Question 2. The reduction of 5-dehydroshikimate to shikimate is achieved by a dehydrogenase enzyme from P. sativum in the presence of the cofactor NADPH: میگه OH 5-dehydroshikimate Dehydrogenase enzyme NADPH - NADP+ a) Draw the full structure of NADPH. HO" CO₂ OH OH shikimate b) Provide a detailed arrow-pushing mechanism for the reduction of 5- dehydroshikimate by NADPH (for simplicity, you can abbreviate ADP as R). c) Identify which face (Re or Si) of the keto group in 5-dehydroshikimate the hydride addition occurred. d) Assign the R/S configuration for the newly formed alcohol stereocenter in shikimate.

Question 2. The reduction of 5-dehydroshikimate to shikimate is achieved by a dehydrogenase enzyme from P. sativum in the presence of the cofactor NADPH: میگه OH 5-dehydroshikimate Dehydrogenase enzyme NADPH - NADP+ a) Draw the full structure of NADPH. HO" CO₂ OH OH shikimate b) Provide a detailed arrow-pushing mechanism for the reduction of 5- dehydroshikimate by NADPH (for simplicity, you can abbreviate ADP as R). c) Identify which face (Re or Si) of the keto group in 5-dehydroshikimate the hydride addition occurred. d) Assign the R/S configuration for the newly formed alcohol stereocenter in shikimate.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter29: The Organic Chemistry Of Metabolic Pathways

Section29.SE: Something Extra

Problem 23MP: One of the steps in the pentose phosphate pathway for glucose catabolism is the reaction of...

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