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Volumn 15, Issue 3, 2010, Pages 361-372

Coupling and uncoupling mechanisms in the methoxythreonine mutant of cytochrome P450cam: A quantum mechanical/molecular mechanical study

Author keywords

Cytochrome P450; Methoxythreonine; O Methylthreonine; Proton transfer; Quantum mechanics Molecular mechanics

Indexed keywords

ASPARTIC ACID; CYTOCHROME P450; GLUTAMINE; MUTANT PROTEIN; THREONINE;

EID: 77949275172     PISSN: 09498257     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00775-009-0608-3     Document Type: Article
Times cited : (13)

References (58)
  • 3
    • 33845281095 scopus 로고
    • 10.1021/cr00081a015 1:CAS:528:DyaL2sXlsV2ku78%3D
    • JH Dawson M Sono 1987 Chem Rev 87 1255 1276 10.1021/cr00081a015 1:CAS:528:DyaL2sXlsV2ku78%3D
    • (1987) Chem Rev , vol.87 , pp. 1255-1276
    • Dawson, J.H.1    Sono, M.2
  • 4
    • 0039812510 scopus 로고    scopus 로고
    • 10.1021/cr9500500 1:CAS:528:DyaK28Xmt1Gmsr4%3D 11848843
    • M Sono MP Roach ED Coulter JH Dawson 1996 Chem Rev 96 2841 2888 10.1021/cr9500500 1:CAS:528:DyaK28Xmt1Gmsr4%3D 11848843
    • (1996) Chem Rev , vol.96 , pp. 2841-2888
    • Sono, M.1    Roach, M.P.2    Coulter, E.D.3    Dawson, J.H.4
  • 5
    • 0002819784 scopus 로고    scopus 로고
    • 1:CAS:528:DyaK2sXlsVymuw%3D%3D
    • WD Woggon 1997 Top Curr Chem 184 39 96 1:CAS:528:DyaK2sXlsVymuw%3D%3D
    • (1997) Top Curr Chem , vol.184 , pp. 39-96
    • Woggon, W.D.1
  • 8
    • 21844434930 scopus 로고    scopus 로고
    • Structure and chemistry of cytochrome P450
    • DOI 10.1021/cr0307143
    • IG Denisov TM Makris SG Sligar I Schlichting 2005 Chem Rev 105 2253 2278 10.1021/cr0307143 1:CAS:528:DC%2BD2MXjtl2ns70%3D 15941214 (Pubitemid 40951784)
    • (2005) Chemical Reviews , vol.105 , Issue.6 , pp. 2253-2277
    • Denisov, I.G.1    Makris, T.M.2    Sligar, S.G.3    Schlichting, I.4
  • 10
    • 50949105935 scopus 로고    scopus 로고
    • 10.1002/(SICI)1099-1409(200006/07)4:4<350::AID-JPP249>3.0.CO;2-G 1:CAS:528:DC%2BD3cXjtlOhsLc%3D
    • JT Groves 2000 J Porphyrins Phthalocyanines 4 350 352 10.1002/(SICI)1099-1409(200006/07)4:4<350::AID-JPP249>3.0.CO;2-G 1:CAS:528:DC%2BD3cXjtlOhsLc%3D
    • (2000) J Porphyrins Phthalocyanines , vol.4 , pp. 350-352
    • Groves, J.T.1
  • 11
    • 0033662502 scopus 로고    scopus 로고
    • 10.1002/(SICI)1099-1409(200006/07)4:4<353::AID-JPP258>3.0.CO;2-9 1:CAS:528:DC%2BD3cXjtlOhsb4%3D
    • B Meunier 2000 J Porphyrins Phthalocyanines 4 353 10.1002/(SICI)1099- 1409(200006/07)4:4<353::AID-JPP258>3.0.CO;2-9 1:CAS:528: DC%2BD3cXjtlOhsb4%3D
    • (2000) J Porphyrins Phthalocyanines , vol.4 , pp. 353
    • Meunier, B.1
  • 13
    • 1542378704 scopus 로고    scopus 로고
    • 10.1021/cr020628n 1:CAS:528:DC%2BD2cXnvFWjtg%3D%3D 14871146
    • M Costas MP Mehn MP Jensen L Que Jr 2004 Chem Rev 104 939 986 10.1021/cr020628n 1:CAS:528:DC%2BD2cXnvFWjtg%3D%3D 14871146
    • (2004) Chem Rev , vol.104 , pp. 939-986
    • Costas, M.1    Mehn, M.P.2    Jensen, M.P.3    Que Jr, L.4
  • 17
    • 0027994378 scopus 로고
