/PL00000897 11437235
2. M. J. Coon A. D. Vaz D. F. Mcginnity H. M. Peng 1998 Multiple activated oxygen species in P450 catalysis: contributions To specificity in drug metabolism Drug Metab. Dispos. 26 1190 1193 1:CAS:528:DyaK1MXhvFCqtA%3D%3D 9860926
3. Cytochrome P450 knowledgebase database, http://cpd.ibmh.msk.su. (2006)
4. K. N. Degtyarenko A. I. Archakov 1993 Molecular evolution of P450 superfamily and P450-containing monooxygenase systems FEBS Lett. 332 1 8 1:CAS:528:DyaK3sXms1Gjtrg%3D 10.1016/0014-5793(93)80470-F 8405421
5. F. J. Gonzalez 1990 Molecular genetics of the P-450 superfamily Pharmacol. Ther. 45 1 38 1:CAS:528:DyaK3cXkvFCquw%3D%3D 10.1016/0163-7258(90) 90006-N 2405431
6. F. J. Gonzalez H. V. Gelboin 1992 Human cytochromes P450: evolution and cDNA-directed expression Environ. Health Perspect. 98 81 85 1:CAS:528: DyaK3sXnsVyntg%3D%3D 10.2307/3431251 1486867
7. S. Graham-Lorence J. A. Peterson 1996 P450s: structural similarities and functional differences FASEB J. 10 206 214 1:CAS:528:DyaK28XhsFOrt7c%3D 8641554
8. F. P. Guengerich A. Parikh 1997 Expression of drug-metabolizing enzymes Curr. Opin. Biotechnol. 8 623 628 1:CAS:528:DyaK2sXmvV2jtLk%3D 10.1016/S0958-1669(97)80039-0 9353222
9. F. P. Guengerich N. A. Hosea A. Parikh L. C. Bell-parikh W. W. Johnson E. M. Gillam T. Shimada 1998 Twenty years of biochemistry of human P450s: purification, expression, mechanism, and relevance to drugs Drug Metab. Dispos. 26 1175 1178 1:CAS:528:DyaK1MXhvFCqsQ%3D%3D 9860923
10. J. R. Halpert T. L. Domanski O. Adali C. P. Biagini J. Cosme E. A. Dierks E. F. Johnson J. P. Jones P. Ortiz De Montellano R. M. Philpot O. Sibbesen W. K. Wyatt Z. Zheng 1998 Structure-function of cytochromes P450 and flavin-containing monooxygenases: implications for drug metabolism Drug Metab. Dispos. 26 1223 1231 1:CAS:528:DyaK1MXhvFGjsQ%3D%3D 9860932
11. M. Ingelman-Sundberg 2004 Human drug metabolising cytochrome P450 enzymes: Properties and polymorphisms Naunyn Schmiedebergs Arch. Pharmacol. 369 89 104 1:CAS:528:DC%2BD2cXitF2iug%3D%3D 10.1007/s00210-003-0819-z 14574440
12. D. F. Lewis P. J. Eddershaw M. Dickins M. H. Tarbit P. S. Goldfarb 1998 Structural determinants of cytochrome P450 substrate specificity, binding affinity and catalytic rate Chem. Biol. Interact. 115 175 199 1:CAS:528:DyaK1cXmt1ems7g%3D 10.1016/S0009-2797(98)00068-4 9851289
13. D. R. Nelson H. W. Strobel 1987 Evolution of cytochrome P-450 proteins Mol. Biol. Evol. 4 572 593 1:CAS:528:DyaL1cXovF2lsw%3D%3D 3484338
14. J. Nieminen 1974 On the centrality in a graph Scand. J. Psychol. 15 332 336 1:STN:280:DyaE2M7itFyhuw%3D%3D 10.1111/j.1467-9450.1974.tb00598.x 4453827
15. O. Pelkonen M. Turpeinen J. Hakkola P. Honkakoski J. Hukkanen H. Raunio 2008 Inhibition and induction of human cytochrome P450 enzymes: current status Arch. Toxicol. 82 667 715 1:CAS:528:DC%2BD1cXht1ehtLfL 10.1007/s00204-008-0332-8 18618097
16. R project, http://www.r-project.org/.
17. G. Sabidussi 1966 The centrality of a graph Psychometrika 31 581 603 1:STN:280:DyaF2s3ltVCltQ%3D%3D 10.1007/BF02289527 5232444
18. P. Shannon A. Markiel O. Ozier N. S. Baliga J. T. Wang D. Ramage N. Amin B. Schwikowski T. Ideker 2003 Cytoscape: a software environment for integrated models of biomolecular interaction networks Genome Res. 13 2498 2504 1:CAS:528:DC%2BD3sXovFWrtr4%3D 10.1101/gr.1239303 14597658
19. P. H. Sneath 1957 The application of computers to taxonomy J. Gen. Microbiol. 17 201 226 1:STN:280:DyaG1c%2FhvVektA%3D%3D 13475686
20. M. Spatzenegger W. Jaeger 1995 Clinical importance of hepatic cytochrome P450 in drug metabolism Drug Metab. Rev. 27 397 417 1:CAS:528:DyaK2MXotlynt7k%3D 10.3109/03602539508998329 8521748
21. G. D. Szklarz J. R. Halpert 1998 Molecular basis of P450 inhibition and activation: implications for drug development and drug therapy Drug Metab. Dispos. 26 1179 1184 1:CAS:528:DyaK1MXhvFCqtg%3D%3D 9860924
22. W. Tian J. Skolnick 2003 How well is enzyme function conserved as a function of pairwise sequence identity? J. Mol. Biol. 333 863 882 1:CAS:528:DC%2BD3sXot1GktLs%3D 10.1016/j.jmb.2003.08.057 14568541
23. L. L. Wong 1998 Cytochrome P450 monooxygenases Curr. Opin. Chem. Biol. 2 263 268 1:CAS:528:DyaK1cXjs1OltLs%3D 10.1016/S1367-5931(98)80068-9 9667927