Cytochrome P450: Difference between revisions
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{{STRUCTURE_2f9q| PDB=2f9q | SIZE=300| SCENE=Cytochrome_P450/Cv/1 |right|CAPTION=Cytochrome P450 [[2f9q]] }} | {{STRUCTURE_2f9q| PDB=2f9q | SIZE=300| SCENE=Cytochrome_P450/Cv/1 |right|CAPTION=Cytochrome P450 [[2f9q]] }} | ||
Cytochrome P450 ( | Cytochrome P450 (P450) catalyzes the oxidation of organic substances like lipids. catalyzes the oxidation of organic substances like lipids. The P450 contains a heme cofactor. The protein is numbered by its gene. P450cam, also known as camphor 5-monooxygenase, catalyzes the hydroxylation of camphor. P450nor is a Nitric Oxide Reductase P450. P450epoK converts epothilone D to epothilone B. P450cin monooxygenates 1,8-cineole which is similar to camphor. The images at the left and at the right correspond to one representative P450, ''i.e.'' the crystal structure of human P4502 ([[2f9q]]). | ||
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== 3D Structures of Cytochrome P450 == | == 3D Structures of Cytochrome P450 == | ||
=== human P4501 family === | |||
=== human | |||
[[2hi4]] – | [[2hi4]] – hP4501A2+naphthoflavone - human<br /> | ||
[[3pm0]] - hP4501B1+naphthoflavone<br /> | |||
=== human | === human P4502 family === | ||
[[3gph]], [[3koh]], [[3lc4]] – | [[3gph]], [[3koh]], [[3lc4]] – hP4502E1 fragment +imidazole derivative<br /> | ||
[[3e6i]] – | [[3e6i]] – hP4502E1 fragment+indazole<br /> | ||
[[3ebs]] – | [[3ebs]] – hP4502A6 (mutant)+phenacetin<br /> | ||
[[2fdu]], [[2fdv]], [[2fdw]], [[2fdy]] - | [[2fdu]], [[2fdv]], [[2fdw]], [[2fdy]] - hP4502A6+pyridine derivative<br /> | ||
[[3e4e]] – | [[1z10]] - hP4502A6 catalytic domain+coumarin<br /> | ||
[[3czh]], [[3dl9]], [[3c6g]] – | [[3e4e]] – hP4502E1 fragment+methylpyrazole<br /> | ||
[[2nnh]] – | [[3czh]], [[3dl9]], [[3c6g]] – hP4502R1+vitamin D<br /> | ||
[[2nni]] - | [[2nnh]] – hP4502C8+retinoic acid<br /> | ||
[[2nnj]] - | [[2nni]] - hP4502C8+montelukast<br /> | ||
[[1pq2]] - | [[2nnj]] - hP4502C8+felodipine<br /> | ||
[[1og2]], [[1og5]] – | [[1pq2]] - hP4502C8<br /> | ||
[[1r9o]] – | [[1og2]], [[1og5]] – hP4502C9 (mutant)<br /> | ||
[[2pg5]], [[2pg6]], [[2pg7]] – | [[1r9o]] – hP4502C9 (mutant)+flurbiprofen<br /> | ||
[[2p85]] – | [[2pg5]], [[2pg6]], [[2pg7]] – hP4502A6 (mutant)<br /> | ||
[[3ibd]] – | [[2p85]] – hP4502A13 (mutant)+indole<br /> | ||
[[2f9q]] – | [[3ibd]] – hP4502B6 (mutant)+4-(4-chlorophenyl)imidazole<br /> | ||
[[2z10]] – | [[2f9q]] – hP4502D6<br /> | ||
[[1z11]] - | [[2z10]] – hP4502A6+coumarin<br /> | ||
[[1z11]] - hP4502A6+methoxalen | |||
=== human | === human P4503 family === | ||