    • 1:CAS:528:DyaK2cXhvVKjtbs%3D 8307990
    • NC Gerber SG Sligar 1994 J Biol Chem 269 4260 4266 1:CAS:528: DyaK2cXhvVKjtbs%3D 8307990
    • (1994) J Biol Chem , vol.269 , pp. 4260-4266
    • Gerber, N.C.1    Sligar, S.G.2
  • 18
    • 0000589432 scopus 로고
    • 10.1021/ja00048a081 1:CAS:528:DyaK38XlvVOiu7s%3D
    • NC Gerber SG Sligar 1992 J Am Chem Soc 114 8742 8743 10.1021/ja00048a081 1:CAS:528:DyaK38XlvVOiu7s%3D
    • (1992) J Am Chem Soc , vol.114 , pp. 8742-8743
    • Gerber, N.C.1    Sligar, S.G.2
  • 19
    • 0000747229 scopus 로고
    • 10.1021/ja00530a073 1:CAS:528:DyaL3cXktl2rtLs%3D
    • GH Loew MM Rohmer 1980 J Am Chem Soc 102 3655 3657 10.1021/ja00530a073 1:CAS:528:DyaL3cXktl2rtLs%3D
    • (1980) J Am Chem Soc , vol.102 , pp. 3655-3657
    • Loew, G.H.1    Rohmer, M.M.2
  • 21
    • 0028252981 scopus 로고
    • 10.1021/ja00105a007 1:CAS:528:DyaK2MXitlWns7c%3D 11539284
    • DL Harris GH Loew 1994 J Am Chem Soc 116 11671 11674 10.1021/ja00105a007 1:CAS:528:DyaK2MXitlWns7c%3D 11539284
    • (1994) J Am Chem Soc , vol.116 , pp. 11671-11674
    • Harris, D.L.1    Loew, G.H.2
  • 22
    • 0038541790 scopus 로고    scopus 로고
    • Haem-oxygen reactive intermediates: Catalysis by the two-step
    • DOI 10.1042/BST0310516
    • TM Makris IG Denisov SG Sligar 2003 Biochem Soc Trans 31 516 519 10.1042/BST0310516 1:CAS:528:DC%2BD3sXktF2isb4%3D 12773147 (Pubitemid 36750722)
    • (2003) Biochemical Society Transactions , vol.31 , Issue.3 , pp. 516-519
    • Makris, T.M.1    Denisov, I.G.2    Sligar, S.G.3
  • 23
    • 0026355810 scopus 로고
    • 10.1016/0014-5793(91)81398-R 1:CAS:528:DyaK38XktVehs7c%3D 1662641
    • R Davydov R Kappl J Huttermann JA Peterson 1991 FEBS Lett 295 113 115 10.1016/0014-5793(91)81398-R 1:CAS:528:DyaK38XktVehs7c%3D 1662641
    • (1991) FEBS Lett , vol.295 , pp. 113-115
    • Davydov, R.1    Kappl, R.2    Huttermann, J.3    Peterson, J.A.4
  • 26
    • 0033623690 scopus 로고    scopus 로고
    • 10.1021/ar960058b 1:CAS:528:DC%2BD3cXis1Oqt74%3D 10913233
    • M Newcomb PH Toy 2000 Acc Chem Res 33 449 455 10.1021/ar960058b 1:CAS:528:DC%2BD3cXis1Oqt74%3D 10913233
    • (2000) Acc Chem Res , vol.33 , pp. 449-455
    • Newcomb, M.1    Toy, P.H.2
  • 28
    • 0032500330 scopus 로고    scopus 로고
    • Theoretical investigation of the proton assisted pathway to formation of cytochrome P450 compound I
    • DOI 10.1021/ja981059x
    • DL Harris GH Loew 1998 J Am Chem Soc 120 8941 8948 10.1021/ja981059x 1:CAS:528:DyaK1cXlsVelsbY%3D (Pubitemid 28449173)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.35 , pp. 8941-8948
    • Harris, D.L.1    Loew, G.H.2
  • 29
    • 3142761726 scopus 로고    scopus 로고
    • Cytochrome P450CAM enzymatic catalysis cycle: A quantum mechanics/molecular mechanics study
    • DOI 10.1021/ja036123b
    • V Guallar RA Friesner 2004 J Am Chem Soc 126 8501 8508 10.1021/ja036123b 1:CAS:528:DC%2BD2cXkvVWqtbk%3D 15238007 (Pubitemid 38917973)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.27 , pp. 8501-8508
    • Guallar, V.1    Friesner, R.A.2
