DB code: S00033

RLCP classification 10.21100.110.10515 : Electron transfer
CATH domain 1.10.630.10 : Cytochrome p450 Catalytic domain
E.C. 1.14.15.1
CSA 1akd
M-CSA 1akd
MACiE M0133

CATH domain Related DB codes (homologues)
1.10.630.10 : Cytochrome p450 S00031 M00154 S00030

Uniprot Enzyme Name
UniprotKB Protein name Synonyms Pfam
P00183 Camphor 5-monooxygenase
EC 1.14.15.1
Cytochrome P450-cam
P450cam
PF00067 (p450)
[Graphical View]

KEGG enzyme name
methylene monooxygenase
camphor 5-monooxygenase
camphor 5-exo-methylene hydroxylase
2-bornanone 5-exo-hydroxylase
bornanone 5-exo-hydroxylase
camphor 5-exo-hydroxylase
camphor 5-exohydroxylase
camphor hydroxylase
d-camphor monooxygenase
methylene hydroxylase
D-camphor-exo-hydroxylase
camphor methylene hydroxylase

UniprotKB: Accession Number Entry name Activity Subunit Subcellular location Cofactor
P00183 CPXA_PSEPU (+)-camphor + putidaredoxin + O(2) = (+)-exo- 5-hydroxycamphor + oxidized putidaredoxin + H(2)O. Cytoplasm (By similarity). Heme group.

KEGG Pathways
Map code Pathways E.C.

Compound table
Cofactors Substrates Products Intermediates
KEGG-id C00032 C00808 C02069 C00007 C03448 C03302 C00001
E.C. (Ferric superoxy form)
(1-)
(Ferric peroxoanion form)
(2-)
(Ferric hydroperoxo form)
(1-)
(Compound I)
Compound Heme (+)-Camphor Putidaredoxin O2 (+)-exo-5-Hydroxycamphor Oxidized putidaredoxin H2O FeIII-O-O FeIII-O-O FeIII-O-OH FeIV=O
Type aromatic ring (with nitrogen atoms),carboxyl group,heavy metal carbohydrate heavy metal,peptide/protein,sulfide group others carbohydrate heavy metal,peptide/protein,sulfide group H2O
ChEBI 17627
 26355
 17627
 26355
 		15379
 26689
 27140
 15379
 26689
 27140
 		20570
 20570
 		15377
 15377
PubChem 9543187
 9543187
 		977
 977
 		440017
 440017
 		22247451
 962
 22247451
 962
1akdA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1c8jA Bound:HEM Unbound Unbound Unbound Unbound Unbound
1c8jB Bound:HEM Unbound Unbound Unbound Unbound Unbound
1cp4A Analogue:HEM-BNZ Unbound Unbound Unbound Unbound Unbound
1dz4A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1dz4B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1dz6A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1dz6B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1dz8A Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
1dz8B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1dz9A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound Bound:__O
1dz9B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound Unbound
1gebA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1gekA Analogue:HEM-NBN Unbound Unbound Unbound Unbound Unbound
1gemA Analogue:HEM-NBN Unbound Unbound Unbound Unbound Unbound
1gjmA Bound:HEM Unbound Unbound Unbound Unbound Unbound
1iwiA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1iwjA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1iwkA Bound:HEM Unbound Unbound Unbound Unbound Unbound
1j51A Bound:HEM Analogue:TCZ Unbound Unbound Unbound Unbound
1j51B Bound:HEM Analogue:TCZ Unbound Unbound Unbound Unbound
1j51C Bound:HEM Analogue:TCZ Unbound Unbound Unbound Unbound
1j51D Bound:HEM Unbound Unbound Unbound Unbound Unbound
1k2oA Bound:HEM Analogue:RFA-RFB Unbound Unbound Unbound Unbound
1k2oB Bound:HEM Analogue:RFA-RFB Unbound Unbound Unbound Unbound
1lwlA Bound:HEM Analogue:DSO Unbound Unbound Unbound Unbound
1mpwA Bound:HEM Unbound Unbound Unbound Analogue:TMH Unbound
1mpwB Bound:HEM Unbound Unbound Unbound Analogue:TMH Unbound
1nooA Bound:HEM Unbound Unbound Unbound Bound:CAH Unbound
1o76A Bound:HEM Bound:CAM Unbound Analogue:CYN Unbound Unbound
1o76B Bound:HEM Bound:CAM Unbound Analogue:CYN Unbound Unbound
