lncu bation of (2S,3S)-5-guanidino[2,3-2H2]-2-(2'-oxoazetidin-l '-yl)pentanoic acid and (2S,3R)-5-guanidino-[3-2H1]-2-(2'-oxoazetidin-1 '-y1)pentanoic acid with clavaminic acid synthase resulted in highly stereospecific hydroxylation at C-3, with removal of the pro-R hydrogen or deuterium, respectively.
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