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The 5′-butyrate was synthesized using subtilisin Carlsberg to generate both the 5′- and 3′-esters followed by silica gel flash column chromatography purification of the 5′-ester. The 3′-ester was synthesized Similar Lipase PS30 and purified by flash column silica gel chromatography. Similar reactions and purifications were performed with the other deoxynucleosides employed in this study.
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1′ binding pocket. Indeed, the observed and predicted regioselectivities for thymidine acylation catalyzed by various subtilisin BPN′ mutants were in close agreement. For example, the M222Q enzyme had observed and predicted 5′-butyrate/3′-butyrate ratios of 1.93 and 1.77, respectively.
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