1p2yA Analogue:HEM-NCT Unbound Unbound Unbound Unbound Unbound
1p7rA Bound:HEM Analogue:NCT Unbound Unbound Unbound Unbound
1phaA Analogue:HEM-PFZ Unbound Unbound Unbound Unbound Unbound
1phbA Analogue:HEM-PFZ Unbound Unbound Unbound Unbound Unbound
1phcA Bound:HEM Unbound Unbound Unbound Unbound Unbound
1phdA Analogue:HEM-PIM Unbound Unbound Unbound Unbound Unbound
1pheA Bound:HEM Analogue:PIM Unbound Unbound Unbound Unbound Analogue:SO4
1phfA Analogue:HEM-PIM Unbound Unbound Unbound Unbound Unbound
1phgA Analogue:HEM-MYT Unbound Unbound Unbound Unbound Unbound
1qmqA Bound:HEM Analogue:LRB-DRB Unbound Unbound Unbound Unbound
1re9A Bound:HEM Analogue:DSO Unbound Unbound Unbound Unbound
1rf9A Bound:HEM Analogue:DBR Unbound Unbound Unbound Unbound
1t85A Bound:HEM Bound:CAM Unbound Analogue:CMO Unbound Unbound
1t86A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1t86B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1t87A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1t87B Bound:HEM Bound:CAM Unbound Analogue:CMO Unbound Unbound
1t88A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1t88B Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1uyuA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1uyuB Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1yrcA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
1yrdA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
2a1mA Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2a1mB Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2a1nA Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2a1nB Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2a1oA Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2a1oB Bound:HEM Bound:CAM Unbound Bound:OXY Unbound Unbound
2cp4A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
2cppA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
2fe6A Analogue:MNR Unbound Unbound Unbound Unbound Unbound
2ferA Analogue:MNR Unbound Unbound Unbound Unbound Unbound
2feuA Analogue:MNR Bound:CAM Unbound Unbound Unbound Unbound
2feuB Analogue:MNR Bound:CAM Unbound Unbound Unbound Unbound
2frzA Bound:HEM Unbound Unbound Unbound Unbound Unbound
2frzB Bound:HEM Unbound Unbound Unbound Unbound Unbound
2gqxA Bound:HEM Analogue:5CL Unbound Unbound Unbound Unbound
2gqxB Bound:HEM Unbound Unbound Unbound Unbound Unbound
2gr6A Bound:HEM Unbound Unbound Unbound Unbound Unbound
2gr6B Bound:HEM Unbound Unbound Unbound Unbound Unbound
2h7qA Analogue:HEM-IMD Unbound Unbound Unbound Unbound Unbound
2h7rA Analogue:HEM-1MZ Unbound Unbound Unbound Unbound Unbound
2h7sA Bound:HEM Unbound Unbound Unbound Unbound Unbound
2h7sC Bound:HEM Unbound Unbound Unbound Unbound Unbound
2qblA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
2qbmA Bound:HEM Bound:CAM Unbound Analogue:CYN Unbound Unbound
2qbnA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
2qboA Bound:HEM Bound:CAM Unbound Analogue:CYN Unbound Unbound
2zawA Analogue:6HE Bound:CAM Unbound Unbound Unbound Unbound
2zaxA Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
3cp4A Bound:HEM Analogue:ADM Unbound Unbound Unbound Unbound
3cppA Bound:HEM Bound:CAM Unbound Analogue:CMO Unbound Unbound
4cp4A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
4cppA Bound:HEM Analogue:ADM Unbound Unbound Unbound Unbound
5cp4A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
5cppA Bound:HEM Analogue:ADO Unbound Unbound Unbound Unbound
6cp4A Bound:HEM Bound:CAM Unbound Unbound Unbound Unbound
6cppA Bound:HEM Analogue:CAE Unbound Unbound Unbound Unbound
7cppA Bound:HEM Analogue:NCM Unbound Unbound Unbound Unbound
8cppA Bound:HEM Unbound Unbound Unbound Analogue:TCM Unbound

Reference for Active-site residues
resource references E.C.
