Cytochrome P450

From Proteopedia

Revision as of 08:35, 26 August 2014

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. For details on the human P45019 family see Aromatase. Bifunctional P450/NADPH P450 reductase is a fatty acid monooxygenase. Additional details in Drug Metabolism by CYP450 Enzymes.

3D Structures of Cytochrome P450

Updated on 26-August-2014

human P450 1 family

2hi4 – hP4501A2+naphthoflavone - human
4i8v - hP4501A1 +naphthoflavone
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
4jlt - hP4502B4 (mutant) + drug
3ibd – hP4502B6 (mutant)+4-(4-chlorophenyl)imidazole
3ua5 – hP4502B6 (mutant) + amlodipine
4i91 - hP4502B6 (mutant) + pinine
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
4i4g, 4i4h, 4k9t, 4k9u, 4k9v, 4k9w, 4k9x - hP4503A4 (mutant) +ritonavir derivative
3ua1 - hP4503A4 + ergocryptine
1tqn, 1w0e, 1w0f, 1w0g – hP4503A4
4i3q - hP4503A4 (mutant)

human P450 7 family

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

human P450 11 family

4dvq - hP45011B2 + corticosterone
4fdh - hP45011B2 + fadrozole

human P450 19 family (aromatase)

3eqm, 3s79, 4kq8 - 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, 4ktf, 4ktj, 4ktk, 4ktl - MtP450121+pyrazole derivative
4ict, 4ips, 4ipw, 4iq7, 4iq9 - MtP450121 + piperazine derivative
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
4l49, 4l4a, 4l4b, 4l4c - PpP450cam (mutant)+ camphor
4l4d, 4l4e, 4l4f, 4l4g - PpP450cam (mutant)+ camphor + CN
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, 2lqd - 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
4jws, 4jwu - PpP450cam (mutant)+ putidaredoxin
4jx1 - PpP450cam (mutant)+ putidaredoxin + camphor + hydroxycamphor
2m56 - PpP450cam + putidaredoxin + camphor
3w9c - PpP450cam (mutant)+ putidaredoxin
3oft, 4c9m, 3lxh, 3lxi, 3ofu – NaP450 – Novosphignobium aromaticivorans
4c9p - NaP450cam (mutant) + camphor
4c9k - NaP450cam + camphor + hydroxycamphor
4c9n - NaP450cam (mutant) + camphor + hydroxycamphor
4c9l - NaP450cam + camphor + CN
4c9o - NaP450cam (mutant) + camphor + CN

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

1pkf – 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, 4h1n - rP4502B4 (mutant)+anti-platelet drug
3uas - rP4502B4 (mutant)+ inactivator
1dt6 - rP4502C5 (mutant)
1nr6 – rP4502C5+diclofenac
1n6b - rP4502C5+sulfaphenazole

P450 BM3

3cbd – BmP450 heme domain – Bacillus megaterium
3dgi, 3hf2, 3kx3, 3kx4, 3kx5, 3m4v, 3npl, 3psx, 4dty, 4dua, 4duc, 4dud, 1jme, 1p0v, 1p0w, 1p0x, 1smi, 1yqp, 1yqo, 1zo4, 2nnb, 4hgj, 4h23, 4h24, 4kpb, 4kf0, 4kf2 - BmP450 heme domain (mutant)
4dtw, 4due, 4duf - BmP450 heme domain (mutant) + serotonin
4dtz, 4du2, 4dub - BmP450 heme domain (mutant) + dopamine
1jpz, 1zo9, 1zoa, 4kpa - BmP450 heme domain + palmitate derivative
1smj - BmP450 heme domain (mutant) + palmitoleate
2x7y, 2x80 - BmP450 heme domain (mutant) + DMSO
4hgf, 4hgg, 4hgh, 4hgi - BmP450 heme domain (mutant) + styrene
4kew, 4key - BmP450 heme domain (mutant) + omeprazole
3ekb, 3ekd, 3ekf, 2ij3, 2ij4 - BmP450102 heme domain (mutant)
2ij2, 2hpd - BmP450102 heme domain
4dqk - BmP450 FAD domain + FAD
4dql - BmP450 FAD domain + NADP + FAD
2uwh - BmP450102+palmitic acid
3ben - BmP450102 + imidazole derivative
2j1m, 2j4s - BmP450102+DMSO
1bvy, 1bu7 – BmP450102A1 FMN domain
1fag – BmP450102A1+ palmitic acid
1fah – BmP450102A1 (mutant)
2bmh - BmP450102A1

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.
4l0e, 4l0f - P450 SKY32– Streptomyces
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
3nv5, 3nv6, 4dxy - NaP240101D2
3tkt – NaP450108D1
3awm – SpP450-α + palmitic acid – Sphingomonas paucimobilis
3awp, 3awq - SpP450-α (mutant)
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 – RpP450199A4 – Rhodopseudomonas palustris
4do1, 4egm – RpP450199A4 + benzoate derivative
4egn – RpP450199A4 + veratric acid
4egp – RpP450199A4 + naphthoic acid
4ego – RpP450199A4 + indole derivative
3o1a – P450 165D3 – Actinoplanes teichomyceticus
3wec – P450 + dihydroxy-aurachin Re – Rhodococcus erythropolis