Stereochemistry of the dihydrouracil dehydrogenase reaction in metabolism of uracil to β-alanine

Abstract
Samples of β-alanine stereospecifically labeled with deuterium in each of the four C–H bonds have been synthesized; these been used to show that, in the first step of uracil metabolism, the pyrimidine is reduced by dihydrouracil dehydrogenase with overall trans-addition of hydrogen at the si-face at C-6 and the si-face at C-5.

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