OALib Journal期刊
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天然酶和仿生材料对o―o键活化的机理及环境学应用研究进展
DOI: 10.13232/j.cnki.jnju.2014.04.001
Keywords: o―o键活化,酶,仿生催化剂,有机污染物氧化
Abstract:
?近年来,有机污染物的催化氧化去除受到越来越多的重视,但是以氧气或过氧化氢绿色催化剂的使用因o―o键活化的效率低下而受到限制.本文综述了不同种类氧化酶和加氧酶包括以多铜原子为中心(mcos,如漆酶)和以卟啉/非卟啉铁为中心(hcos,如细胞色素p450酶等)的氧化酶和加氧酶的o―o键活化机理.前者活性中心以4个铜原子组成,与其结合的氧气分子通过4电子过程实现o―o键断裂;后者主要以单个铁原子为活性中心,于铁配位的基团及铁的配合状态决定与其结合的氧气或过氧化氢分子中o―o键断裂机理.同时本文也对仿生催化材料在o―o键活化方面的工作进行了综述,其中主要包括对酶催化活性中心的模拟和支撑材料的选择.本综述旨在为o―o键活化的仿生催化剂设计和环境应用提供参考.
References
[1] | joblings,reynoldst,whiter,etal.avarietyofenvironmentallypersistentchemicals,includingsomephthalateplastivizers,areweaklyestrogenic.environmentalhealthperspectives,1995,103(6):582-587.
|
[2] | banatim,nigamp,singhd,etal.microbialdecolorizationoftextile-dye-containingeffluents:areview.bioresourcetechnology,1996,58(3):217-227.
|
[3] | pera-titusm,garcia-molinav,banosma,etal.degradationofchlorophenolsbymeansofadvancedoxidationprocesses:ageneralreview.appliedcatalysisb:environmental,2004,47(4):219-256;
|
[4] | klavariotim,mantzavinosd,kassinosd.removalofresidualpharmaceuticalsfromaqueoussystemsbyadvancedoxidationprocesses.environmentinternational,2009,35(2):402-417.
|
[5] | jiangj,pangsy,maj.oxidationoftriclosanbypermanganate(mn(vii)):importanceofligandsandinsituformedmanganeseoxides.environmentalscience&technology,2009,43(21):8326-8331.
|
[6] | kasprzyk-hordernb,ziolekm,nawrockij.catalyticozonationandmethodsofenhancingmolecularozonereactionsinwatertreatment.appliedcatalysisb:environmental,2003,46(4):639-669;
|
[7] | ternesta,stuberj,herrmannn,etal.ozonation:atoolforremovalofpharmaceuticals,contrastmediaandmuskfragrancesfromwastewater?waterresearch,2003,37(8):1976-1982.
|
[8] | breslowr.biomimeticchemistryandartificialenzymes:catalysisbydesign.accountsofchemicalresearch,1995,28(3):146-153.
|
[9] | messerschmidta,lueckeh,huberr.x-raystructuresandmechanisticimplicationsofthreefunctionalderivativesofascorbateoxidasefromzucchini:reduced,peroxideandazideforms.journalofmolecularbiology,1993,230(3):997-1014.
|
[10] | lowerymd,guckertja,gebhardms,etal.active-siteelectronicstructurecontributionstoelectron-transferpathwaysinrubredoxinandplastocyanin:directversussuperexchange.journaloftheamericanchemicalsociety,1993,115(7):3012-3013.
|
[11] | xuf,shinw,brownsh,etal.astudyofaseriesofrecombinantfungallaccasesandbilirubinoxidasethatexhibitsignificantdifferencesinredoxpotential,substratespecificity,andstability.biochimicaetbiophysicaacta(bba)-proteinstructureandmolecularenzymology,1996,1292(2):303-311.
|
[12] | augustineaj,kjaergaardc,qayyumm,etal.systematicperturbationofthetrinuclearcopperclusterinthemulticopperoxidases:theroleofactivesiteasymmetryinitsreductionofo2toh2o.journaloftheamericanchemicalsociety,2010,132(17):6057-6067.
|
[13] | solomonei,augustineaj,yoonj.o2reductiontoh2obythemulticopperoxidases.daltontransactions,2008,(30):3921-3932.
