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Implication of Side Reactions in Iterative Biopolymer Synthesis: The Case of Membrane Enhanced Peptide Synthesis

Chen, W; Sharifzadeh, M; Shah, N; Livingston, AG; (2017) Implication of Side Reactions in Iterative Biopolymer Synthesis: The Case of Membrane Enhanced Peptide Synthesis. Industrial & Engineering Chemistry Research , 56 (23) pp. 6796-6804. 10.1021/acs.iecr.7b01280. Green open access

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Abstract

Membrane enhanced peptide synthesis (MEPS) improves conventional liquid phase synthesis by purifying intermediate products via filtration. A challenging aspect of MEPS is the propagation of unreacted materials and byproducts throughout the iterative synthesis. In this study, we first develop and validate a model of MEPS. The model is then applied to investigate the implications of side reactions (i.e., formation of error sequences) due to incomplete reaction and insufficient removal of amino acids after coupling. Sensitivity analysis shows that increasing the reaction extent for all couplings from 90 to 100% reduces the yield of truncated sequences from 29 to 0%. The formation of repeating sequences is found to be negligible in all case studies due to the large diavolume of post-deprotection diafiltration. This study provides useful insights into the operation of MEPS with particular emphasis on the control of error sequence formation. These insights are transferable to other sequence-controlled biopolymer syntheses.

Type: Article
Title: Implication of Side Reactions in Iterative Biopolymer Synthesis: The Case of Membrane Enhanced Peptide Synthesis
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/acs.iecr.7b01280
Publisher version: https://doi.org/10.1021/acs.iecr.7b01280
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: Science & Technology, Technology, Engineering, Chemical, Engineering, ORGANIC-SOLVENT NANOFILTRATION, VARIABLE VOLUME DIAFILTRATION, SUPPORTS, PLATFORM, MODEL, OSN
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Electronic and Electrical Eng
URI: https://discovery.ucl.ac.uk/id/eprint/10024255
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