Journal
CHEMICAL SCIENCE
Volume 14, Issue 21, Pages 5681-5688Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d3sc00332a
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Site-selective conjugation chemistry using CAET as a bifunctional handle has been developed to synthesize chemically stable ubiquitin chains. This strategy has been extended to the synthesis of ubiquitinated histones, enabling the study of DNMT1 binding to ubiquitinated nucleosomes and mapping the interaction hotspots. Our work highlights the potential of modern chemical protein synthesis for epigenetic studies.
Site-selective conjugation chemistry has proven effective to synthesize homogenously ubiquitinated histones. Recently, a powerful strategy using 2-((2-chloroethyl) amino) ethane-1-thiol (CAET) as a bifunctional handle was developed to generate chemically stable ubiquitin chains without racemization and homodimerization. Herein, we extend this strategy to the expedient synthesis of ubiquitinated histones, exemplifying its utility to not only synthesize single-monoubiquitinated histones, but dual-monoubiquitinated histones as well. The synthetic histones enabled us to evaluate the binding of DNMT1 to ubiquitinated nucleosomes and map the hotspots of this interaction. Our work highlights the potential of modern chemical protein synthesis to synthesize ubiquitinated histones for epigenetic studies.
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