[[2v0m]] – | [[2v0m]] – hP4503A4+ketoconazole<br /> | ||
[[2j0d]] - | [[2j0d]] - hP4503A4+erythromycin<br /> | ||
[[1tqn]], [[1w0e]], [[1w0f]], [[1w0g]] – | [[3nxu]] - hP4503A4+ritonavir<br /> | ||
[[1tqn]], [[1w0e]], [[1w0f]], [[1w0g]] – hP4503A4<br /> | |||
=== human | === human P4507 family === | ||
[[3dax]] – | [[3dax]] – hP4507A1 | ||
=== human | === human P45019 family === | ||
[[3eqm]] - | [[3eqm]] - hP45019A1+androstenedione | ||
=== human | === human P45046 family === | ||
[[2q9f]] – | [[2q9f]] – hP45046A1+cholesterol<br /> | ||
[[2q9d]] - | [[2q9d]], [[2q9g]] - hP45046A1<br /> | ||
[[2vn0]] – | [[2vn0]] – hP450105A1+troglitazone<br /> | ||
[[2zby]] - | [[2zby]] - hP450105A1 (mutant) | ||
=== | === P450 from ''Mycobacterium tuberculosis'' === | ||
[[2vku]], [[1h5z]] – | [[2vku]], [[1h5z]] – MtP45051 - ''Mycobacterium tuberculosis''<br /> | ||
[[2ci0]], [[2cib]], [[1u13]] - | [[2ci0]], [[2cib]], [[1u13]] - MtP45051 (mutant)<br /> | ||
[[1x8v]] - | [[1x8v]] - MtP45051 (mutant)+estriol<br /> | ||
[[1ea1]] - | [[1ea1]] - MtP45051 (mutant)+ fluconazole<br /> | ||
[[1e9x]] - | [[1e9x]] - MtP45051 (mutant)+ phenylimidazole<br /> | ||
[[3cxv]], [[3cxx]], [[3cxy]], [[3cxz]], [[3cy0]], [[3cy1]] - | [[3cxv]], [[3cxx]], [[3cxy]], [[3cxz]], [[3cy0]], [[3cy1]] - MtP450121 (mutant)<br /> | ||
[[3g5f]], [[3g5h]], [[2ij5]], [[1n40]] – | [[3g5f]], [[3g5h]], [[2ij5]], [[1n40]] – MtP450121<br /> | ||
[[2ij7]] - | [[2ij7]] - MtP450121+fluconazole<br /> | ||
[[1n4g]] - | [[1n4g]] - MtP450121+iodopyrazole<br /> | ||
[[3ivi]], [[3iw0]] – | [[3ivi]], [[3iw0]] – MtP450125 <br /> | ||
[[3iw1]] - | [[3iw1]] - MtP450125+androstenedione<br /> | ||
[[3iw2]] - | [[3iw2]] - MtP450125+econazole<br /> | ||
[[2uvn]] - | [[2uvn]] - MtP450130+econazole<br /> | ||
[[2wgy]] – | [[2wgy]] – MtP450130 (mutant)<br /> | ||
[[2w09]], [[2w0b]], [[2w0a]] - | [[2w09]], [[2w0b]], [[2w0a]] - MtP450130 (mutant)+pyridine inhibitor<br /> | ||
[[2uuq]] – | [[2uuq]] – MtP450130 | ||
=== | === P450cam === | ||
[[2qbl]], [[2qbm]], [[2qbn]], [[2gqx]], [[2gr6]], [[2frz]], [[2h7s]], [[6cp4]], [[2cp4]], [[3cp4]], [[4cp4]] – | [[2qbl]], [[2qbm]], [[2qbn]], [[2gqx]], [[2gr6]], [[2frz]], [[2h7s]], [[6cp4]], [[2cp4]], [[3cp4]], [[4cp4]], [[1c8j]], [[1geb]], [[2a1o]] – PpP450cam(mutant) – ''Pseudomona putida''<br /> | ||
[[1dz4]], [[1dz8]], [[1dz6]], [[1dz9]], [[5cp4]], [[1phc]], [[2cpp]] - | [[1dz4]], [[1dz8]], [[1dz6]], [[1dz9]], [[5cp4]], [[1phc]], [[2cpp]], [[1yrc]], [[1yrd]], [[3l61]], [[3l62]], [[3l63]] - PpP450cam<br /> | ||
[[2qbo]] - | [[2qbo]] - PpP450cam (mutant)+cyanide<br /> | ||
[[1qmq]] - | [[1qmq]] - PpP450cam (mutant)+Ru substrate<br /> | ||
