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. Author manuscript; available in PMC: 2017 Nov 8.
Published in final edited form as: Nat Chem Biol. 2017 May 8;13(7):730–736. doi: 10.1038/nchembio.2376

Figure 4. Chlortetracycline is degraded by tetracycline destructases despite the unusual binding mode.

Figure 4

(a) HPLC chromatograms show the time and enzyme dependent consumption of chlortetracycline. (b) High-resolution MS-MS analysis of the tetracycline destructase reaction with chlortetracycline supports clean conversion to the m/z 467 oxidation product. MS-MS spectrum of the m/z 467 ion from the Tet(55) reaction with proposed fragmentation pathway. c-e The closest reactive carbons to C4a of the FAD cofactor are C3 (c) and C1 (d) of the chlortetracycline A ring, both of which are closer than C11a (e), the hydroxylation site observed in Tet(X) mediated chlortetracycline degradation.