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. 2017 Dec 21;8:2579. doi: 10.3389/fmicb.2017.02579

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Copyright © 2017 Tiedt, Mergelsberg, Eisenreich and Boll.

This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

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Scenarios for the catabolism of 2- and 4-F-BzCoA via the BzCoA degradation pathway. Putative conversion of (A) 2-F-BzCoA to F-1,5-dienoyl-CoA and (B) experimentally verified defluorination 4-F-BzCoA to BzCoA by class I BCR. Both compounds are suggested to be ATP-dependently reduced to a common anionic transition state, which is either protonated at C3/C5 to a 2- or 6-F-1,5-dienoyl-CoA (A) (only the 2-F-isomer is shown) or defluorinated to BzCoA (B) at the para-position. Direct defluorination of 2-F-BzCoA by BCR is unlikely as it would require protonation at C2 instead of C4. (C) BzCoA degradation pathway involving ATP-dependent BCR, DCH, HAD, and OAH. At the beginning of this study it was unknown how 2-F-BzCoA is channeled into the BzCoA degradation pathway.