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. Author manuscript; available in PMC: 2019 Aug 5.
Published in final edited form as: Biochemistry. 2019 Mar 14;58(13):1764–1773. doi: 10.1021/acs.biochem.9b00087

Figure 1.

Figure 1.

Generic structure of dNTP analogues used in this study. The pKa4 values, experimentally determined in solution, of the corresponding biosphosphonate leaving groups are 7.8 for CF2, 8.4 for CFCl, 8.8 for CCl2, 8.9 for O (pyrophosphate), 9.0 for CHF, 9.3 for CBr2, 9.5 for CHCl, 9.7 for NH, 10.5 for CH2, and 11.6 for CHCH3.9 The individual stereoisomers of CHF and CHCl have the same pKa4 because the leaving group is the same bisphosphonate compound regardless of the R or S identity of the starting dNTP.