literature [9], [11], [30], [37]

Active-site residues
PDB Catalytic residues Cofactor-binding residues Modified residues Main-chain involved in catalysis Comment
1akdA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1c8jA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F
1c8jB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F
1cp4A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz4A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz4B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz6A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz6B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz8A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz8B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz9A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1dz9B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1gebA ARG 112;LYS 178;ARG 186;ASP 251; CYS 357(Iron binding) mutant T252I
1gekA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1gemA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1gjmA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1iwiA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1iwjA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant R109K
1iwkA ;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant R112K
1j51A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87Y, Y96F, V247L, C334A
1j51B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87Y, Y96F, V247L, C334A
1j51C ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87Y, Y96F, V247L, C334A
1j51D ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87Y, Y96F, V247L, C334A
1k2oA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutation C334A
1k2oB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutation C334A
1lwlA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1mpwA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, V247L, C334A
1mpwB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, V247L, C334A
1nooA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1o76A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1o76B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1p2yA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1p7rA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phaA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phbA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phcA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phdA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1pheA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phfA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1phgA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1qmqA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A
1re9A ARG 102;LYS 168;ARG 176;ASP 241;THR 242 CYS 347(Iron binding)
1rf9A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1t85A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A, L358P
1t86A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A, L358P
1t86B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A, L358P
1t87A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A
1t87B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A
1t88A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A
1t88B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant C334A
1uyuA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1uyuB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1yrcA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
1yrdA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2a1mA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2a1mB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2a1nA ARG 112;LYS 178;ARG 186;;THR 252 CYS 357(Iron binding) mutant D251N
2a1nB ARG 112;LYS 178;ARG 186;;THR 252 CYS 357(Iron binding) mutant D251N
2a1oA ARG 112;LYS 178;ARG 186;ASP 251; CYS 357(Iron binding) mutant T252A
2a1oB ARG 112;LYS 178;ARG 186;ASP 251; CYS 357(Iron binding) mutant T252A
2cp4A ARG 112;LYS 178;ARG 186;ASP 251; CYS 357(Iron binding) mutant T252A
2cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2fe6A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2ferA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2feuA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2feuB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2frzA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, V247L, C334A
2frzB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, V247L, C334A
2gqxA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, L244A, V247L, C334A
2gqxB ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, L244A, V247L, C334A
2gr6A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, L244A, V247L, C334A
2gr6B ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant F87W, Y96F, L244A, V247L, C334A
2h7qA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2h7rA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant L244A
2h7sA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant L244A
2h7sC ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant L244A
2qblA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant G248T
2qbmA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant G248T
2qbnA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant G248V
2qboA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding) mutant G248V
2zawA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
2zaxA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
3cp4A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
3cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
4cp4A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
4cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
5cp4A ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
5cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
6cp4A ARG 112;LYS 178;ARG 186;;THR 252 CYS 357(Iron binding) mutant D251N
6cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
7cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)
8cppA ARG 112;LYS 178;ARG 186;ASP 251;THR 252 CYS 357(Iron binding)

References for Catalytic Mechanism
References Sections No. of steps in catalysis
[1]
p.16129
[8]
p.7590-7591
[11]
Fig.1, p.11426-11428
[12]
p.2680
[17]
Fig.1, Fig.3, p.677-678
[21]
Fig.1, p.1179-1182
[25]
Fig.10, p.1076
[30]
p.9216-9218, Fig.10
[31]
p.166
[32]
Fig.1, p.176-177
[37]
p.972-973, Fig.6
[40]
[41]
Fig.1, p.1617-1621
[42]
Fig.1
[52]
p.14512-14513
[54]
Fig.4
[55]
p.31662-31663
[58]
Fig.1, p.508-514
[60]
Scheme 1, p.477-479
[61]
Fig.1, p.14136-14139

References
[1]
Resource
Comments X-RAY CRYSTALLOGRAPHY (2.0 ANGSTROMS)
Medline ID 86059514
PubMed ID 4066706
Journal J Biol Chem
Year 1985
Volume 260
Pages 16122-30
Authors Poulos TL, Finzel BC, Gunsalus IC, Wagner GC, Kraut J
Title The 2.6-A crystal structure of Pseudomonas putida cytochrome P-450.
Related PDB
Related UniProtKB P00183
[2]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 3768350
Journal Biochemistry
Year 1986
Volume 25
Pages 5314-22
Authors Poulos TL, Finzel BC, Howard AJ
Title Crystal structure of substrate-free Pseudomonas putida cytochrome P-450.
Related PDB 1phc
Related UniProtKB
[3]
Resource
Comments ABSORPTION SPECTROSCOPY
Medline ID 87126838
PubMed ID 3813557
Journal Arch Biochem Biophys
Year 1987
Volume 253
Pages 100-7
Authors Marden MC, Hoa GH
Title P-450 binding to substrates camphor and linalool versus pressure.
Related PDB
Related UniProtKB P00183
[4]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 3442650
Journal Biochemistry
Year 1987
Volume 26
Pages 8165-74
Authors Poulos TL, Howard AJ
Title Crystal structures of metyrapone- and phenylimidazole-inhibited complexes of cytochrome P-450cam.
Related PDB 1phd 1phe 1phf 1phg
Related UniProtKB
[5]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 3656428
Journal J Mol Biol
Year 1987
Volume 195
Pages 687-700
Authors Poulos TL, Finzel BC, Howard AJ
Title High-resolution crystal structure of cytochrome P450cam.
