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AR226-2708 30 AR226-2708 American Society of Microbiology (ASM) Summary of DuPont Presentations Annual Meeting, 2004 Biotransformation Pathway(s) of the 14C-labeled Fluorotelomer 8-2 Telomer B Alcohol (8-2 TBA) in Acclimated Bacterial Culture Wang N .1, Buck R.C.3, Szostek B.2, Folsom P . W . C a p k a V.2, and Gannon J.T.1 1DuPont Central Research and Development, Newark, USA; 2DuPont Haskell Laboratory; U S A ; 3 DuPont Chemical Solutions Enterprise, USA. The environmental fate o f chemicals containing perfluorocarbon moieties [F(CF2)n-] is o f increasing scientific and public interest. The 8-2 Telomer B Alcohol [F(CF2)gCH2CH20H; CAS # 678-39-7], which contains the [F(CF2)n-] moiety, is a primary raw material and intermediate used to make various fluorotelomer-based consumer products. Using 14C-labeled 8-2 Telomer B Alcohol [F(CF2 )7 I4CF2CH2CH2OH ], we have investigated the biodegradation potential o f this substance to determine whether or not any metabolic pathways are available for its further biotransformation to other fluorinated metabolites. 120-mL volume glass serum bottles were used for die test. The test substance (ethanol stock solution) was dispersed into bacterial growth medium plus bacterial inoculum that had pre grown with 8-2 TBA prior to the test. The final concentration of the test substance was about 0.5 - 1.0 mg L'1. After crimp-sealing the bottles, the sealed serum bottles containing the test solution were incubated at room temperature under dark and were extracted periodically with an organic solvent such as acetontrile to recover the parent compound and potential transformation products. After extraction, the acetonitrileextracted solution was used to separate and quantify the 14C-labeled 8-2 TBA parent and l4C-labeled transformation products by LC/ARC (on-line liquid chromatography/accurate radioisotope counting). The potential 14C-labeled transformation products were further identified by Q-TOF-MS and/or NMR analysis. Our results indicate that the 14C-labeled 8-2 TBA was readily metabolized to other fluorinated species under the experimental conditions. Among many transformation products observed, F(CF2 )?COOH contributed to a small percentage o f total mass balance (<10%) and may be further degraded at a relatively slow rate. Our results also demonstrate that the -C H 2CH2- "spacer" influences the biotransformation pathway(s) o f 8-2 TBA, compared with its perfluorinated acid counterpart. Annual Meeting, 2003 Biotransformation Potential of the Fluorotelomer 8-2 Telomer B Alcohol (8-2 TBA) in Bacterial Culture W anaN.'. Folsom P.W. \ Szostek B.2, Capka V.2, Larsen B .S.1, Gannon J.T .1, and Buck R.C.3 1DuPont Central Research and Development, Wilmington, U SA ; 2 DuPont Haskell Laboratory; U S A 3DuPont Chemical Solutions Enterprise, USA. The 8-2 Telomer B Alcohol [F(CF2)8CH2CH2OH; CAS # 678-39-7] is a primary raw material and intermediate used in the synthesis o f various telomer-based fluorinated surfactants and polymers which are used in a wide range o f consumer products. This compound is postulated to be an environmental degradation product arising from telomer-based fluorinated surfactants and polymers. We have investigated the biodegradation o f this substance to determine whether or not it is environmentally persistent and if metabolic pathways are available for its further biotransformation to other fluorinated species. The 8-2 Telomer B Alcohol is surface active, sorptive to certain surfaces, o f low solubility in water, and may be volatile. As such, test systems and sampling and analysis methods have been carefully established for these studies. Biotransformation with adapted and non-adapted sludge cell cultures under modified aerobic ready and accelerated conditions have been investigated in sealed serum bottles following modified OECD 301 and OECD 302 guidelines. Transformation products have been analyzed with LC/MS/MS after extracting the samples with an MTBE-based solvent system. Under accelerated conditions, the concentration o f the 8-2 TBA decreased substantially 14 days after the incubation and ASM DuPont Presentations Tracking Document Page 1 of 2 American Society of Microbiology (ASM) Summary of DuPont Presentations several primary metabolites have been identified. It appears that the 8-2 TBA can be rapidly transformed to other forms under suitable experimental conditions. ASM DuPont Presentations Tracking Document Page 2 of 2