点击化学———释义与目标

i2001Sharpless,,ii,,iii,Sharpless,ivSharplessSharpless,,:,3,,,E2mail:[e-mail],,clickchemistry,,ii.(a)MosesJE,MoorhouseAD.Chem.Soc.Rev.,2007,36:12491262;(b)FournierD,HoogenboomR,SchubertUS.Chem.Soc.Rev.,2007,36:13691380;(c)AngellYL,BurgessK.Chem.Soc.Rev.,2007,36:16741689;(d)NandivadaH,JiangX,LahannJ.Adv.Mater.,2007,19:21972208iii.,,,,.,2006,26:271277iv.FinnMG,KolbHC,FokinVV,SharplessKB().,2007,60:976980:10052281X(2008)0120001204ClickChemistryDefinitionandAimsM.G.Finn,HartmuthC.Kolb,ValeryV.Fokin,andK.BarrySharpless,,,;,91063[1],100,,,(),,:,,,2(thenutsandbolts),150,,2001,,Scripps,[2],,,(),,,Sharpless,(),,(?);20120081PROGRESSINCHEMISTRYVol.20No.1Jan.,2008©1994-2008ChinaAcademicJournalElectronicPublishingHouse.Allrightsreserved.:(1),,2(2)2(,,)2(3),(4)(fusion)()()(5),1,,:CO,,,,1:Fig.1Ringopeningofepoxidesutilizingamines:aprototypicalclickreaction,(2)A.,,,,,2(Michaeladdition)B.(1)1,321,32;(2)(hydrazines)(hydroxylamineethers)(hydrazones)(oximes);(3)22,C.,,Diels2Alder1,32,2,Fig.2Clickchemistryemployshighlyenergetic,butselectivelyreactivegroups3(A)(B)2Fig.3Uncatalyzed(A)andcopper2catalyzed(B)versionsoftheazide2alkynecycloaddition(AAC)reaction22,(3A)(3B)2A.Michael1893[3],206080RolfHuisgen[4]2001,Meldal[5]Sharpless[6]AAC(azide2alkyne220©1994-2008ChinaAcademicJournalElectronicPublishingHouse.Allrightsreserved.),CuAAC,(),188P,,(,),,,1,32,,,,,,4,(clickchemistryinsitu),,,,,,,,,,4(clickchemistryinsitu)Fig.4Theclickchemistryinsitutechnique(clickchemistryinsitu),(neurotransmitterenzyme),(acetylcholinesterase)[7,8];(metabolicenzyme)[8],(carbonicanhydrase)[8];(HIV)(HIVprotease)[8],,,2,,,(attendantbioregulation),,,(conjugatestoproteinsandpolynucleotides),,,(responsivematerials),[9],[10]3,,,,,,,,,:,,31©1994-2008ChinaAcademicJournalElectronicPublishingHouse.Allrightsreserved.[1]BohacekRS,McMartinC,GuidaWC.Med.Res.Rev.,1996,16:350[2]KolbHC,FinnMG,SharplessKB.Angew.Chem.Int.Ed.,2001,40:20042021[3]MichaelA.J.Prakt.Chem.,1893,48:94[4]HuisgenR.In1,32DipolarCycloadditionChemistry(ed.PadwaA).NewYork:Wiley,1984.vol.1:1176[5]Torn«eCW,ChristensenC,MeldalM.J.Org.Chem.,2002,67:30573062[6]RostovtsevVV,GreenLG,FokinVV,SharplessKB.Angew.Chem.Int.Ed.,2002,41:25962599[7]LewisWG,GreenLG,GrynszpanF,RadicZ,CarlierPR,TaylorP,FinnMG,SharplessKB.Angew.Chem.Int.Ed.,2002,41:10531057[8]SharplessKB.ExpertOpiniononDrugDiscovery,2006,1:525538;andreferencestherein[9]KolbHC,SharplessKB.DrugDiscoveryToday,2003,8:11281137[10]2001,http:PP©1994-2008ChinaAcademicJournalElectronicPublishingHouse.Allrightsreserved.