Related PDB 1noo 2cpp
Related UniProtKB
[6]
Resource
Comments FOURIER-TRANSFORM INFRARED SPECTROSCOPY
Medline ID
PubMed ID
Journal Stud Biophys
Year 1987
Volume 120
Pages 241-51
Authors Jung C, Marlow F
Title Dynamic behavior of the active site structure in bacterial cytochrome P-450.
Related PDB
Related UniProtKB P00183
[7]
Resource
Comments ABSORPTION AND FLUORESCENCE SPECTROSCOPY
Medline ID 89229061
PubMed ID 2578028
Journal Biochemistry
Year 1989
Volume 28
Pages 651-6
Authors Hui Bon Hoa G, Di Primo C, Dondaine I, Sligar SG, Gunsalus IC, Douzou P
Title Conformational changes of cytochromes P-450cam and P-450lin induced by high pressure.
Related PDB
Related UniProtKB P00183
[8]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 2611203
Journal Biochemistry
Year 1989
Volume 28
Pages 7586-92
Authors Raag R, Poulos TL
Title Crystal structure of the carbon monoxide-substrate-cytochrome P-450CAM ternary complex.
Related PDB 3cpp
Related UniProtKB
[9]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 2713354
Journal Biochemistry
Year 1989
Volume 28
Pages 917-22
Authors Raag R, Poulos TL
Title The structural basis for substrate-induced changes in redox potential and spin equilibrium in cytochrome P-450CAM.
Related PDB 5cpp 7cpp
Related UniProtKB
[10]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 2261467
Journal Biochemistry
Year 1990
Volume 29
Pages 8119-26
Authors Raag R, Swanson BA, Poulos TL, Ortiz de Montellano PR
Title Formation, crystal structure, and rearrangement of a cytochrome P-450cam iron-phenyl complex.
Related PDB 1cp4
Related UniProtKB
[11]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 1742281
Journal Biochemistry
Year 1991
Volume 30
Pages 11420-9
Authors Raag R, Martinis SA, Sligar SG, Poulos TL
Title Crystal structure of the cytochrome P-450CAM active site mutant Thr252Ala.
Related PDB 2cp4 3cp4 4cp4
Related UniProtKB
[12]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 2001355
Journal Biochemistry
Year 1991
Volume 30
Pages 2674-84
Authors Raag R, Poulos TL
Title Crystal structures of cytochrome P-450CAM complexed with camphane, thiocamphor, and adamantane: factors controlling P-450 substrate hydroxylation.
Related PDB 4cpp 6cpp 8cpp
Related UniProtKB
[13]
Resource
Comments
Medline ID
PubMed ID 1764462
Journal Biochim Biophys Acta
Year 1991
Volume 1115
Pages 101-7
Authors Shiro Y, Makino R, Sato F, Oyanagi H, Matsushita T, Ishimura Y, Iizuka T
Title Structural and electronic characterization of heme moiety in oxygenated hemoproteins by using XANES spectroscopy.
Related PDB
Related UniProtKB
[14]
Resource
Comments
Medline ID
PubMed ID 1749772
Journal Proteins
Year 1991
Volume 11
Pages 184-204
Authors Paulsen MD, Ornstein RL
Title A 175-psec molecular dynamics simulation of camphor-bound cytochrome P-450cam.
Related PDB
Related UniProtKB
[15]
Resource
Comments
Medline ID
PubMed ID 1449498
Journal Biochem Biophys Res Commun
Year 1992
Volume 189
Pages 488-95
Authors Filipovic D, Paulsen MD, Loida PJ, Sligar SG, Ornstein RL
Title Ethylbenzene hydroxylation by cytochrome P450cam.
Related PDB
Related UniProtKB
[16]
Resource
Comments CIRCULAR DICHROISM SPECTROSCOPY
Medline ID 92305023
PubMed ID 1610873
Journal Biochim Biophys Acta
Year 1992
Volume 1100
Pages 171-6
Authors Nolting B, Jung C, Snatzke G
Title Multichannel circular dichroism investigations of the structural stability of bacterial cytochrome P-450.
Related PDB
Related UniProtKB P00183
[17]
Resource
Comments
Medline ID
PubMed ID 1537455
Journal FASEB J
Year 1992
Volume 6
Pages 674-9
Authors Poulos TL, Raag R
Title Cytochrome P450cam: crystallography, oxygen activation, and electron transfer.
Related PDB
Related UniProtKB
[18]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 8485133
Journal Biochemistry
Year 1993
Volume 32
Pages 4571-8
Authors Raag R, Li H, Jones BC, Poulos TL
Title Inhibitor-induced conformational change in cytochrome P-450CAM.
Related PDB 1pha 1phb
Related UniProtKB
[19]
Resource
Comments
Medline ID
PubMed ID 8332592
Journal Protein Eng
Year 1993
Volume 6
Pages 359-65
Authors Paulsen MD, Ornstein RL
Title Substrate mobility in thiocamphor-bound cytochrome P450cam: an explanation of the conflict between the observed product profile and the X-ray structure.
