In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins

[Image: see text] Trialkylphosphines tris(2-carboxy-ethyl)-phosphine and tris(3-hydroxypropyl)-phosphine are popular reagents for the reduction of cysteine residues in bioconjugation reactions using maleimides. However, it has been demonstrated that these phosphines are reactive toward maleimide, ne...

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Autores principales: Kantner, Terrence, Alkhawaja, Bayan, Watts, Andrew G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6044941/
https://www.ncbi.nlm.nih.gov/pubmed/30023752
http://dx.doi.org/10.1021/acsomega.7b01094
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author Kantner, Terrence
Alkhawaja, Bayan
Watts, Andrew G.
author_facet Kantner, Terrence
Alkhawaja, Bayan
Watts, Andrew G.
author_sort Kantner, Terrence
collection PubMed
description [Image: see text] Trialkylphosphines tris(2-carboxy-ethyl)-phosphine and tris(3-hydroxypropyl)-phosphine are popular reagents for the reduction of cysteine residues in bioconjugation reactions using maleimides. However, it has been demonstrated that these phosphines are reactive toward maleimide, necessitating their removal before the addition of the Michael acceptor. Here, a method using water-soluble PEG-azides is reported for the quenching of trialkylphosphines in situ, which is demonstrated to improve the level of maleimide conjugation to proteins.
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spelling pubmed-60449412018-07-16 In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins Kantner, Terrence Alkhawaja, Bayan Watts, Andrew G. ACS Omega [Image: see text] Trialkylphosphines tris(2-carboxy-ethyl)-phosphine and tris(3-hydroxypropyl)-phosphine are popular reagents for the reduction of cysteine residues in bioconjugation reactions using maleimides. However, it has been demonstrated that these phosphines are reactive toward maleimide, necessitating their removal before the addition of the Michael acceptor. Here, a method using water-soluble PEG-azides is reported for the quenching of trialkylphosphines in situ, which is demonstrated to improve the level of maleimide conjugation to proteins. American Chemical Society 2017-09-14 /pmc/articles/PMC6044941/ /pubmed/30023752 http://dx.doi.org/10.1021/acsomega.7b01094 Text en Copyright © 2017 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Kantner, Terrence
Alkhawaja, Bayan
Watts, Andrew G.
In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title_full In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title_fullStr In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title_full_unstemmed In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title_short In Situ Quenching of Trialkylphosphine Reducing Agents Using Water-Soluble PEG-Azides Improves Maleimide Conjugation to Proteins
title_sort in situ quenching of trialkylphosphine reducing agents using water-soluble peg-azides improves maleimide conjugation to proteins
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6044941/
https://www.ncbi.nlm.nih.gov/pubmed/30023752
http://dx.doi.org/10.1021/acsomega.7b01094
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