|
[14] | woertinkjs,tianl,maitid,etal.spectroscopicandcomputationalstudiesofanend-onboundsuperoxo-cu(ii)complex:geometricandelectronicfactorsthatdeterminethegroundstate.inorganicchemistry,2010,49(20):9450-9459.
|
[15] | shinw,sundaramum,colejl,etal.chemicalandspectroscopicdefinitionoftheperoxide-levelintermediateinthemulticopperoxidases:relevancetothecatalyticmechanismofdioxygenreductiontowater.journaloftheamericanchemicalsociety,1996,118(13):3202-3215.
|
[16] | solomonei,chenp,metzm,etal.oxygenbinding,activation,andreductiontowaterbycopperproteins.angewandtechemie-internationaledition,2001,40(24):4570-4590.
|
[17] | clarkpa,solomonei.magneticcirculardichroismspectroscopicdefinitionoftheintermediateproducedinthereductionofdioxygentowaterbynativelaccase.journaloftheamericanchemicalsociety,1992,114(3):1108-1110.
|
[18] | bachrd,ayalapy,schlegelh.areassessmentofthebonddissociationenergiesofperoxides.anabinitiostudy.journaloftheamericanchemicalsociety,1996,118(50):12758-12765.
|
[19] | farvero,pechti.lowactivationbarrierscharacterizeintramolecularelectrontransferinascorbateoxidase.proceedingsofthenationalacademyofsciences,1992,89(17):8283-8287.
|
[20] | gómezjl,bódaloagómeze,etal.anewmethodtoestimateintrinsicparametersintheping-pongbisustratekinetic:applicationtotheoxipolymerizationofphenol.americanjournalofbiochemistryandbiotechnology,2005,1(2):115-120.
|
[21] | berglundgi,carlssongh,smithat,etal.thecatalyticpathwayofhorseradishperoxidaseathighresolution.nature,2002,417(6887):463-468.
|
[22] | yamaguchik,watanabey,morishimai.directobservationofthepusheffectontheoxygen-oxygenbondcleavageofacylperoxoiron(iii)porphyrincomplexes.journaloftheamericanchemicalsociety,1993,115(10):4058-4065.
|
[23] | momenteaum,reedca.syntheticheme-dioxygencomplexes.chemicalreview,1994,94(3):659-698.
|
[24] | grovesjt.thebioinorganicchemistryofironinoxygenasesandsupramolecularassemblies.proceedingsofthenationalacademyofsciences,2003,100(7):3569-3574.
|
[25] | guengerichfp.mechanismsofcytochromep450substrateoxidation:minireview.journalofbiochemicalandmoleculartoxicology,2007,21(4):163-168.
|
[26] | guengerichf.reactionsandsignificanceofcytochromep-450enzymes.journalofbiologicalchemistry,1991,266(16):10019-10022.
|
[27] | solomonei,brunoldtc,davismi,etal.geometricandelectronicstructure/functioncorrelationsinnon-hemeironenzymes.chemicalreview,1999,100(1):235-350.
|
[28] | romanom,clàriaj.cyclooxygenase-2and5-lipoxygenaseconvergingfunctionsoncellproliferationandtumorangiogenesis:implicationsforcancertherapy.thefasebjournal,2003,17(14):1986-1995.
|
[29] | costasm,mehnmp,jensenmp,etal.dioxygenactivationatmononuclearnonhemeironactivesites:enzymes,models,andintermediates.chemicalreview,2004,104(2):939-986.
|
[30] | hanauske-abelhm,popowiczam.thehagmechanism:amolecularrationaleforthetherapeuticapplicationofironchelatorsinhumandiseasesinvolvingthe2-oxoacidutilizingdioxygenases.currentmedicinalchemistry,2003,10(12):1005-1019.
|
[31] | kryatovsv,rybak-akimovaev,schindlers.kineticsandmechanismsofformationandreactivityofnon-hemeironoxygenintermediates.chemicalreview,2005,105(6):2175-2226.
|
[32] | krajewskab.applicationofchitin-andchitosan-basedmaterialsforenzymeimmobilizations:areview.enzymeandmicrobialtechnology,2004,35(2-3):126-139.