Related PDB
Related UniProtKB
[20]
Resource
Comments
Medline ID
PubMed ID 8034004
Journal FEBS Lett
Year 1994
Volume 347
Pages 207-10
Authors Deprez E, Di Primo C, Hoa GH, Douzou P
Title Effects of monovalent cations on cytochrome P-450 camphor. Evidence for preferential binding of potassium.
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Related UniProtKB
[21]
Resource
Comments
Medline ID
PubMed ID 8120894
Journal J Mol Biol
Year 1994
Volume 236
Pages 1169-85
Authors Hasemann CA, Ravichandran KG, Peterson JA, Deisenhofer J
Title Crystal structure and refinement of cytochrome P450terp at 2.3 A resolution.
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[22]
Resource
Comments
Medline ID
PubMed ID 7700866
Journal Protein Eng
Year 1994
Volume 7
Pages 1345-51
Authors Ruan KH, Milfeld K, Kulmacz RJ, Wu KK
Title Comparison of the construction of a 3-D model for human thromboxane synthase using P450cam and BM-3 as templates: implications for the substrate binding pocket.
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Related UniProtKB
[23]
Resource
Comments
Medline ID
PubMed ID 8519982
Journal Biophys J
Year 1995
Volume 69
Pages 810-24
Authors Helms V, Wade RC
Title Thermodynamics of water mediating protein-ligand interactions in cytochrome P450cam: a molecular dynamics study.
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[24]
Resource
Comments
Medline ID
PubMed ID 8637849
Journal Protein Eng
Year 1995
Volume 8
Pages 801-7
Authors Manchester JI, Ornstein RL
Title Enzyme-catalyzed dehalogenation of pentachloroethane: why F87W-cytochrome P450cam is faster than wild type.
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[25]
Resource
Comments
Medline ID
PubMed ID 7549871
Journal Protein Sci
Year 1995
Volume 4
Pages 1065-80
Authors Graham-Lorence S, Amarneh B, White RE, Peterson JA, Simpson ER
Title A three-dimensional model of aromatase cytochrome P450.
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[26]
Resource
Comments STRUCTURE BY NMR
Medline ID 97459726
PubMed ID 9315686
Journal FEBS Lett
Year 1997
Volume 414
Pages 203-8
Authors Mouro C, Bondon A, Simonneaux G, Jung C
Title 1H-NMR study of diamagnetic cytochrome P450cam: assignment of heme resonances and substrate dependance of one cysteinate beta proton.
Related PDB
Related UniProtKB P00183
[27]
Resource
Comments X-RAY CRYSTALLOGRAPHY (1.8 ANGSTROMS)
Medline ID 98019009
PubMed ID 9357977
Journal FEBS Lett
Year 1997
Volume 415
Pages 253-7
Authors Schlichting I, Jung C, Schulze H
Title Crystal structure of cytochrome P-450cam complexed with the (1S)-camphor enantiomer.
Related PDB 1akd
Related UniProtKB P00183
[28]
Resource
Comments
Medline ID
PubMed ID 9122160
Journal Proc Natl Acad Sci U S A
Year 1997
Volume 94
Pages 2133-8
Authors Oprea TI, Hummer G, Garcia AE
Title Identification of a functional water channel in cytochrome P450 enzymes.
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[29]
Resource
Comments
Medline ID
PubMed ID 9761931
Journal Acta Crystallogr D Biol Crystallogr
Year 1998
Volume 54
Pages 470-2
Authors Nickerson D, Wong LL, Rao Z
Title An improved procedure for the preparation of X-ray diffraction-quality crystals of cytochrome p450cam.
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[30]
Resource
Comments X-RAY CRYSTALLOGRAPHY (1.9 ANGSTROMS)
Medline ID 98313255
PubMed ID 9649301
Journal Biochemistry
Year 1998
Volume 37
Pages 9211-9
Authors Vidakovic M, Sligar SG, Li H, Poulos TL
Title Understanding the role of the essential Asp251 in cytochrome p450cam using site-directed mutagenesis, crystallography, and kinetic solvent isotope effect.
Related PDB 5cp4 6cp4
Related UniProtKB P00183
[31]
Resource
Comments
Medline ID
PubMed ID 9675266
Journal Biochim Biophys Acta
Year 1998
Volume 1386
Pages 157-67
Authors Aoki M, Ishimori K, Morishima I
Title Roles of negatively charged surface residues of putidaredoxin in interactions with redox partners in p450cam monooxygenase system.
