过氧化物酶催化的硝化反应研究进展孙士铸

7　15　200781671-1819(2007)15-3838-07　　　　　　　ScienceTechnologyandEngineering　Vo.l7　No.15　Aug.2007　2007　Sc.iTech.Engng.　过氧化物酶催化的硝化反应研究进展孙士铸(,257091)摘　要　过氧化物酶是一类广泛存在于动植物体内的氧化还原酶,可催化多种反应;在H2O2/NO-2体系下,过氧化物酶可以催化酚类以及其他芳香族化合物的硝化,对过氧化酶用途、催化的硝化反应及其硝化机理做简要的综述。关键词　过氧化物酶　　ONOO-　　硝化中图法分类号　Q505;　　文献标识码　B200743　　,、、,,。H2O2、,、、、、。,、。,,,;。。1　过氧化物酶催化的反应及其应用1.1　、,H2O2,200。,IX[1]。、;、C;;Mn。,、、。2080,,aeruginesa[2],Phanerochaetechrysospo-rium[3],[4],、[5,6]。。,,,,,,β-。GlyPro,Asp107Arg132(Lip)。1.2　Fe(Ⅲ)-IX,,,,FeHis。H2O2,,HisArg。-,Mn+-MnP[7]。,X[8][9],Asp235H,(His336),,H2O2,His15Arg239O-O。H2O2,、,:[10]、[11]、[12]、[13]。(HRP),HRP,、、。,HRPH2O2H2O2;HRP,[14]。,,,,、、[15,16]。,HRP,。(SHP),98%[17];(CPO),[18];,[19]。,,。,[20];(PMSF)IgM(Ser),(H2Se)(GSH-Px)[21];Cu(biap)Cl2,H2O2,[22]。,[23,24]。2　过氧化物酶催化的硝化反应、。3-NT,,。。2.1　、,,[25]、[26]、[27]、[28]3-NT。,ONOO-,383915:　Oguno[29]NaN3/H2O2,。,、、。Jacinda[30]H2O2/NO2,(H2O2ClHOCl,HOCl。)。YangxinFu[31],。。,NMDA(N--D),,M40403,MnSOD[32]。,,:、,,[33],[34,35]。,ⅠⅡ,,NO2。,NO2。[36—39];,,NO2°,ONOO-[40—43];Enrico[44],,NO2°。2.2　2.2.1　苯酚的传统硝化,,。,;,2,4-2,4,6-()。,,,[45]。2.2.2　传统硝化方法的改进,。[46]-,,,,。、,、,,74.4%[47]。,,,[48]。,,,。,,,,,[49];Esakkidurai,,,[50]。Mohammad、、NaNO2,,[51]。,N2O4,,[52]。,,,Rajagopal[53]Fe(NO3)3,45min,85%,Fe(NO3)3,(5—15)h;。3840　　　　　　72.2.3　ONOO-催化的酚类化合物硝化1990,Beckman[54]ONOO-,ONOO-,。ONOO-,,ONOOH。ONOO-,、,DNA,ONOO-,,、,;,。Giannopoulou[55],3-。,ONOO-———,[56]。ONOO-,[57]。,[58]、P53[59]、P450[60]。,ONOO-、,Susana[61]ONOO-,,。Gilbert[62]Mn+,ONOO-,。Halfpenny[63]ONOO-,ONOO-NO2。,NO2。。CO2。Ra-di[64]CO2ONOO-ONOOCO-2,。Jean[65]CO2ONOO-,ONOOCO-2。2.2.4　过氧化物酶催化酚类化合物硝化(),,,,。Yasuko[66]p-,。:HRPH2O2,,、p-。H2O2/NO2,H2O2/NO2;Shibata[67],H2O2NO-2NO°2。RemyR[68,69]3A3-H2O2/NO2,,,2-4-,,2-。Shibata,,(Phe°)NO°2,。Cheryl,,,,。,NO2-、H2O2、pH、。,,40%,,[70]。2.3　,。17β,H2O2/NO2384115:　,、,,2-17β、4-17β、2,4-17β。、[71]。[71],,3,4-,H2O2,4,5-3,4-。Dawei。3,4-,NO°2[72]。,Ac-Trp-NH2、Ac-Trp-OEt、Boc-Trp-Gly-OEt[73]。3　结束语、、、,,,、。,,,,。　　　1　DunfordHB,StillmanJS.Onthefunctionandmechanismofactionofperoxidases.CoordChemRevi,1976;19(3):187—1972　VilmisF,ChristopherJR,ColinG,etal.Ctystalstructureofthedi-haemcytochromecperoxidasefrompseudmonasaeruginose.Struc-ture,1995;3(11):1225—12333　ChoinowskiWB,WinterhalterKH,PiontekKK.Thecrystalstruc-tureofligninperoxidaseat1.70°AresolutionrevealsahydroxygroupontheCboftryptophan171:anovelradicalsiteformedduringtheredoxcycle.JMolBiol,1999;286(1):809—8274　BinR,WenhuH,BjornAKetal.Thecrystalstructureofseleno-glutathioneperoxidasefromhumanplasmaat2.9°Aresolution.JMolBiol,1997;268(9):869—8855　