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AR226- 190K rSHeITsT62953, T63164,T65682, T7071, 171321 ! 3M MEDICAL DEPARTMENT, CORPORATE TOXICOLOGY `ite: Comparative Molecular Biology of Perfluorooctanesulfonate (PROS, T-6295), N-ethyl perfluorooctanesulfonamido ethanol (N-EtFOSE, T-6316), N-Ethyl perfluorooctanesulfonamide (N-EtFOSA, T-6868), Perfluorooctanesulfonamido acetate (FOSAA, T-7071), and/or Perfluorooctanesulfonamide (FOSA, T-7132)of in Rats and Guinea Pigs following Oral dosing. AMENDED Final Report Date: July, 16 2004 Study Numbers. T-6295.8, T-6316.4, T-6868.2, T-7071.1, T-7132.1 Strategic Toxicology Study Number: DT-15-B Sponsor: 3M Specialty Chemicals Division S3aMintCePnatuelr,MBNuil5d5i1n3g32-336220 Study Location(s): 1. 3M Strategic Altemative Toxicology Laboratory 3M Center, Building 270-SB-181 Saint Paul, MN 55133-3220 Study Director: . Study Toxicologist: 2. University of Minnesota, Duluth Dept. of Biochemistry and Molecular Biology School of Medicine 10 University Drive Duluth, MN 55812-2496 Andrew M. Sea Ph.D, DABT `Toxicology Specialist 3M Medical Dept. Corporate Toxicology and Regulatory Services Deanna Luebker M.S Senior Toxicologist 3M Medical Dept. In-Life Start Date Protocol: In-Life End Date Protocol: In-Life Start Date Amendment #1: In-Life End Date In-Life Start Date AAmmeennddmmeenntt ##12:: In-Life End Date ~~ Amendment #2: 11/16/1998 117201998 03/01/1999 0023//1095//21090919 02/23/2001 CONTAIN NO CBI nr Co 3 237 SIRSPST6295, 163164, 1-6823, 170711, T7132 Ihe Lin XpuurapnodseDfroargthAinsdaemresndwirnotcentinwaAsppteoncdhiaxngGeE t(hpeagcoen5c9l)uswihoincdhrraewadi: i the suniaacy Wat The orig"iTnhaelssetadtaetmaensth.owed that FOSA was consistently identified as metabolic of SPoFuOrSc,eowfhtehtehearmPinFoOSgrwoausp aisdmniontirsetaedrielyd daiprpeacrtelnyt.o"r formed asa metabolie, but the Was cha"nTghsedse(0darteaads:howed that FOSA was consistently idenufied ss a metabolite of FOS, but that the sourceofthe amino group is not readily apparent." SIuhpeporratoendablyftorhetdhaetsae cphreasnegnetsedweirnethtihsatsttuhdey.oriTghiantalccoonncclluussioinonwwaassnontotendtiirreeeldylycorrect bwietchaiunsethaellopafrtehntecaodmmpinoiusntde.redThceormefpooruen,dtsh,ebleiskiedlyessoPuFrOcSeo,fhtahvee aamsiunlofognraomuipdofogrroup sisulqufaonntaimtiadtievmeoieevtiydecnocnetaiintihnegsecosmtupdoiuesndssugwgoeusltidnbgetthhael pthaerc compound itself. There ptheartflPuFoOroSocbtaacnkcstoulafosnualmfiodneasmiwdeer.eTmheetaobnollyiezveiddfeinrsctetfoorPOaSpo.ssfibollelomweetdabboylmiestmaobfolPiRsOmSof 1d0enFvOatSiAve cpaamreenfrcoommpthoeunPdFOdSosdeogsreougprso.upFsu,rntohtertmhoerpee,rifnlutowroooocuttaonfestuhlrfeeonianmdiedpoendent sFtOuSdiAe,s asnuaglgyezsetidnagtpRooscshiebslteerc,ontthaemicnonattrioolnogrfotuhpe lliivveerrssaammpplleess.hTahderaehfiogrhe,baascksgtartoeud,ndthoef conversionofPFOS to PFOSA would have to be verified by further studies. Dr Anders 3 is agreement with the amended conclusion stated above . 