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

Dattatraya Gautam Rawale, Kalyani Thakur, Pranav Sreekumar, T. K. Sajeev, A. Ramesh, Srinivasa Rao Adusumalli, Ram Kumar Mishra, Vishal Rai

2021Chemical Science31 citationsDOIOpen Access PDF

Abstract

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.

Topics & Concepts

ElectrophileHistidineAspartic acidChemistryReactivity (psychology)LysineBiochemistryCombinatorial chemistryComputational biologyAmino acidBiologyMedicinePathologyCatalysisAlternative medicineChemical Synthesis and AnalysisPeptidase Inhibition and AnalysisBiochemical and Structural Characterization
Linchpins empower promiscuous electrophiles to enable site-selective modification of histidine and aspartic acid in proteins | Litcius