  • 31
    • 0242669318 scopus 로고    scopus 로고
    • Protein side-chain motion and hydration in proton-transfer pathways. Results for cytochrome p450cam
    • DOI 10.1021/ja016860c
    • S Taraphder G Hummer 2003 J Am Chem Soc 125 3931 3940 10.1021/ja016860c 1:CAS:528:DC%2BD3sXhslyntLk%3D 12656628 (Pubitemid 36512385)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.13 , pp. 3931-3940
    • Taraphder, S.1    Hummer, G.2
  • 33
    • 21944432511 scopus 로고    scopus 로고
    • Theoretical perspective on the structure and mechanism of cytochrome P450 enzymes
    • DOI 10.1021/cr030722j
    • S Shaik D Kumar SP de Visser A Altun W Thiel 2005 Chem Rev 105 2279 2328 10.1021/cr030722j 1:CAS:528:DC%2BD2MXisVWls7s%3D 15941215 (Pubitemid 40947949)
    • (2005) Chemical Reviews , vol.105 , Issue.6 , pp. 2279-2328
    • Shaik, S.1    Kumar, D.2    De Visser, S.P.3    Altun, A.4    Thiel, W.5
  • 34
    • 0037139511 scopus 로고    scopus 로고
    • Searching for the second oxidant in the catalytic cycle of cytochrome P450: A theoretical investigation of the iron(III)-hydroperoxo species and its epoxidation pathways
    • DOI 10.1021/ja0171963
    • F Ogliaro SP de Visser S Cohen PK Sharma S Shaik 2002 J Am Chem Soc 124 2806 2817 10.1021/ja0171963 1:CAS:528:DC%2BD38Xht1Gku7k%3D 11890833 (Pubitemid 34251791)
    • (2002) Journal of the American Chemical Society , vol.124 , Issue.11 , pp. 2806-2817
    • Ogliaro, F.1    De Visser, S.P.2    Cohen, S.3    Sharma, P.K.4    Shaik, S.5
  • 35
    • 33745461413 scopus 로고    scopus 로고
    • The Poulos-Kraut mechanism of Compound I formation in horseradish peroxidase: A QM/MM Study
    • DOI 10.1021/jp055412e
    • E Derat S Shaik 2006 J Phys Chem B 110 10526 10533 10.1021/jp055412e 1:CAS:528:DC%2BD28XktFeitrg%3D 16722763 (Pubitemid 43952949)
    • (2006) Journal of Physical Chemistry B , vol.110 , Issue.21 , pp. 10526-10533
    • Derat, E.1    Shaik, S.2
  • 36
    • 67649388526 scopus 로고    scopus 로고
    • 10.1021/jp902932p 1:CAS:528:DC%2BD1MXlvVWmtbs%3D 19438188
    • K Sen JC Hackett 2009 J Phys Chem B 113 8170 8182 10.1021/jp902932p 1:CAS:528:DC%2BD1MXlvVWmtbs%3D 19438188
    • (2009) J Phys Chem B , vol.113 , pp. 8170-8182
    • Sen, K.1    Hackett, J.C.2
  • 37
    • 33749520822 scopus 로고    scopus 로고
    • QM/MM study of mechanisms for compound I formation in the catalytic cycle of cytochrome P450cam
    • DOI 10.1021/ja063439l
    • J Zheng D Wang W Thiel S Shaik 2006 J Am Chem Soc 128 13204 13215 10.1021/ja063439l 1:CAS:528:DC%2BD28XpsF2itLo%3D 17017800 (Pubitemid 44527690)
    • (2006) Journal of the American Chemical Society , vol.128 , Issue.40 , pp. 13204-13215
    • Zheng, J.1    Wang, D.2    Thiel, W.3    Shaik, S.4
  • 38
    • 39049139022 scopus 로고    scopus 로고
    • Quantum mechanical/molecular mechanical study of mechanisms of heme degradation by the enzyme heme oxygenase: The strategic function of the water cluster
    • DOI 10.1021/ja076679p
