Cytochrome P450

From Proteopedia

Revision as of 10:52, 30 January 2013

Template:STRUCTURE 2f9q

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). For details on the human P45019 family see Aromatase. Bifunctional P450/NADPH P450 reductase is a fatty acid monooxygenase.

3D Structures of Cytochrome P450

Updated January 2013

human P450 1 family

2hi4 – hP4501A2+naphthoflavone - human
3pm0 - hP4501B1+naphthoflavone

human P450 2 family

2pg5, 2pg6, 2pg7 – hP4502A6 (mutant)
3ebs – hP4502A6 (mutant)+phenacetin
2fdu, 2fdv, 2fdw, 2fdy - hP4502A6+pyridine derivative
1z10 - hP4502A6 catalytic domain+coumarin
4ejj - hP4502A6 + nicotine
3t3q, 3t3r - hP4502A6 (mutant) + pilocarpine
2z10 – hP4502A6+coumarin
1z11 - hP4502A6+methoxalen
3t3s - hP4502A13 + pilocarpine
4ejg - hP4502A13 + nicotine
4ejh, 4eji - hP4502A13 + pyridine derivative
2p85 – hP4502A13 (mutant)+indole
3tk3 - hP4502B4 (mutant) + imidazole derivative
3ibd – hP4502B6 (mutant)+4-(4-chlorophenyl)imidazole
3ua5 – hP4502B6 (mutant) + amlodipine
2nnh – hP4502C8+retinoic acid
2nni - hP4502C8+montelukast
2nnj - hP4502C8+felodipine
1pq2 - hP4502C8
1og2, 1og5 – hP4502C9 (mutant)
1r9o – hP4502C9 (mutant)+flurbiprofen
4gqs - hP4502C19 catalytic domain
2f9q, 3qm4 – hP4502D6
3tbg – hP4502D6 + thioridazine
3tda – hP4502D6 + prinomastat
3gph, 3koh, 3lc4 – hP4502E1 fragment +imidazole derivative
3e6i – hP4502E1 fragment+indazole
3e4e – hP4502E1 fragment+methylpyrazole
3t3z - hP4502E1 + pilocarpine
3czh, 3dl9, 3c6g – hP4502R1+vitamin D

human P450 3 family

2v0m – hP4503A4+ketoconazole
2j0d - hP4503A4+erythromycin
3nxu, 3tjs - hP4503A4+ritonavir
3ua1 - hP4503A4 + ergocryptine
1tqn, 1w0e, 1w0f, 1w0g – hP4503A4

human P450 7 family

3dax – hP4507A1
3sn5 - hP4507A1 + cholest-4-en-3-one

human P450 19 family

3eqm, 3s79 - hP45019A1+androstenedione
3s7s - hP45019A1 + exemestane
4gl5, 4gl7 - hP45019A1 + inhibitor

human P450 46 family

2q9f – hP45046A1+cholesterol
2q9d, 2q9g - hP45046A1
2vn0 – hP450105A1+troglitazone
2zby - hP450105A1 (mutant)

P450 from Mycobacterium tuberculosis

2vku, 1h5z – MtP45051 - Mycobacterium tuberculosis
2ci0, 2cib, 1u13 - MtP45051 (mutant)
1x8v - MtP45051 (mutant)+estriol
1ea1 - MtP45051 (mutant)+ fluconazole
1e9x - MtP45051 (mutant)+ phenylimidazole
3cxv, 3cxx, 3cxy, 3cxz, 3cy0, 3cy1 - MtP450121 (mutant)
3g5f, 3g5h, 2ij5, 1n40 – MtP450121
2ij7 - MtP450121+fluconazole
1n4g - MtP450121+iodopyrazole
4g1x, 4g2g, 4g44, 4g45, 4g46, 4g47, 4g48 - MtP450121 + inhibitor
3ivi, 3iw0, 3ivy – MtP450125
3iw1 - MtP450125+androstenedione
3iw2 - MtP450125+econazole
2uvn - MtP450130+econazole
2wgy – MtP450130 (mutant)
2w09, 2w0b, 2w0a - MtP450130 (mutant)+pyridine inhibitor
2uuq – MtP450130

