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Purushottam L, Adusumalli SR, Chilamari M, et al. Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation. Chem Commun (Camb). 2017;53(5):959-962doi: 10.1039/c6cc09555k.
Purushottam, L., Adusumalli, S. R., Chilamari, M., & Rai, V. (2017). Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation. Chemical communications (Cambridge, England), 53(5), 959-962. https://doi.org/10.1039/c6cc09555k
Purushottam, Landa, et al. "Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation." Chemical communications (Cambridge, England) vol. 53,5 (2017): 959-962. doi: https://doi.org/10.1039/c6cc09555k
Purushottam L, Adusumalli SR, Chilamari M, Rai V. Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation. Chem Commun (Camb). 2017 Jan 16;53(5):959-962. doi: 10.1039/c6cc09555k. Epub 2017 Jan 03. PMID: 28044167.
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Chem Commun (Camb). 2017 Jan 16;53(5):959-962. doi: 10.1039/c6cc09555k. Epub 2017 Jan 03.

Chemoselective and site-selective peptide and native protein modification enabled by aldehyde auto-oxidation.

Chemical communications (Cambridge, England)

Landa Purushottam, Srinivasa Rao Adusumalli, Maheshwerreddy Chilamari, Vishal Rai

Affiliations

  1. Organic and Bioconjugate Chemistry Laboratory, Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal Bypass Road, Bhopal 462066, India. [email protected].

PMID: 28044167 DOI: 10.1039/c6cc09555k

Abstract

We report a chemoselective and site-selective formylation of ε-amine in native proteins. The aldehyde auto-oxidation re-routing, regulated generation of formate, and reversible N-terminus protection drive the transformation. It labels a single ε-amine in a pool of its copies, other nucleophilic residues, and α-amine. The extension of the methodology leads to site-selective acylation.

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