Terreic acid, shown below, is a naturally occurring antibiotic metabolite of the fungus Aspergillus terreus. Terreic acid hinders bacterial growth by covalently binding to (and thereby deactivating) the biosynthetic enzyme MurA, which is responsible for synthesizing the bacterial cell wall. In aqueous environments, terreic acid tautomerizes to a more stable enol form. Draw the two most stable enol tautomers of terric acid. Circle the tautomer above that you would expect to predominate inside a cellular environment.

Terreic acid, shown below, is a naturally occurring antibiotic metabolite of the fungus Aspergillus terreus. Terreic acid hinders bacterial growth by covalently binding to (and thereby deactivating) the biosynthetic enzyme MurA, which is responsible for synthesizing the bacterial cell wall. In aqueous environments, terreic acid tautomerizes to a more stable enol form. Draw the two most stable enol tautomers of terric acid. Circle the tautomer above that you would expect to predominate inside a cellular environment.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.50P: Following is the structure of miconazole, the active antifungal agent in a number of...

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