P450cam

2qbl, 2qbm, 2qbn, 2gqx, 2gr6, 2frz, 2h7s, 6cp4, 2cp4, 3cp4, 4cp4, 1c8j, 1geb, 2a1o,3p6q, 3p6r, 3p6s, 3p6t, 3p6u, 3p6v, 3p6w, 3p6x, 4ek1 – PpP450cam(mutant) – Pseudomona putida
1dz4, 1dz8, 1dz6, 1dz9, 5cp4, 1phc, 2cpp, 1yrc, 1yrd, 3l61, 3l62, 3l63 - PpP450cam
2qbo - PpP450cam (mutant)+cyanide
1qmq - PpP450cam (mutant)+Ru substrate
2h7q - PpP450cam+imidazole
1cp4 - PpP450cam+benzene
1akd, 1iwi, 1noo, 7cpp, 8cpp, 2zwt, 2zwu - PpP450cam+1S-camphor derivative
1iwj, 1iwk, 2zuh, 2zui, 2zuj, 3fwf, 3fwg, 3fwi, 3fwj - PpP450cam (mutant)+1Scamphor
2l8m – PpP450cam+camphor+CO
4g3r – PpP450cam+camphor+NO
2fe6, 2fer, 2feu - PpP450cam+Mn protoporphyrin IX
1uyu - PpP450cam+ Xe
1o76 - PpP450cam+cyanide
4cpp - PpP450cam+adamantine
5cpp - PpP450cam+adamantanone
6cpp - PpP450cam+camphene
1p2y, 1p7r - PpP450cam+nicotine
1re9, 1rf9 - PpP450cam +fluorescent probe
2z97, 2zaw, 2zax - PpP450cam+methyl depropionated hemin
3cpp - PpP450cam+CO
1pha, 1phb, 1phd, 1phe, 1phf, 1phg - PpP450cam+imidazole derivative
1gek, 1gem - PpP450cam+N-butyl-isocyanide
1lwl - PpP450cam+fluorescent probe
2h7r - PpP450cam (mutant)+imidazole
1k2o - PpP450cam (mutant)+pyridine derivative
1gjm - PpP450cam (mutant)+sulphydryl reagent
2a1m, 2a1n, 2a10 - PpP450cam (mutant)+ferrous dioxygen
1t85, 1t86, 1t87, 1t88 - PpP450cam (mutant)+ferrous CO
1j51 - PpP450cam (mutant)+trichlorobenzene
1mpw - PpP450cam (mutant)+trimethylbicycloheptene
3oia, 3ol5, 3p6m, 3p6n, 3p6o, 3p6p, 3poq, 3por, 3pos, 3pot, 3pou, 3pov, 3pow, 3pox - PpP450cam (mutant)+substrate analog

P450nor

1cl6, 1rom – FoP450nor - Fusarium oxysporum
2rom - FoP450nor+CO
1cmj, 1cmn, 1ehg - FoP450nor (mutant)
1xqd – FoP450nor+pyridinealdehyde adenine
1jfb, 1jfc, 1ged, 1ehe - FoP450nor
1gej, 1gei - FoP450nor+N-butyl-isocyanide
1ulw - FoP450nor (mutant)

P450epoK

1pfk – P450epoK+epothilone D – Sorangium cellulosum

P450cin

3bdz, 3be0 – CbP450cin – Citrobacter braakii
4fyz - CbP450cin

rabbit P450

2bdm – rP4502B4 – rabbit
1po5, 3mvr, 3r1a, 3r1b - rP4502B4 (mutant)
1suo,3g5n, 3g93, 2q6n - rP4502B4 (mutant)+imidazole derivative
3kw4, 3me6, 3tmz - rP4502B4 (mutant)+anti-platelet drug
1dt6 - rP4502C5 (mutant)
1nr6 – rP4502C5+diclofenac
1n6b - rP4502C5+sulfaphenazole

Bifunctional P450/NADPH P450 reductase

3cbd – BmP450 domain – Bacillus megaterium
3dgi, 3hf2, 3kx3, 3kx4, 3kx5, 3m4v, 3npl, 3psx, 4dty, 4dua, 4duc, 4dud - BmP450 domain (mutant)
4dtw, 4due, 4duf - BmP450 domain (mutant) + serotonin
4dtz, 4du2, 4dub - BmP450 domain (mutant) + dopamine