|
[33] | almarssono,bruicetc.ahomolyticmechanismofo-obondscissionprevailsinthereactionsofalkylhydroperoxideswithanoctacationictetraphenylporphinato-iron(iii)complexinaqueoussolution.journaloftheamericanchemicalsociety,1995,117(16):4533-4544.
|
[34] | choj,jeons,wilsonsa,etal.structureandreactivityofamononuclearnon-haemiron(iii)?peroxocomplex.nature,2011,478(7370):502-505.
|
[35] | choj,sarangir,kanghy,etal.synthesis,structural,andspectroscopiccharacterizationandreactivitiesofmononuclearcobalt(iii)-peroxocomplexes.journaloftheamericanchemicalsociety,2010,132(47):16977-16986.
|
[36] | bediouif.zeolite-encapsulatedandclay-intercalatedmetalporphyrin,phthalocyanineandschiff-basecomplexesasmodelsforbiomimeticoxidationcatalysts:anoverview.coordinationchemistryreviews,1995,144(0):39-68.
|
[37] | novoselovks,geimak,morozovsv,etal.electricfieldeffectinatomicallythincarbonfilms.science,2004,306(5696):666-669.
|
[38] | itoht,yamadat,koderay,etal.hemin(fe3+)-andheme(fe2+)-smectiteconjugatesasamodelofhemoproteinbasedonspectrophotometry.bioconjugatechemistry,2001,12(1):3-6.
|
[39] | kurosawam,itoht,koderay,etal.formationofabioconjugatecomposedofhemin,smectite,andquaternaryammoniumchloridethatissolubleandactiveinhydrophobicmedia.bioconjugatechemistry,2002,13(2):167-171.
|
[40] | daughtoncg,ternesta.pharmaceuticalsandpersonalcareproductsintheenvironment:agentsofsubtlechange?environmentalhealthperspectives,1999,107(suppl6):907-938.
|
[41] | gogatepr,panditab.areviewofimperativetechnologiesforwastewatertreatmenti:oxidationtechnologiesatambientconditions.advancesinenvironmentalresearch,2004,8(3-4):501-551.
|
[42] | yangx,guowh,zhangx,etal.formationofdisinfectionby-productsafterpre-oxidationwithchlorinedioxideorferrate.waterresearch,2013,47(15):5856-5864.
|
[43] | wenkj,aeschbacherm,salhie,etal.chemicaloxidationofdissolvedorganicmatterbychlorinedioxide,chlorine,andozone:effectsonitsopticalandantioxidantproperties.environmentalscience&technology,2013,47(19):11147-11156.
|
[44] | pignatellojj,oliverose,mackaya.advancedoxidationprocessesfororganiccontaminantdestructionbasedonthefentonreactionandrelatedchemistry.criticalreviewsinenvironmentalscienceandtechnology,2006,36(1):1-84.
|
[45] | neyense,baeyensj.areviewofclassicfenton’speroxidationasanadvancedoxidationtechnique.journalofhazardousmaterials,2003,98(1-3):33-50.
|
[46] | magarioi,einschlagfsg,ruedaeh,etal.mechanismsofradicalgenerationintheremovalofphenolderivativesandpigmentsusingdifferentfe-basedcatalyticsystems.journalofmolecularcatalysisa:chemical,2012,352:1-20.
|
[47] | wangq,yangz,zhangx,etal.asupramolecular-hydrogel-encapsulatedheminasanartificialenzymetomimicperoxidase.angewandtechemie-internationaledition,2007,46(23):4285-4289.
|
[48] | takahashia,kurahashit,fujiih.effectofimidazoleandphenolateaxialligandsontheelectronicstructureandreactivityofoxoiron(iv)porphyrinπ-cationradicalcomplexes:drasticincreaseinoxo-transferandhydrogenabstractionreactivities.inorganicchemistry,2009,48(6):2614-2625.
|
[49] | strongpj,claush.laccase:areviewofitspastanditsfutureinbioremediation.criticalreviewsinenvironmentalscienceandtechnology,2011,41(4):373-434.
|
[50] | veitchnc.horseradishperoxidase:amodernviewofaclassicenzyme.phytochemistry,2004,65(3):249-259.
