Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins

The conservation of chemoselectivity becomes invalid for multiple electrophilic warheads during protein bioconjugation. Consequently, it leads to unpredictable heterogeneous labeling of proteins. Here, we report that a linchpin can create a unique chemical space to enable site-selectivity for histid...

Descripción completa

Detalles Bibliográficos
Autores principales: Rawale, Dattatraya Gautam, Thakur, Kalyani, Sreekumar, Pranav, T. K., Sajeev, A., Ramesh, Adusumalli, Srinivasa Rao, Mishra, Ram Kumar, Rai, Vishal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8133000/
https://www.ncbi.nlm.nih.gov/pubmed/34040749
http://dx.doi.org/10.1039/d1sc00335f
_version_ 1783695003066826752
author Rawale, Dattatraya Gautam
Thakur, Kalyani
Sreekumar, Pranav
T. K., Sajeev
A., Ramesh
Adusumalli, Srinivasa Rao
Mishra, Ram Kumar
Rai, Vishal
author_facet Rawale, Dattatraya Gautam
Thakur, Kalyani
Sreekumar, Pranav
T. K., Sajeev
A., Ramesh
Adusumalli, Srinivasa Rao
Mishra, Ram Kumar
Rai, Vishal
author_sort Rawale, Dattatraya Gautam
collection PubMed
description The conservation of chemoselectivity becomes invalid for multiple electrophilic warheads during protein bioconjugation. Consequently, it leads to unpredictable heterogeneous labeling of proteins. Here, we report that a linchpin can create a unique chemical space to enable site-selectivity for histidine and aspartic acid modifications overcoming the pre-requisite of chemoselectivity.
format Online
Article
Text
id pubmed-8133000
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-81330002021-05-25 Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins Rawale, Dattatraya Gautam Thakur, Kalyani Sreekumar, Pranav T. K., Sajeev A., Ramesh Adusumalli, Srinivasa Rao Mishra, Ram Kumar Rai, Vishal Chem Sci Chemistry The conservation of chemoselectivity becomes invalid for multiple electrophilic warheads during protein bioconjugation. Consequently, it leads to unpredictable heterogeneous labeling of proteins. Here, we report that a linchpin can create a unique chemical space to enable site-selectivity for histidine and aspartic acid modifications overcoming the pre-requisite of chemoselectivity. The Royal Society of Chemistry 2021-04-09 /pmc/articles/PMC8133000/ /pubmed/34040749 http://dx.doi.org/10.1039/d1sc00335f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Rawale, Dattatraya Gautam
Thakur, Kalyani
Sreekumar, Pranav
T. K., Sajeev
A., Ramesh
Adusumalli, Srinivasa Rao
Mishra, Ram Kumar
Rai, Vishal
Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title_full Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title_fullStr Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title_full_unstemmed Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title_short Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
title_sort linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8133000/
https://www.ncbi.nlm.nih.gov/pubmed/34040749
http://dx.doi.org/10.1039/d1sc00335f
work_keys_str_mv AT rawaledattatrayagautam linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT thakurkalyani linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT sreekumarpranav linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT tksajeev linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT aramesh linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT adusumallisrinivasarao linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT mishraramkumar linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins
AT raivishal linchpinsempowerpromiscuouselectrophilestoenablesiteselectivemodificationofhistidineandasparticacidinproteins

Ejemplares similares