Other CYPs

1ued – AoP450 oxyC – Amycolatopsis orientalis
1lfk, 1lg9, 1lgf - AoP450 oxyB
1q5d – ScP450EPOK+epothilone – Sorangium cellulosum
1q5e - ScP450EPOK
1io8 – SsP450119 (mutant) – Sulfolobus solfataricus
1io9, 1io7, 1f4u - SsP450119
1f4t - SsP450119+ phenylimidazole
1cpt – P450108 – Pseudomonas sp.
2uwh - BmP450102+palmitic acid
3ekb, 3ekd, 3ekf, 2ij3, 2ij4 - BmP450102 heme domain (mutant)
2ij2, 2hpd - BmP450102 heme domain
3ben - BmP450102 + imidazole derivative
2j1m, 2j4s - BmP450102+DMSO
1bvy, 1bu7 – BmP450102A1 FMN domain
1fag – BmP450102A1+ palmitic acid
1fah – BmP450102A1 (mutant)
2bmh - BmP450102A1
3aba – SaP450105P1+filipin I – Streptomyces avermitilis
3abb – SaP450105D6
3e5j, 3e5l - SaP450105P1 (mutant)
3e5k - SaP450105P1 (mutant)+4-phenylimidazole
2whw, 2wi9, 2vz7 – SvP450107L1 (mutant) – Streptomyces venezuelae
2vzm – SvP450107L1 (mutant)+narbomycin
2c7x - SvP450107L1+narbomycin
2cd8, 2ca0, 2c6h – SvP450107L1+YC-17
2bvj - SvP450107L1
3p3l, 3p3o, 3p3x, 3p3z – P450 – Streptomyces thioluteus
2zqj – BsP450152A1 – Bacillus subtilis
2zqx - BsP450152A1+heptanoic acid
3nc3, 3nc5, 3nc6, 3nc7 - BsP450134A1 (mutant)
1izo – BsP450 BS beta+ palmitoleic acid
1jin, 1jip - SeP450107A1+ ketoconazole - Saccharopolyspora erythraea
1jio, 1oxa - SeP450107A1+6DEB
1eup – SeP450107A1+androstendione
1egy - SeP450107A1+aminophenanthrene
2jjn, 2jjo - SeP450113A1 (mutant)
2jjp - SeP450113A1 (mutant)+ketoconazole
2vrv - SeP450113A1 (mutant)+clotrimazole
3a1l – SsP450245A1+dichlorochrompyrrolic acid – Streptomyces sp.
2z3t - SsP450245A1
2z3u - SsP450245A1+chromopyrrolic acid
3cv8 – SgP450105A1 (mutant) – Streptomyces griseolus
3cv9, 2zbz - SgP450105A1 (mutant)+vitamin D3
2zbx - SgP450105A1+imidazole
3dam, 3dan, 3dbm – P45074A2 – Parthenium argentatum
2rch, 3dsi – AtP45074A+13(S)-HOD – Arabidopsis thaliana
3dsj - AtP45074A (mutant)+13(S)-HOD
2rcl - AtP45074A+vernolic acid
3dsk - AtP45074A (mutant)+ vernolic acid
2rcm, 3cli - AtP45074A
3r9b – MsP45016A2 – Mycobacterium smegmatis
3r9c – MsP45016A2 + econazole
2rfb – PtP450 – Picrophilus torridus
2rfc – PtP450+phenylimidazole
2nz5, 2nza, 2dkk – ScP450158A1 – Streptomyces coelicolor
1gwi - ScP450154C1
1wiy – TtP450 – Thermus thermophilus
1n97 – TtP450175A1
3lxh, 3lxi, 3ofu – NaP240101D1 – Novosphingobium aromaticivorans
3nv5, 3nv6, 4dxy - NaP240101D2
3tkt – NaP450108D1
3awm – SpP450-α + palmitic acid – Sphingomonas paucimobilis
3awp, 3awq - SpP450-α (mutant)
3oft – P450 – Novosphignobium aromaticivorans
3qoa, 2qu8, 3qu8 – hP450 2b6 (mutant) + inhibitor
3a4g, 3a4h – PaP450 VDH – Pseudonocardia autotrophica
3a4z - PaP450 VDH (mutant)
3a50, 3a51 - PaP450 VDH (mutant) + vitamin D3
3qi8 – P450 – synthetic
4dnz – RpP450 – Rhodopseudomonas palustris
4do1 – RpP450 + methoxybenzoate
3o1a – P450 165D3 – Actinoplanes teichomyceticus