|
[51] | capaldira.structureandfunctionofcytochrome-coxidase.annualreviewofbiochemistry,1990,59:569-596.
|
[52] | sonom,roachmp,coultered,etal.heme-containingoxygenases.chemicalreview,1996,96(7):2841-2888.
|
[53] | solomonei,sundaramum,machonkinte.multicopperoxidasesandoxygenases.chemicalreview,1996,96(7):2563-2606.
|
[54] | meunierb,devissersp,shaiks.mechanismofoxidationreactionscatalyzedbycytochromep450enzymes.chemicalreview,2004,104(9):3947-3980.
|
[55] | solomonei,ginsbachjw,heppnerde,etal.copperdioxygen(bio)inorganicchemistry.faradaydiscussions,2011,148(0):11-39.
|
[56] | kjaergaardch,durandf,tascaf,etal.spectroscopicandcrystallographiccharacterizationof“alternativeresting”and“restingoxidized”enzymeformsofbilirubinoxidase:implicationsforactivityandelectrochemicalbehaviorofmulticopperoxidases.journaloftheamericanchemicalsociety,2012,134(12):5548-5551.
|
[57] | magnuska,hazesb,ton-thath,etal.crystallographicanalysisofoxygenatedanddeoxygenatedstatesofarthropodhemocyaninshowsunusualdifferences.proteins:structure,function,andbioinformatics,1994,19(4):302-309.
|
[58] | yoonj,fujiis,solomonei.geometricandelectronicstructuredifferencesbetweenthetype3coppersitesofthemulticopperoxidasesandhemocyanin/tyrosinase.proceedingsofthenationalacademyofsciences,2009,106(16):6585-6590.
|
[59] | colejl,tango,yangek,etal.reactivityofthelaccasetrinuclearcopperactivesitewithdioxygen:anx-rayabsorptionedgestudy.journaloftheamericanchemicalsociety,1990,112(6):2243-2249.
|
[60] | kyritsisp,messerschmidta,huberr,etal.pulse-radiolysisstudiesontheoxidisedformofthemulticopperenzymeascorbateoxidase:evidencefortwointramolecularelectron-transfersteps.journalofthechemicalsociety,daltontransactions.1993,(5):731-735.
|
[61] | shul’pingb.metal-catalyzedhydrocarbonoxygenationsinsolutions:thedramaticroleofadditives:areview.journalofmolecularcatalysisa:chemical,2002,189(1):39-66.
|
[62] | abu-omarmm,loaizaa,hontzeasn.reactionmechanismsofmononuclearnon-hemeironoxygenases.chemicalreview,2005,105(6):2227-2252.
|
[63] | denisovig,makristm,sligarsg,etal.structureandchemistryofcytochromep450.chemicalreview,2005,105(6):2253-2278.
|
[64] | veitchnc.horseradishperoxidase:amodernviewofaclassicenzyme.phytochemistry,2004,65(3):249-259.
|
[65] | howesbd,feisa,raimondil,etal.thecriticalroleoftheproximalcalciumioninthestructuralpropertiesofhorseradishperoxidase.journalofbiologicalchemistry,2001,276(44):40704-40711.
|
[66] | dawsonj,holmr,trudellj,etal.letter:oxidizedcytochromep-450.magneticcirculardichroismevidenceforthiolateligationinthesubstrate-boundform.implicationsforthecatalyticmechanism.journaloftheamericanchemicalsociety,1976,98(12),3707-8.
|
[67] | pylypenkoo,vitalif,zerbek,etal.crystalstructureofoxyc,acytochromep450implicatedinanoxidativec-ccouplingreactionduringvancomycinbiosynthesis.journalofbiologicalchemistry,2003,278(47):46727-46733.
|
[68] | halimez,kotanih,liy,etal.homogeneouscatalytico2reductiontowaterbyacytochromecoxidasemodelwithtrappingofintermediatesandmechanisticinsights.proceedingsofthenationalacademyofsciences,2011,108(34):13990-13994.
|
[69] | rodríguez-lópezjn,lowedj,hernández-ruizj,etal.mechanismofreactionofhydrogenperoxidewithhorseradishperoxidase:identificationofintermediatesinthecatalyticcycle.journaloftheamericanchemicalsociety,2001,123(48):11838-11847.
