Rodriguez-Garcia, M., Surman, A. J. , Cooper, G. J.T. , Suarez Marina, I., Hosni, Z., Lee, M. P. and Cronin, L. (2015) Formation of oligopeptides in high yield under simple programmable conditions. Nature Communications, 6, 8385. (doi: 10.1038/ncomms9385) (PMID:26442968) (PMCID:PMC4633627)
|
Text
109311.pdf - Published Version Available under License Creative Commons Attribution. 856kB |
Abstract
Many high-yielding reactions for forming peptide bonds have been developed but these are complex, requiring activated amino-acid precursors and heterogeneous supports. Herein we demonstrate the programmable one-pot dehydration–hydration condensation of amino acids forming oligopeptide chains in around 50% yield. A digital recursive reactor system was developed to investigate this process, performing these reactions with control over parameters such as temperature, number of cycles, cycle duration, initial monomer concentration and initial pH. Glycine oligopeptides up to 20 amino acids long were formed with very high monomer-to-oligomer conversion, and the majority of these products comprised three amino acid residues or more. Having established the formation of glycine homo-oligopeptides, we then demonstrated the co-condensation of glycine with eight other amino acids (Ala, Asp, Glu, His, Lys, Pro, Thr and Val), incorporating a range of side-chain functionality.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Lee, Mr Michael and Hosni, Mr Zied and Suarez Marina, Irene and Cooper, Dr Geoff and Cronin, Professor Lee and Surman, Dr Andrew |
| Authors: | Rodriguez-Garcia, M., Surman, A. J., Cooper, G. J.T., Suarez Marina, I., Hosni, Z., Lee, M. P., and Cronin, L. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Nature Communications |
| Publisher: | Nature Publishing Group |
| ISSN: | 2041-1723 |
| ISSN (Online): | 2041-1723 |
| Copyright Holders: | Copyright © 2015 Macmillan Publishers Limited |
| First Published: | First published in Nature Communications 6:8385 |
| Publisher Policy: | Reproduced under a Creative Commons License |
University Staff: Request a correction | Enlighten Editors: Update this record
Altmetric
Altmetric