Cargando…
Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH
We have discovered a simple and versatile reaction condition for oxime mediated bioconjugation reaction that could be adapted for both aldehyde and keto substrates. We found that saline accelerated the oxime kinetics in a concentration-dependent manner under physiological conditions. The reaction me...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2018
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5794741/ https://www.ncbi.nlm.nih.gov/pubmed/29391582 http://dx.doi.org/10.1038/s41598-018-20735-0 |
_version_ | 1783297153823670272 |
---|---|
author | Wang, Shujiang Nawale, Ganesh N. Kadekar, Sandeep Oommen, Oommen P. Jena, Naresh K. Chakraborty, Sudip Hilborn, Jöns Varghese, Oommen P. |
author_facet | Wang, Shujiang Nawale, Ganesh N. Kadekar, Sandeep Oommen, Oommen P. Jena, Naresh K. Chakraborty, Sudip Hilborn, Jöns Varghese, Oommen P. |
author_sort | Wang, Shujiang |
collection | PubMed |
description | We have discovered a simple and versatile reaction condition for oxime mediated bioconjugation reaction that could be adapted for both aldehyde and keto substrates. We found that saline accelerated the oxime kinetics in a concentration-dependent manner under physiological conditions. The reaction mechanism is validated by computational studies, and the versatility of the reaction is demonstrated by cell-surface labeling experiments. Saline offers an efficient and non-toxic catalytic option for performing the bioorthogonal-coupling reaction of biomolecules at the physiological pH. This saline mediated bioconjugation reaction represents the most biofriendly, mild and versatile approach for conjugating sensitive biomolecules and does not require any extensive purification step. |
format | Online Article Text |
id | pubmed-5794741 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-57947412018-02-12 Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH Wang, Shujiang Nawale, Ganesh N. Kadekar, Sandeep Oommen, Oommen P. Jena, Naresh K. Chakraborty, Sudip Hilborn, Jöns Varghese, Oommen P. Sci Rep Article We have discovered a simple and versatile reaction condition for oxime mediated bioconjugation reaction that could be adapted for both aldehyde and keto substrates. We found that saline accelerated the oxime kinetics in a concentration-dependent manner under physiological conditions. The reaction mechanism is validated by computational studies, and the versatility of the reaction is demonstrated by cell-surface labeling experiments. Saline offers an efficient and non-toxic catalytic option for performing the bioorthogonal-coupling reaction of biomolecules at the physiological pH. This saline mediated bioconjugation reaction represents the most biofriendly, mild and versatile approach for conjugating sensitive biomolecules and does not require any extensive purification step. Nature Publishing Group UK 2018-02-01 /pmc/articles/PMC5794741/ /pubmed/29391582 http://dx.doi.org/10.1038/s41598-018-20735-0 Text en © The Author(s) 2018 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Wang, Shujiang Nawale, Ganesh N. Kadekar, Sandeep Oommen, Oommen P. Jena, Naresh K. Chakraborty, Sudip Hilborn, Jöns Varghese, Oommen P. Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title | Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title_full | Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title_fullStr | Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title_full_unstemmed | Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title_short | Saline Accelerates Oxime Reaction with Aldehyde and Keto Substrates at Physiological pH |
title_sort | saline accelerates oxime reaction with aldehyde and keto substrates at physiological ph |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5794741/ https://www.ncbi.nlm.nih.gov/pubmed/29391582 http://dx.doi.org/10.1038/s41598-018-20735-0 |
work_keys_str_mv | AT wangshujiang salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT nawaleganeshn salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT kadekarsandeep salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT oommenoommenp salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT jenanareshk salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT chakrabortysudip salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT hilbornjons salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph AT vargheseoommenp salineacceleratesoximereactionwithaldehydeandketosubstratesatphysiologicalph |