|
[70] | dawsonjh.probingstructure-functionrelationsinheme-containingoxygenasesandperoxidases.science,1988,240(4851):433-439.
|
[71] | stillmanm.formationandelectronicpropertiesofring-oxidizedandring-reducedradicalspeciesofthephthalocyaninesandporphyrins.journalofporphyrinsandphthalocyanines,2000,4(4):374-376.
|
[72] | fukuzumis.electrontransferchemistryofmetalloporphyrinsandrelatedmetalcomplexes.journalofporphyrinsandphthalocyanines,2000,4(4):398-400.
|
[73] | deya,jiangy,ortizdemontellanop,etal.sk-edgexasanddftcalculationsoncytochromep450:covalentandioniccontributionstothecysteine-febondandtheircontributiontoreactivity.journaloftheamericanchemicalsociety,2009,131(22):7869-7878.
|
[74] | auclaik,moënne-loccozp,ortizdemontellanopr.rolesoftheproximalhemethiolateligandincytochromep450cam.journaloftheamericanchemicalsociety,2001,123(21):4877-4885.
|
[75] | boerjanw,ralphj,baucherm.ligninbiosynthesis.annualreviewofplantbiology,2003,54(1):519-546.
|
[76] | broderickj.catecholdioxygenases.essaysinbiochemistry,1999,34:173-189.
|
[77] | saton,uragamiy,nishizakit,etal.crystalstructuresofthereactionintermediateanditshomologueofanextradiol-cleavingcatecholicdioxygenase.journalofmolecularbiology,2002,321(4):621-636.
|
[78] | sanvoisinj,langleygj,buggtd.mechanismofextradiolcatecholdioxygenases:evidenceforalactoneintermediateinthe2,3-dihydroxyphenylpropionate1,2-dioxygenasereaction.journaloftheamericanchemicalsociety,1995,117(29):7836-7837.
|
[79] | kovalevaeg,lipscombjd.versatilityofbiologicalnon-hemefe(ii)centersinoxygenactivationreactions.naturechemicalbiology,2008,4(3):186-193.
|
[80] | hausingerrp.fe(ii)/α-ketoglutarate-dependenthydroxylasesandrelatedenzymes.criticalreviewsinbiochemistryandmolecularbiology,2004,39(1):21-68.
|
[81] | groothaertmh,smeetspj,selsbf,etal.selectiveoxidationofmethanebythebis(μ-oxo)dicoppercorestabilizedonzsm-5andmordenitezeolites.journaloftheamericanchemicalsociety,2005,127(5):1394-1395.
|
[82] | smeetspj,hadtrg,woertinkjs,etal.oxygenprecursortothereactiveintermediateinmethanolsynthesisbycu-zsm-5.journaloftheamericanchemicalsociety,2010,132(42):14736-14738.
|
[83] | woertinkjs,smeetspj,groothaertmh,etal.a[cu2o]2+coreincu-zsm-5,theactivesiteintheoxidationofmethanetomethanol.proceedingsofthenationalacademyofsciences,2009,106(45):18908-18913.
|
[84] | vanelderenp,hadtrg,smeetspj,etal.cu-zsm-5:abiomimeticinorganicmodelformethaneoxidation.journalofcatalysis2011,284(2):157-164.
|
[85] | christoforidiskc,louloudim,deligiannakisy.completedechlorinationofpentachlorophenolbyaheterogeneoussio2-fe-porphyrincatalyst.appliedcatalysisb:environmental,2010,95(3):297-302.
|
[86] | nazarik,shokrollahzadehs,mahmoudia,etal.iron(iii)protoporphyrin/mcm41catalystasaperoxidaseenzymemodel:preparationandtypicaltestreactions.journalofmolecularcatalysisa:chemical,2005,239(1-2):1-9.
|
[87] | geimak.graphene:statusandprospects.science,2009,324(5934):1530-1534.
|
[88] | xuet,jiangs,quy,etal.graphene-supportedheminasahighlyactivebiomimeticoxidationcatalyst.angewandtechemie2012,124(16):3888-3891.
|
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