DavidJS,NenadB,RobertBH,etal.Thecrystalstructureofpea-nutperoxidase.Structure,1996;4(7):311—3216　KarenGW,YvonneBL.Covalentstructureofsoybeanseedcoatperoxidase;BiochimicaetBiophysicaActa,2004;1698(5):121—1267　　..,2000;8(2):51—668　ZengJ,FennaRE.X-raycrystalstructureofcaninemyeloperoxidaseat3°Aresolution,JMolBiol,1992;226(6):185—2079　JacquetA,Garcia-QuintanaL,DeleersnyderV,etal.Site-directedmutagenesisofhumanmyeloperoxidase.BiochemBiophysResCom-mun,1994;202(2):73—8110　CasellaL.Mechanismofenantioselectiveoxygenationofsulfidescat-alyzedbychloroperoxidaseandhorseradishperoxidase,spectralstud-iesandcharacterizationofenzyme-substratecomplexes.Biochemis-try,1992;31(9):9451—945911　FranssenMC,PlasHC.ThereactivityofMgsubstutedhorseradishperoxidase.ApplMicrobial,1992;37(1):41—9812　AgistiniE,HernandezRJ,ArnaoMB,etal.PeroxidasecatalyzedorganicreactionsusingH2O2asasubstrate.ApplBiochem,2002;35(10):1—713　GorzynskiS.Thecharacterizationandpropertiesofperoxidase.Syn-thesis,1994;8(5):629—65614　　..,1999;15(5):418—42515　HatakkaAL.Enzymefromselectedwhite-rotfungi:productionandroleinlignindegradation.FEMSMicrobiolRev,1994;13(7):125—13516　.(MnP).,2003;13(2):45—4817　..,2004;23(5):136—14218　　..,1999;7(3):161—16819　..,2002;22(10):710—71720　..,2004;32(1):153—15621　　..3842　　　　　　7,1994;10(3):124—12822　..,2003;15(6):149—15323　..(),2003;49(6):765—768.24　　..,2004;15(2):142—14525　StephenW,StephenMB.Molecularmechanismsofnitricoxide-in-ducedgrowtharrestandapoptosisinfetalpulmonaryarterialsmoothmusclecells.NitricOxide,2003;9(3):201—21026　BruckdorferKR,AcadCR.Thenitrationofproteinsinplatelets.LifeSciences,2001;324(4):611—61527　GeorgeP,AkihikoN,KeisukeH,etal.OxidativedamageinAlzhe-imer'sdisease:themetabolicdimension.JDevlNeuroscience,2000;18(12):417—42128　GuestE,BrookeTM.Serialreview:roleofreactiveoxygenandni-trogenspecies(ROS/RNS).FreeRadicalBiologyMedicine,2003,35(3):213—22529　OginoK,etal.Fastandsimplifiedtechniqueofproximityeffectcorrectionforultralargescaleintegratedcircuitpatternsinelectron-beamprojectionlithography.FreeRadicRes,2001;35(10):735—74730　JacindaBS,YaoZuY,HenryR,etal.Myeloperoxidaseandhorse-radishperoxidasecatalyzetyrosinenitrationinproteinsfromnitriteandhydrogenperoxide.ArchivesofBiochemistryandBiophysics,1998,356(2):207—21331　YangxinF,CharlesC,MccorM,etal.Saccharideandinterferon-g-inducdenitricoxideproductionandproyeinoxidationinmouserperiyonealmacrophagesareaffectedbyglutathioneperoxidase-1　geneknockou.tFreeRadicalBiologyMedicine,2001;31(4):450—45932　LeeAM.illan-Crowz,ThompsonJA.Tyrosinemodificat