Abstract
The potential value of enzymes in peptide synthesis is derived from the highly selective nature of these catalysts. Proteolytic enzymes can catalyze regioselective acylations, thereby eliminating the need for side-chain-protecting groups in favorable cases. The rigid stereoselectivity of the proteases ensures optically pure products, even from racemic starting materials. These properties make biocatalysis especially attractive for convergent synthetic strategies employing segment condensations in which racemization is often a concern with conventional stoichiometric coupling reagents. In addition, enzymatic segment condensations can be performed for segments without the side-chain-protecting groups that often create solubility problems and require additional stages of deprotection.
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Bongers, J., Felix, A.M., Heimer, E.P. (1994). Enzymatic Semisynthesis of Growth Hormone-Releasing Factor and Potent Analogs. In: Basava, C., Anantharamaiah, G.M. (eds) Peptides. Birkhäuser Boston. https://doi.org/10.1007/978-1-4615-8176-5_5
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