An important class of substitution reactions that you will study in Chapter 21 is called nucleophilic acyl

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An important class of substitution reactions that you will study in Chapter 21 is called nucleophilic acyl substitution. Substitution reactions of this type occur at the carbon of a carbonyl (C = O) group. An important laboratory example is the reaction of nucleophiles (ammonia in the example below) with acyl chlorides (also called acid chlorides).R-C-Cl + NH3 an acyl chloride R-C-NH + H-Cl

The corresponding derivatives found in biology are acyl phosphates. Draw the general structure of an acyl phosphate. Be sure to show its ionization state at physiological pH. Show how Mg2+ ions or hydrogen-bond-donating groups in an enzyme active site might enhance the reactivity of acyl phosphates.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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