[[2h7q]] - | [[2h7q]] - PpP450cam+imidazole<br /> | ||
[[1cp4]] - | [[1cp4]] - PpP450cam+benzene<br /> | ||
[[1akd]] - | [[1akd]], [[1iwi]], [[1noo]], [[7cpp]], [[8cpp]], [[2zwt]], [[2zwu]] - PpP450cam+1S-camphor derivative<br /> | ||
[[2fe6]], [[2fer]], [[2feu]] - | [[1iwj]], [[1iwk]], [[2zuh]], [[2zui]], [[2zuj]], [[3fwf]], [[3fwg]], [[3fwi]], [[3fwj]] - PpP450cam (mutant)+1Scamphor<br /> | ||
[[1uyu]] - | [[2fe6]], [[2fer]], [[2feu]] - PpP450cam+Mn protoporphyrin IX<br /> | ||
[[1o76]] - | [[1uyu]] - PpP450cam+ Xe<br /> | ||
[[4cpp]] - | [[1o76]] - PpP450cam+cyanide<br /> | ||
[[5cpp]] - | [[4cpp]] - PpP450cam+adamantine<br /> | ||
[[6cpp]] - | [[5cpp]] - PpP450cam+adamantanone<br /> | ||
[[ | [[6cpp]] - PpP450cam+camphene<br /> | ||
[[ | [[1p2y]], [[1p7r]] - PpP450cam+nicotine<br /> | ||
[[3cpp]] - | [[1re9]], [[1rf9]] - PpP450cam +fluorescent probe<br /> | ||
[[1pha]], [[1phb]], [[1phd]], [[1phe]], [[1phf]], [[1phg]] - | [[2z97]], [[2zaw]], [[2zax]] - PpP450cam+methyl depropionated hemin<br /> | ||
[[1gek]], [[1gem]] - | [[3cpp]] - PpP450cam+CO<br /> | ||
[[1lwl]] - | [[1pha]], [[1phb]], [[1phd]], [[1phe]], [[1phf]], [[1phg]] - PpP450cam+imidazole derivative<br /> | ||
[[2h7r]] - | [[1gek]], [[1gem]] - PpP450cam+N-butyl-isocyanide<br /> | ||
[[1k2o]] - | [[1lwl]] - PpP450cam+fluorescent probe<br /> | ||
[[1gjm]] - | [[2h7r]] - PpP450cam (mutant)+imidazole<br /> | ||
[[2a1m]], [[2a1n]], [[2a10]] - | [[1k2o]] - PpP450cam (mutant)+pyridine derivative<br /> | ||
[[1t85]], [[1t86]], [[1t87]], [[1t88]] - | [[1gjm]] - PpP450cam (mutant)+sulphydryl reagent<br /> | ||
[[2a1m]], [[2a1n]], [[2a10]] - PpP450cam (mutant)+ferrous dioxygen<br /> | |||
[[1t85]], [[1t86]], [[1t87]], [[1t88]] - PpP450cam (mutant)+ferrous CO<br /> | |||
[[1j51]] - PpP450cam (mutant)+trichlorobenzene<br /> | |||
[[1mpw]] - PpP450cam (mutant)+trimethylbicycloheptene<br /> | |||
[[3oia]], [[3ol5]], [[3p6m]], [[3p6n]], [[3p6o]], [[3p6p]], [[3poq]], [[3por]], [[3pos]], [[3pot]], [[3pou]], [[3pov]], [[3pow]], [[3pox]] - PpP450cam (mutant)+substrate analog<br /> | |||
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[[1cl6]], [[1rom]] – FoP450nor - ''Fusarium oxysporum''<br /> | [[1cl6]], [[1rom]] – FoP450nor - ''Fusarium oxysporum''<br /> | ||
[[2rom]] - FoP450nor+CO<br /> | [[2rom]] - FoP450nor+CO<br /> | ||
[[1cmj]], [[1cmn]] - FoP450nor (mutant)<br /> | [[1cmj]], [[1cmn]], [[1ehg]] - FoP450nor (mutant)<br /> | ||
[[1xqd]] – FoP450nor+pyridinealdehyde adenine<br /> | [[1xqd]] – FoP450nor+pyridinealdehyde adenine<br /> | ||
[[1jfb]], [[1jfc]], [[1ged]] - FoP450nor<br /> | [[1jfb]], [[1jfc]], [[1ged]], [[1ehe]] - FoP450nor<br /> | ||