235 DSoPrTisT2058, T6516, T0868 2, 170711. T71321 Signatures: Final Report Aundiment 71 prepared by Lidia HH Hewcod SAtnuddryewDirMe.ctSoeracat, PhD, DABT fled Dae 239 DSKbPrIISTE2955, 163104 1:03682, T-70711, T7321 REo.cTheecshtneirc.al Report: Liver Fluoroearbon Metabolites ~ University of Stuidmem:ary of Quantitative Avalysis of Fluorocarbon Metabolites in Rat Liver Samples LinXuand M. W. Anders he parenhtiasnd maebtraibtolsiusmomfartyheoMfuhoeroacnaarlbyosniss owferievedretsearmmpilneesdiion ntrtssgupilveesn baynLgeCofMcSrMSo.cTshe. cess ar resented below. onto atTsh,rereogmrorautpssgoifvievne4r0smungpldesawyerFeOanSaAlyozreadl:ly,Thane irfrsogmrrotuep g(iGvreonup161)0comnesikstdeadyofFlOivSerAsAfrom F((TMOa5Sb5lA6e)N1o.-rgalTluh.ceurdoTunthiaedsecohwnoacwsenttihdraeatnttPiioRfniOseoSdafwpaaasrmetnihtneocmraojmmeotrpabmooelutiatnbeod,nlsdiTtetwhfoeoirumnemtdeatibaobltoihlteietvseeswreisrnoevfeKrreasnttswigeeirvdeeinmneFatOseSurAIe:vders of FrTaiRtsOsc0gh7ie4rv3e3,n4nFdOraSsIARmA0a0i(7nMt43a35i)6n)ce:odniPtnaFitOnhSeedUansniidgvneFirfOsiSictAay.ntofcRIoonscchenneiosrtwaetoriroVnhisyvoafhrFitOumtShAdi.cd oAotopaslrahloalnweildmaeatlnesca(taIlbRlo0eyOf7sI4ri5,ss fom soncentraions ofFOSA. a{lrcoomhoclonrtarhlolely,ssseac,nodnfdfoogmrmoaurtpts(gGigrvioevunepn44020)mmogf/ykrgse/dGwaaaysyPNrF-eOEsSiIdForOailSnlAyN,oovrreoamlmb.errtT,she1g9ic9vo8e.nnce4Gn0rtromauytp/iok2ngscoaofnytpaaiErnXeendPtvOeSrEs `sPsioFvmOpeSoNuc-onnEdtIsaFaiOnneSddEdpsealnrcetonihtfoecldocmompnettoaaubinondleidPtseFesOvaeSr;ealFshmOeoStwAonwbaainlsiTacbl.sleThf2.oeuTmnahdjeiondrtamhaeetssaehbsooalwmipetlhseast.wfeerTeehsNe-fTEvWoeFrOfrSartAosRmg,iavPteRsnOS, iFannOddSFFAOOVSS-AAglANu-c(luMur5co3nu6ir)do.eniwdTeehr.ee miPidFennOotrSifmiweeadbssotslmheiinemoasrjwomreertmaeeboFalObiStoAels,.iFiOInnSicEvoeanlrrcsorhtoolm9,GaNrt-osEugFpiOveSnEtAhea-lEicWvoeFhroOslSflAoTocmFurOcoSonnAitdreae!,d tats id no contain deeciable coneentraonsofparen compasormeaboles HThoemcornsceIgrhiievreahnoi0ndsotmfoytukhpyed(cGahryeomuPipFc3Oa)lSwaoanrsdalam,teteaandbdoiflnriMocmaarrrcet,sgh1io9v9we9n.n i1nG6rT0ombulapek33g.codAnSywtAiitnEhXGePrrOoSsuEpra3o,lcmPohFcoOolnSotraoanlldlyas, mElioInwFoOcroSncEcteabnltcorolahtiolit,osnVsdo-efEFnFOiOSeSAdAA,wweerPreFOFdSOe,SnAai,nedFdFOOSinSEiAavAlecor(hMofSlr,So6m.)Eraw(tesFrgOeiSivEdeennatPlicEfoOihSeod.lsgsIhmniatujhroeornnimceret.anbofodltiFscO,gSaiAnvedNnt.Nhe`lucuronide. Similar 0 Group 1, contol animals showed detectable hepatic concenatons afFOSA SDicshceursi)o,n.buthdeosneodtasllaolwloiwnfceornecnlceussiaobnosutabhoeutehxaectovreoruatlelsmoeftambetoalbioclittee foofrtmhaetiHouno.roFcOaSrbAonwsassuid (see Wchoantseiveenrdiytsioduetteifoeffdosmst:imoenta,boFlOitSeAofwPaRsOmSe,tsbbualtihzeedstoo FuOroSfcAtheNe-agmliuncuorgorniudep i ot readily appre srliceahotloomVt-htEheeRcFNa-OrdSboEosvtyahllyicclohaaotcloidni.ovfeGsNu-rrEioUsnF0iOd:SaEatanolgnceoohofoft,mhaenpdea\ar-jneEdWm\oFi"OnErSoIArFAOmSecEtoauabllodcloaihicosl.ewbFoyOutSlhEegoaixlvicdotahhtoeilooncboosufelrdtvheed soAxe-imEdoaIvtFaiOloSnooEffahleFccOoahSroEbloagslylumccuerotohnhyiod|esgb.othr.FOoFSofOAFSAuOASccopAouAulldd3bsbegeflyfooorxumymelaedtdeb.byytFthheOeNSNA-dN-e-tghhytcdluaortnoieononidfofetNNm--aEEyChIFbFOeOSyfSAoAArmoorefdbbybyytththehee curonidaionof OSA. 2Re4vm6ed pa $9