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[32]
Resource
Comments
Medline ID
PubMed ID 9675270
Journal Biochim Biophys Acta
Year 1998
Volume 1386
Pages 168-78
Authors Aoki M, Ishimori K, Morishima I
Title NMR studies of putidaredoxin: associations of putidaredoxin with NADH-putidaredoxin reductase and cytochrome p450cam.
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[33]
Resource
Comments X-RAY CRYSTALLOGRAPHY (2.2 ANGSTROMS)
Medline ID
PubMed ID
Journal J Am Chem Soc
Year 1998
Volume 120
Pages 46-52
Authors Di Gleria K., Nickerson DP, Hill HAO, Wong LL., Fueloep V
Title Covalent attachment of an electroactive sulfydryl reagent in the active site of cytochrome P450cam as revealed by the crystal structure of the modified protein.
Related PDB 1gjm
Related UniProtKB P00183
[34]
Resource
Comments
Medline ID
PubMed ID 9888815
Journal Biochemistry
Year 1999
Volume 38
Pages 751-61
Authors Davydov DR, Hui Bon Hoa G, Peterson JA
Title Dynamics of protein-bound water in the heme domain of P450BM3 studied by high-pressure spectroscopy: comparison with P450cam and P450 2B4.
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[35]
Resource
Comments X-RAY CRYSTALLOGRAPHY (1.55 ANGSTROMS)
Medline ID 20027486
PubMed ID 10557259
Journal Proc Natl Acad Sci U S A
Year 1999
Volume 96
Pages 12987-90
Authors Dmochowski IJ, Crane BR, Wilker JJ, Winkler JR, Gray HB
Title Optical detection of cytochrome P450 by sensitizer-linked substrates.
Related PDB 1qmq
Related UniProtKB P00183
[36]
Resource
Comments
Medline ID
PubMed ID 10601869
Journal Eur J Biochem
Year 2000
Volume 267
Pages 216-21
Authors Mouro C, Bondon A, Jung C, De Certaines JD, Simonneaux G
Title Assignment of heme methyl 1H-NMR resonances of high-spin and low-spin ferric complexes of cytochrome p450cam using one-dimensional and two-dimensional paramagnetic signals enhancement (PASE) magnetization transfer experiments.
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[37]
Resource
Comments X-RAY CRYSTALLOGRAPHY (2.03 ANGSTROMS)
Medline ID 21062556
PubMed ID 11098139
Journal J Biochem (Tokyo)
Year 2000
Volume 128
Pages 965-74
Authors Hishiki T, Shimada H, Nagano S, Egawa T, Kanamori Y, Makino R, Park SY, Adachi S, Shiro Y, Ishimura Y
Title X-ray crystal structure and catalytic properties of Thr252Ile mutant of cytochrome P450cam: roles of Thr252 and water in the active center.
Related PDB 1geb
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[38]
Resource
Comments
Medline ID
PubMed ID 11051557
Journal J Inorg Biochem
Year 2000
Volume 81
Pages 121-31
Authors Das B, Helms V, Lounnas V, Wade RC
Title Multicopy molecular dynamics simulations suggest how to reconcile crystallographic and product formation data for camphor enantiomers bound to cytochrome P-450cam.
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[39]
Resource
Comments
Medline ID
PubMed ID 11051567
Journal J Inorg Biochem
Year 2000
Volume 81
Pages 221-8
Authors Dmochowski IJ, Winkler JR, Gray HB
Title Enantiomeric discrimination of Ru-substrates by cytochrome P450cam.
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[40]
Resource
Comments
Medline ID
PubMed ID 10742167
Journal Nat Struct Biol
Year 2000
Volume 7
Pages 270
Authors Feng HP
Title Picture story. Freeze frame.
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[41]
Resource
Comments X-RAY CRYSTALLOGRAPHY (1.9 ANGSTROMS)
Medline ID 20165028
PubMed ID 10698731
Journal Science
Year 2000
Volume 287
Pages 1615-22
Authors Schlichting I, Berendzen J, Chu K, Stock AM, Maves SA, Benson DE, Sweet RM, Ringe D, Petsko GA, Sligar SG
Title The catalytic pathway of cytochrome p450cam at atomic resolution.
Related PDB 1dz4 1dz6 1dz8 1dz9
Related UniProtKB P00183
[42]
Resource
Comments
Medline ID
PubMed ID 11583152
Journal Biochemistry
Year 2001
Volume 40
Pages 9532-8
Authors French KJ, Strickler MD, Rock DA, Rock DA, Bennett GA, Wahlstrom JL, Goldstein BM, Jones JP
Title Benign synthesis of 2-ethylhexanoic acid by cytochrome P450cam: enzymatic, crystallographic, and theoretical studies.