    • H Chen Y Moreau E Derat S Shaik 2008 J Am Chem Soc 130 1953 1965 10.1021/ja076679p 1:CAS:528:DC%2BD1cXntVelsg%3D%3D 18201087 (Pubitemid 351238645)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.6 , pp. 1953-1965
    • Chen, H.1    Moreau, Y.2    Derat, E.3    Shaik, S.4
  • 40
    • 67749089303 scopus 로고    scopus 로고
    • 10.1021/ja808744k 1:CAS:528:DC%2BD1MXjtFyqsb4%3D 19281168
    • M Altarsha T Benighaus D Kumar W Thiel 2009 J Am Chem Soc 131 4755 4763 10.1021/ja808744k 1:CAS:528:DC%2BD1MXjtFyqsb4%3D 19281168
    • (2009) J Am Chem Soc , vol.131 , pp. 4755-4763
    • Altarsha, M.1    Benighaus, T.2    Kumar, D.3    Thiel, W.4
  • 43
    • 13444280252 scopus 로고    scopus 로고
    • cam complexes
    • DOI 10.1021/jp0459108
    • A Altun W Thiel 2005 J Phys Chem B 109 1268 1280 10.1021/jp0459108 1:CAS:528:DC%2BD2cXhtFGgsLnO 16851091 (Pubitemid 40206840)
    • (2005) Journal of Physical Chemistry B , vol.109 , Issue.3 , pp. 1268-1280
    • Altun, A.1    Thiel, W.2
  • 44
    • 0032581042 scopus 로고    scopus 로고
    • Understanding the role of the essential Asp251 in cytochrome P450cam using site-directed mutagenesis, crystallography, and kinetic solvent isotope effect
    • DOI 10.1021/bi980189f
    • M Vidakovic SG Sligar H Li TL Poulos 1998 Biochemistry 37 9211 9219 10.1021/bi980189f 1:CAS:528:DyaK1cXjslWkt7k%3D 9649301 (Pubitemid 28307674)
    • (1998) Biochemistry , vol.37 , Issue.26 , pp. 9211-9219
    • Vidakovic, M.1    Sligar, S.G.2    Li, H.3    Poulos, T.L.4
  • 48
    • 0000189651 scopus 로고
    • 10.1063/1.464913 1:CAS:528:DyaK3sXisVWgtrw%3D
    • AD Becke 1993 J Chem Phys 98 5648 5652 10.1063/1.464913 1:CAS:528:DyaK3sXisVWgtrw%3D
    • (1993) J Chem Phys , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 49
    • 27344448074 scopus 로고
    • 10.1063/1.448975 1:CAS:528:DyaL2MXht1SjtLY%3D
    • PJ Hay WR Wadt 1985 J Chem Phys 82 299 310 10.1063/1.448975 1:CAS:528:DyaL2MXht1SjtLY%3D
    • (1985) J Chem Phys , vol.82 , pp. 299-310
    • Hay, P.J.1    Wadt, W.R.2
  • 50
    • 0347170005 scopus 로고
    • 10.1063/1.1677527 1:CAS:528:DyaE38XptVemsw%3D%3D
    • WJ Hehre K Ditchfield JA Pople 1972 J Chem Phys 56 2257 2261 10.1063/1.1677527 1:CAS:528:DyaE38XptVemsw%3D%3D
    • (1972) J Chem Phys , vol.56 , pp. 2257-2261
    • Hehre, W.J.1    Ditchfield, K.2    Pople, J.A.3
  • 53
    • 0345713551 scopus 로고    scopus 로고
    • 10.1021/jp9536514 1:CAS:528:DyaK28Xjt1Whur0%3D
    • D Bakowies W Thiel 1996 J Phys Chem 100 10580 10594 10.1021/jp9536514 1:CAS:528:DyaK28Xjt1Whur0%3D
    • (1996) J Phys Chem , vol.100 , pp. 10580-10594
    • Bakowies, D.1    Thiel, W.2
  • 55
    • 0030175155 scopus 로고    scopus 로고
    • DL-POLY-2.0: A general-purpose parallel molecular dynamics simulation package
    • DOI 10.1016/S0263-7855(96)00043-4, PII S0263785596000434
    • W Smith TR Forester 1996 J Mol Graph 14 136 141 10.1016/S0263-7855(96) 00043-4 1:CAS:528:DyaK28Xmtlakuro%3D 8901641 (Pubitemid 26372493)
    • (1996) Journal of Molecular Graphics , vol.14 , Issue.3 , pp. 136-141
    • Smith, W.1    Forester, T.R.2


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