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3. Enzymatic C-terminal amidation of amino acids and peptides

Author

Dirk T. S. Rijkers, Rob M. J. Liskamp, John A. W. Kruijtzer, Peter J. L. M. Quaedflieg, Timo Nuijens, and Elena Piva

Subjects
chemistry.chemical_classification, Protease, biology, Stereochemistry, medicine.medical_treatment, Organic Chemistry, Salt (chemistry), biology.organism_classification, Biochemistry, Amino acid, chemistry.chemical_compound, Ammonia, Enzyme, chemistry, Drug Discovery, biology.protein, medicine, Organic chemistry, Candida antarctica, Ammonium, Lipase
Abstract

Herein, we describe two versatile and high yielding enzymatic approaches for the conversion of semi-protected amino acid and peptidyl C-terminal α-carboxylic acids into their corresponding amides. In the first approach, the lipase Candida antarctica lipase-B (Cal-B), and in the second approach, the protease Subtilisin A, are used, respectively. We found that by using the ammonium salt of the α-carboxylic acid instead of separate ammonia sources, the enzymatic amidation reactions proceeded much faster without side reactions and gave near to quantitative yields of products.

Published
2012

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