[[1gej]], [[1gei]] - FoP450nor+N-butyl-isocyanide<br /> | [[1gej]], [[1gei]] - FoP450nor+N-butyl-isocyanide<br /> | ||
[[1ulw]] - FoP450nor (mutant) | [[1ulw]] - FoP450nor (mutant) | ||
===P450epoK=== | |||
[[1pfk]] – P450epoK+epothilone D – ''Sorangium cellulosum'' | |||
===P450cin=== | |||
[[3bdz]], [[3be0]] – P450cin – ''Citrobacter braakii'' | |||
=== rabbit | === rabbit P450 === | ||
[[2bdm]] – | [[2bdm]] – rP4502B4 – rabbit<br /> | ||
[[1po5]] - | [[1po5]], [[3mvr]] - rP4502B4 (mutant)<br /> | ||
[[1suo]] - | [[1suo]] - rP4502B4 (mutant)+imidazole<br /> | ||
[[1dt6]] - | [[3kw4]], [[3me6]] - rP4502B4 (mutant)+anti-platelet drug<br /> | ||
[[1nr6]] – | [[1dt6]] - rP4502C5 (mutant)<br /> | ||
[[1n6b]] - | [[1nr6]] – rP4502C5+diclofenac<br /> | ||
[[1n6b]] - rP4502C5+sulfaphenazole | |||
=== Other CYPs === | === Other CYPs === | ||
[[1ued]] – | [[1ued]] – AoP450 oxyC – ''Amycolatopsis orientalis''<br /> | ||
[[1lfk]], [[1lg9]], [[1lgf]] - | [[1lfk]], [[1lg9]], [[1lgf]] - AoP450 oxyB<br /> | ||
[[1q5d]] – | [[1q5d]] – ScP450EPOK+epothilone – ''Sorangium cellulosum''<br /> | ||
[[1q5e]] - | [[1q5e]] - ScP450EPOK<br /> | ||
[[1io8]] – | [[1io8]] – SsP450119 (mutant) – ''Sulfolobus solfataricus''<br /> | ||
[[1io9]], [[1io7]], [[1f4u]] - | [[1io9]], [[1io7]], [[1f4u]] - SsP450119<br /> | ||
[[1f4t]] - | [[1f4t]] - SsP450119+ phenylimidazole<br /> | ||
[[1cpt]] – | [[1cpt]] – P450108 – ''Pseudomonas sp.''<br /> | ||
[[2uwh]] - | [[2uwh]] - BmP450102+palmitic acid<br /> | ||
[[3ekb]], [[3ekd]], [[3ekf]], [[2ij3]], [[2ij4]] - | [[3ekb]], [[3ekd]], [[3ekf]], [[2ij3]], [[2ij4]] - BmP450102 heme domain (mutant)<br /> | ||
[[2ij2]], [[2hpd]] - | [[2ij2]], [[2hpd]] - BmP450102 heme domain<br /> | ||
[[3ben]] - | [[3ben]] - BmP450102 + imidazole derivative<br /> | ||
[[2j1m]], [[2j4s]] - | [[2j1m]], [[2j4s]] - BmP450102+DMSO<br /> | ||
[[1bvy]], [[1bu7]] – | [[1bvy]], [[1bu7]] – BmP450102A1 FMN domain<br /> | ||
[[1fag]] – | [[1fag]] – BmP450102A1+ palmitic acid<br /> | ||
[[1fah]] – | [[1fah]] – BmP450102A1 (mutant)<br /> | ||
[[2bmh]] - | [[2bmh]] - BmP450102A1<br /> | ||
[[3aba]] – | [[3aba]] – SaP450105P1+filipin I – ''Streptomyces avermitilis''<br /> | ||
[[3abb]] – | [[3abb]] – SaP450105D6<br /> | ||
[[3e5j]], [[3e5l]] - | [[3e5j]], [[3e5l]] - SaP450105P1 (mutant)<br /> | ||
[[3e5k]] - | [[3e5k]] - SaP450105P1 (mutant)+4-phenylimidazole<br /> | ||
[[2whw]], [[2wi9]], [[2vz7]] – | [[2whw]], [[2wi9]], [[2vz7]] – SvP450107L1 (mutant) – ''Streptomyces venezuelae''<br /> | ||
[[2vzm]] – | [[2vzm]] – SvP450107L1 (mutant)+narbomycin<br /> | ||
[[2c7x]] - | [[2c7x]] - SvP450107L1+narbomycin<br /> | ||
