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. Author manuscript; available in PMC: 2010 Oct 14.
Published in final edited form as: J Am Chem Soc. 2009 Oct 14;131(40):14212–14213. doi: 10.1021/ja906642n

Table 1.

Recognition and Processing of Halotyrosines by IYD.

Substrate KDa (μM) Oxidation of Reduced IYD Equivalents of Tyrosine Producedb pKa (2-Halophenol)24
I-Tyr 0.09 ± 0.04 Yes 0.96 ± 0.02 8.53
Br-Tyr 0.11 ± 0.03 Yes 0.92 ± 0.01 8.35
Cl-Tyr 0.15 ± 0.02 Yes 0.94 ± 0.02 8.48
F-Tyr 1.3 ± 0.2 No ≤ 0.02 ± 0.03 8.86
Tyr >140 No -- 10.05
a

As determined by quenching of flavin fluorescence (See Figure S6). Uncertainties derive from the standard deviation of three or more independent measurements.

b

Generation of the Tyr product was quantified by reverse-phase C-18 HPLC (Figure S3).