Compound 1 Is An Anti Arrythmia Drug That Is Obtained As A Single Enantiomer Using The Following One Pot Multi Enzyme M 1 (93.9 KiB) Viewed 68 times
Compound 1 is an anti-arrythmia drug that is obtained as a single enantiomer using the following one-pot, multi-enzyme mixture: CH3 NH2 CH3 NH2 (R)-selective transaminase (S)-selective transaminase CH3 CH3 CH3 CH3 + (+)-1 pyruvate D-alanine L-alanine pyruvate (S)-1 (97% yield, > 99% e.e.) B H2O2 + NH3 D-amino acid oxidase L-alanine dehydrogenase NADH + NH3 NAD+ CO2 H formate dehydrogenase
Draw structures for compounds A and B. Which compound(s) is (are) consumed in this de-racemisation process? Briefly explain why the enzyme formate dehydrogenase is added to the reaction mixture. Write a curly arrow mechanism for the following reaction in the cascade that clearly shows the role of the co-factor NADH. NH H3C CO2 + NH3 + NADH H3C COM + NAD+ L-alanine dehydrogenase
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