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. Author manuscript; available in PMC: 2010 Nov 18.
Published in final edited form as: J Am Chem Soc. 2009 Nov 18;131(45):16410–16417. doi: 10.1021/ja901242s

Figure 7.

Figure 7

Regioselectivity of SgcF-catalyzed hydrolysis of (S)- and (R)-styrene oxide in [18O]-H2O: regioselective attack of the [18O]-labeled (red) nucleophile Asp175 at (A) C-1 of (S)-styrene oxide and (B) C-1 and C-2 of (R)-styrene oxide, and (C) 13C NMR spectra of C-1 and C-2 of 1-phenyl-1,2-ethanediol obtained from SgcF-catalyzed hydrolysis of (I) racemic styrene oxide in H2O, (II) (S)-styrene oxide in [18O]-H2O, and (III) (R)-styrene oxide in [18O]-H2O.