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[43]
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Comments X-RAY CRYSTALLOGRAPHY (1.7 ANGSTROMS)
Medline ID 21159060
PubMed ID 11258878
Journal Biochemistry
Year 2001
Volume 40
Pages 2669-77
Authors Lee DS, Park SY, Yamane K, Obayashi E, Hori H, Shiro Y
Title Structural characterization of n-butyl-isocyanide complexes of cytochromes P450nor and P450cam.
Related PDB 1gek 1gem
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[44]
Resource
Comments
Medline ID
PubMed ID 11688945
Journal J Comput Aided Mol Des
Year 2001
Volume 15
Pages 649-57
Authors Keseru GM
Title A virtual high throughput screen for high affinity cytochrome P450cam substrates. Implications for in silico prediction of drug metabolism.
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[45]
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Comments X-RAY CRYSTALLOGRAPHY (1.65 ANGSTROMS)
Medline ID 21532932
PubMed ID 11606730
Journal Proc Natl Acad Sci U S A
Year 2001
Volume 98
Pages 12420-5
Authors Dunn AR, Dmochowski IJ, Bilwes AM, Gray HB, Crane BR
Title Probing the open state of cytochrome P450cam with ruthenium-linker substrates.
Related PDB 1k2o
Related UniProtKB P00183
[46]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 12197708
Journal J Am Chem Soc
Year 2002
Volume 124
Pages 10254-5
Authors Dunn AR, Hays AM, Goodin DB, Stout CD, Chiu R, Winkler JR, Gray HB
Title Fluorescent probes for cytochrome p450 structural characterization and inhibitor screening.
Related PDB 1lwl
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[47]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 12114516
Journal J Biol Chem
Year 2002
Volume 277
Pages 37519-26
Authors Chen X, Christopher A, Jones JP, Bell SG, Guo Q, Xu F, Rao Z, Wong LL
Title Crystal structure of the F87W/Y96F/V247L mutant of cytochrome P-450cam with 1,3,5-trichlorobenzene bound and further protein engineering for the oxidation of pentachlorobenzene and hexachlorobenzene.
Related PDB 1j51
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[48]
Resource
Comments SUBSTRATE-PROTEIN INTERACTION
Medline ID 22222631
PubMed ID 12237225
Journal J Inorg Biochem
Year 2002
Volume 91
Pages 597-606
Authors Deprez E, Gill E, Helms V, Wade RC, Hui Bon Hoa G
Title Specific and non-specific effects of potassium cations on substrate-protein interactions in cytochromes P450cam and P450lin.
Related PDB
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[49]
Resource
Comments
Medline ID
PubMed ID 12211002
Journal Proteins
Year 2002
Volume 49
Pages 216-31
Authors Kirton SB, Kemp CA, Tomkinson NP, St-Gallay S, Sutcliffe MJ
Title Impact of incorporating the 2C5 crystal structure into comparative models of cytochrome P450 2D6.
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[50]
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Comments X-ray crystallography
Medline ID
PubMed ID
Journal Arch Biochem Biophys
Year 2003
Volume 409
Pages 25-31
Authors Fedorov R, Ghosh DK, Schlichting I
Title Crystal structures of cyanide complexes of P450cam and the oxygenase domain of inducible nitric oxide synthase-structural models of the short-lived oxygen complexes.
Related PDB 1o76
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[51]
Resource
Comments X-ray crystallography
Medline ID
PubMed ID 14556625
Journal Biochemistry
Year 2003
Volume 42
Pages 11943-50
Authors Strickler M, Goldstein BM, Maxfield K, Shireman L, Kim G, Matteson DS, Jones JP
Title Crystallographic studies on the complex behavior of nicotine binding to P450cam (CYP101).
Related PDB 1p2y 1p7r
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[52]
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Comments X-ray crystallography
Medline ID
PubMed ID 14661963
Journal Biochemistry
Year 2003
Volume 42
Pages 14507-14
Authors Nagano S, Shimada H, Tarumi A, Hishiki T, Kimata-Ariga Y, Egawa T, Suematsu M, Park SY, Adachi S, Shiro Y, Ishimura Y
Title Infrared spectroscopic and mutational studies on putidaredoxin-induced conformational changes in ferrous CO-P450cam.
Related PDB 1iwi 1iwj 1iwk
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[53]
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Comments
Medline ID
PubMed ID 15522298
Journal J Mol Biol
Year 2004
Volume 344
Pages 455-69
Authors Hays AM, Dunn AR, Chiu R, Gray HB, Stout CD, Goodin DB
Title Conformational states of cytochrome P450cam revealed by trapping of synthetic molecular wires.
