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Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis

We report a strategy for the camera-enabled non-contact colourimetric reaction monitoring and optimisation of amide bond formation, mediated by coupling reagents. For amide bond formation in solution phase, investigation of reactions mediated by HATU, PyAOP, and DIC/Oxyma evidenced correlations betw...

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Detalles Bibliográficos
Autores principales: Yan, Chunhui, Fyfe, Calum, Minty, Laura, Barrington, Henry, Jamieson, Craig, Reid, Marc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10619640/
https://www.ncbi.nlm.nih.gov/pubmed/37920332
http://dx.doi.org/10.1039/d3sc01383a
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author Yan, Chunhui
Fyfe, Calum
Minty, Laura
Barrington, Henry
Jamieson, Craig
Reid, Marc
author_facet Yan, Chunhui
Fyfe, Calum
Minty, Laura
Barrington, Henry
Jamieson, Craig
Reid, Marc
author_sort Yan, Chunhui
collection PubMed
description We report a strategy for the camera-enabled non-contact colourimetric reaction monitoring and optimisation of amide bond formation, mediated by coupling reagents. For amide bond formation in solution phase, investigation of reactions mediated by HATU, PyAOP, and DIC/Oxyma evidenced correlations between colour parameters extracted from video data and conversion to amide product measured by off-line HPLC analysis of concentration. These correlations, supported by mutual information analysis, were further investigated using video recordings of solid phase peptide synthesis (SPPS), co-analysed by off-line HPLC to track remaining unreacted substrate in solution. An optimisation method of coupling time in SPPS was derived from ΔE (a measurement of colour contrast), giving comparable isolated peptide yield and purity at 65–95% reduced overall reaction time. The same colour data enabled data-rich monitoring of reaction rate attenuation, consisted with computationally-derived measures of amino acid steric bulk. These findings provide a foundation for exploring the use of camera technology and computer vision towards automated and online mechanistic profiling of SPPS.
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spelling pubmed-106196402023-11-02 Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis Yan, Chunhui Fyfe, Calum Minty, Laura Barrington, Henry Jamieson, Craig Reid, Marc Chem Sci Chemistry We report a strategy for the camera-enabled non-contact colourimetric reaction monitoring and optimisation of amide bond formation, mediated by coupling reagents. For amide bond formation in solution phase, investigation of reactions mediated by HATU, PyAOP, and DIC/Oxyma evidenced correlations between colour parameters extracted from video data and conversion to amide product measured by off-line HPLC analysis of concentration. These correlations, supported by mutual information analysis, were further investigated using video recordings of solid phase peptide synthesis (SPPS), co-analysed by off-line HPLC to track remaining unreacted substrate in solution. An optimisation method of coupling time in SPPS was derived from ΔE (a measurement of colour contrast), giving comparable isolated peptide yield and purity at 65–95% reduced overall reaction time. The same colour data enabled data-rich monitoring of reaction rate attenuation, consisted with computationally-derived measures of amino acid steric bulk. These findings provide a foundation for exploring the use of camera technology and computer vision towards automated and online mechanistic profiling of SPPS. The Royal Society of Chemistry 2023-10-10 /pmc/articles/PMC10619640/ /pubmed/37920332 http://dx.doi.org/10.1039/d3sc01383a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yan, Chunhui
Fyfe, Calum
Minty, Laura
Barrington, Henry
Jamieson, Craig
Reid, Marc
Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title_full Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title_fullStr Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title_full_unstemmed Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title_short Computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
title_sort computer vision as a new paradigm for monitoring of solution and solid phase peptide synthesis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10619640/
https://www.ncbi.nlm.nih.gov/pubmed/37920332
http://dx.doi.org/10.1039/d3sc01383a
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