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Molecules 2014, 19(9), 13755-13774; doi:10.3390/molecules190913755

Recent Advances in Chemoenzymatic Peptide Syntheses

Enzyme Research Team, Biomass Engineering Program Cooperation Division, RIKEN, Center for Sustainable Resource Science, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan
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Received: 31 July 2014 / Revised: 24 August 2014 / Accepted: 26 August 2014 / Published: 3 September 2014
(This article belongs to the Special Issue Peptide Chemistry)
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Abstract

Chemoenzymatic peptide synthesis is the hydrolase-catalyzed stereoselective formation of peptide bonds. It is a clean and mild procedure, unlike conventional chemical synthesis, which involves complicated and laborious protection-deprotection procedures and harsh reaction conditions. The chemoenzymatic approach has been utilized for several decades because determining the optimal conditions for conventional synthesis is often time-consuming. The synthesis of poly- and oligopeptides comprising various amino acids longer than a dipeptide continues to pose a challenge owing to the lack of knowledge about enzymatic mechanisms and owing to difficulty in optimizing the pH, temperature, and other reaction conditions. These drawbacks limit the applications of the chemoenzymatic approach. Recently, a variety of enzymes and substrates produced using recombinant techniques, substrate mimetics, and optimal reaction conditions (e.g., frozen aqueous media and ionic liquids) have broadened the scope of chemoenzymatic peptide syntheses. In this review, we highlight the recent advances in the chemoenzymatic syntheses of various peptides and their use in developing new materials and biomedical applications. View Full-Text
Keywords: chemoenzymatic; peptide; protease; enzyme; reaction mechanisms; reaction media; substrate mimetics; enzyme engineering chemoenzymatic; peptide; protease; enzyme; reaction mechanisms; reaction media; substrate mimetics; enzyme engineering
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Yazawa, K.; Numata, K. Recent Advances in Chemoenzymatic Peptide Syntheses. Molecules 2014, 19, 13755-13774.

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