Related PDB 1re9 1rf9
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[54]
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Comments
Medline ID
PubMed ID 15269210
Journal J Biol Chem
Year 2004
Volume 279
Pages 42844-9
Authors Nagano S, Tosha T, Ishimori K, Morishima I, Poulos TL
Title Crystal structure of the cytochrome p450cam mutant that exhibits the same spectral perturbations induced by putidaredoxin binding.
Related PDB 1t85 1t86 1t87 1t88
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[55]
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Comments
Medline ID
PubMed ID 15219983
Journal J Inorg Biochem
Year 2004
Volume 98
Pages 1175-82
Authors Wade RC, Winn PJ, Schlichting I, Sudarko
Title A survey of active site access channels in cytochromes P450.
Related PDB 1uyu
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[56]
Resource
Comments
Medline ID
PubMed ID 15858263
Journal Acta Crystallogr D Biol Crystallogr
Year 2005
Volume 61
Pages 539-44
Authors Meilleur F, Dauvergne MT, Schlichting I, Myles DA
Title Production and X-ray crystallographic analysis of fully deuterated cytochrome P450cam.
Related PDB 1yrc 1yrd
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[57]
Resource
Comments
Medline ID
PubMed ID 15994329
Journal J Biol Chem
Year 2005
Volume 280
Pages 31659-63
Authors Nagano S, Poulos TL
Title Crystallographic study on the dioxygen complex of wild-type and mutant cytochrome P450cam. Implications for the dioxygen activation mechanism.
Related PDB 2a1m 2a1n 2a1o
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[58]
Resource
Comments
Medline ID
PubMed ID 16510191
Journal J Inorg Biochem
Year 2006
Volume 100
Pages 507-18
Authors Makris TM, von Koenig K, Schlichting I, Sligar SG
Title The status of high-valent metal oxo complexes in the P450 cytochromes.
Related PDB 2fe6 2fer 2feu
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[59]
Resource
Comments
Medline ID
PubMed ID 16943206
Journal Protein Eng Des Sel
Year 2006
Volume 19
Pages 491-6
Authors Verras A, Alian A, de Montellano PR
Title Cytochrome P450 active site plasticity: attenuation of imidazole binding in cytochrome P450(cam) by an L244A mutation.
Related PDB 2h7q 2h7r 2h7s
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[60]
Resource
Comments
Medline ID
PubMed ID 17962225
Journal Protein Eng Des Sel
Year 2007
Volume 20
Pages 473-80
Authors Xu F, Bell SG, Rao Z, Wong LL
Title Structure-activity correlations in pentachlorobenzene oxidation by engineered cytochrome P450cam.
Related PDB 2frz 2gqz 2gr6
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[61]
Resource
Comments
Medline ID
PubMed ID 18001135
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Year 2007
Volume 46
Pages 14129-40
Authors Makris TM, von Koenig K, Schlichting I, Sligar SG
Title Alteration of P450 distal pocket solvent leads to impaired proton delivery and changes in heme geometry.
Related PDB 2qbl 2qbm 2qbn 2qbo
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[62]
Resource
Comments
Medline ID
PubMed ID 18088124
Journal J Am Chem Soc
Year 2008
Volume 130
Pages 432-3
Authors Harada K, Sakurai K, Ikemura K, Ogura T, Hirota S, Shimada H, Hayashi T
Title Evaluation of the functional role of the heme-6-propionate side chain in cytochrome P450cam.
Related PDB 2zaw 2zax
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Comments
Putidaredoxin (PDB;1oqq) is a electron-transfer protein from Pseudomonas putida, which is homologous to ferredoxin (PDB;1a70), with [2Fe-2S] as a cofactor. This enzyme accepts one electron at a time from putidaredoxin, indicating that the two association-dissociation interactions between this enzyme and putidaredoxin occur.
(A) Electron transfer from [2Fe-2S] (of putidaredoxin) to heme group of this enzyme, reducing the heme-iron from the ferric (FeIII) to the ferrous state (FeII):
(A1) Indirect transfer from [2Fe-2S] to Asp38 through Cys39 (bound to [2Fe-2S]) (of putidaredoxin).
(A2) Indirect transfer from Asp38 (of putidaredoxin) to Heme propionate group (acidic group) through Arg112 (of this enzyme) (see [31]).
(C) Electron transfer from [2Fe-2S] (of putidaredoxin) to heme group of this enzyme, decomposing the oxygenated intermediate:
The following reactions involve proton shuttle through Lys178, Arg186, Asp251, Thr252 (see [37], [41]).
(B) Oxygenation of camphor by O2 at heme, giving 5-hydroxycamphor and water (H2O):
(B1) Peroxygenation step from O2 to produce O-OH:
(B2) Water(H2O) release from the active site:
(B3) Hydroxylation step of camphor:

Created Updated
2004-10-21 2009-02-26