Enzymatic C-terminal amidation of amino acids and peptides

Nuijens, T., Piva, E., Kruijtzer, J.A.W., Rijkers, D.T.S., Liskamp, R.M.J. and Quaedflieg, P.J.L.M. (2012) Enzymatic C-terminal amidation of amino acids and peptides. Tetrahedron Letters, 53(29), pp. 3777-3779. (doi: 10.1016/j.tetlet.2012.05.039)

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.

• Item Type: Articles
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Liskamp, Professor Robert
• Authors: Nuijens, T., Piva, E., Kruijtzer, J.A.W., Rijkers, D.T.S., Liskamp, R.M.J., and Quaedflieg, P.J.L.M.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Tetrahedron Letters
• Publisher: Elsevier
• ISSN: 0040-4039