Reagents for (ir)reversible enzymatic acylations

Area of Science:

• Biocatalysis and Organic Synthesis
• Enzymatic Acylation Reactions

Background:

• Hydrolase-catalyzed reactions are widely used for kinetic resolution of alcohols, amines, and acids.
• Applications in total synthesis, particularly for amide and peptide synthesis, are limited.

Purpose of the Study:

• To describe the synthesis of various activated acids suitable for hydrolase-catalyzed acylations.
• To explore the application of these activated acids in the formation of both esters and amides.
• To compare the efficiency and scope of these enzymatic reactions with conventional chemical methods.

Main Methods:

• Synthesis of diverse activated acid derivatives.
• Enzymatic acylation reactions using hydrolases to form esters and amides.
• Comparative analysis of enzymatic versus chemical acylation pathways.

Main Results:

• Successful synthesis of a range of activated acids for enzymatic acylation.
• Demonstration of ester and amide formation using these activated acids via hydrolase catalysis.
• Comparison highlighting the advantages and limitations of enzymatic approaches against chemical synthesis.

Conclusions:

• The developed activated acids broaden the scope of hydrolase-catalyzed acylations in organic synthesis.
• Enzymatic methods offer a viable alternative to chemical reactions for ester and amide synthesis.
• This work provides a foundation for further development of biocatalytic routes in complex molecule synthesis.