[[2cd8]], [[2ca0]], [[2c6h]] – | [[2cd8]], [[2ca0]], [[2c6h]] – SvP450107L1+YC-17<br /> | ||
[[2bvj]] - | [[2bvj]] - SvP450107L1<br /> | ||
[[2zqj]] – | [[2zqj]] – BsP450152A1 – ''Bacillus subtilis''<br /> | ||
[[2zqx]] - | [[2zqx]] - BsP450152A1+heptanoic acid<br /> | ||
[[1izo]] – | [[3nc3]], [[3nc5]], [[3nc6]], [[3nc7]] - BsP450134A1 (mutant)<br /> | ||
[[1jin]], [[1jip]] - | [[1izo]] – BsP450 BS beta+ palmitoleic acid<br /> | ||
[[1jio]], [[1oxa]] - | [[1jin]], [[1jip]] - SeP450107A1+ ketoconazole - ''Saccharopolyspora erythraea''<br /> | ||
[[1eup]] – | [[1jio]], [[1oxa]] - SeP450107A1+6DEB<br /> | ||
[[1egy]] - | [[1eup]] – SeP450107A1+androstendione<br /> | ||
[[2jjn]], [[2jjo]] - | [[1egy]] - SeP450107A1+aminophenanthrene<br /> | ||
[[2jjp]] - | [[2jjn]], [[2jjo]] - SeP450113A1 (mutant)<br /> | ||
[[2vrv]] - | [[2jjp]] - SeP450113A1 (mutant)+ketoconazole<br /> | ||
[[3a1l]] – | [[2vrv]] - SeP450113A1 (mutant)+clotrimazole<br /> | ||
[[2z3t]] - | [[3a1l]] – SsP450245A1+dichlorochrompyrrolic acid – ''Streptomyces sp.''<br /> | ||
[[2z3u]] - | [[2z3t]] - SsP450245A1<br /> | ||
[[2z3u]] - SsP450245A1+chromopyrrolic acid<br /> | |||
[[3g5n]], [[3g93]] – rCYP2B4 (mutant)+1-biphenyl-4-methyl-1H-imidazole – rabbit<br /> | [[3g5n]], [[3g93]] – rCYP2B4 (mutant)+1-biphenyl-4-methyl-1H-imidazole – rabbit<br /> | ||
[[2q6n]] – | [[2q6n]] – rP4502B4 (mutant)+chlorophenyl-imidazole<br /> | ||
[[3cv8]] – | [[3cv8]] – SgP450105A1 (mutant) – ''Streptomyces griseolus''<br /> | ||
[[3cv9]], [[2zbz]] - | [[3cv9]], [[2zbz]] - SgP450105A1 (mutant)+vitamin D3<br /> | ||
[[2zbx]] - | [[2zbx]] - SgP450105A1+imidazole<br /> | ||
[[3dam]], [[3dan]], [[3dbm]] – | [[3dam]], [[3dan]], [[3dbm]] – P45074A2 – ''Parthenium argentatum''<br /> | ||
[[2rch]], [[3dsi]] – | [[2rch]], [[3dsi]] – AtP45074A+13(S)-HOD – ''Arabidopsis thaliana''<br /> | ||
[[3dsj]] - | [[3dsj]] - AtP45074A (mutant)+13(S)-HOD<br /> | ||
[[2rcl]] - | [[2rcl]] - AtP45074A+vernolic acid<br /> | ||
[[3dsk]] - | [[3dsk]] - AtP45074A (mutant)+ vernolic acid<br /> | ||
[[2rcm]], [[3cli]] - | [[2rcm]], [[3cli]] - AtP45074A<br /> | ||
[[2rfb]] – | [[2rfb]] – PtP450 – ''Picrophilus torridus''<br /> | ||
[[2rfc]] – | [[2rfc]] – PtP450+phenylimidazole | ||
[[2nz5]], [[2nza]], [[2dkk]] – | [[2nz5]], [[2nza]], [[2dkk]] – ScP450158A1 – ''Streptomyces coelicolor''<br /> | ||
[[1gwi]] - | [[1gwi]] - ScP450154C1<br /> | ||
[[1wiy]] – | [[1wiy]] – TtP450 – ''Thermus thermophilus''<br /> | ||
[[1n97]] – | [[1n97]] – TtP450175A1<br /> | ||
[[3lxh]], [[3lxi]] – NaP240101D1 – ''Novosphingobium aromaticivorans''<br /> | |||
[[3nv5]], [[3nv6]] - NaP240101D2<br /> | |||
[[Category:Topic Page]] | [[Category:Topic Page]] | ||