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Aldehydes can switch the chemoselectivity of electrophiles in protein labeling
Srinivasa Rao Adusumalli1, Dattatraya Gautam Rawale, Vishal Rai
1Organic and Bioconjugate Chemistry Laboratory, Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal Bypass Road, Bhopal 462066, India. vrai@iiserb.ac.in.
Abstract:
We show that the chemoselectivity of an electrophile in protein labeling can be promiscuous. An aldehyde enables switching of chemoselectivity of an epoxide and a sulfonate ester along with an enhanced rate of reaction. The chemical technology renders single-site installation of diverse probes on a protein and delivers analytically pure tagged proteins.
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