Sugar Vinyl Sulfoxide Glycoconjugation of Peptides and Lysozynne: Abrogation of Proteolysis at the Lysine Sites

Sarkar, Biswajit and Mahapa, Avisek and Chatterji, Dipankar and Jayaraman, Narayanaswamy (2019) Sugar Vinyl Sulfoxide Glycoconjugation of Peptides and Lysozynne: Abrogation of Proteolysis at the Lysine Sites. In: BIOCHEMISTRY, 58 (34). pp. 3561-3565.

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Abstract

We describe a glycoconjugation strategy in which a sugar vinyl sulfoxide, acting as Michael donor, reacts efficiently with amine nucleophiles arising from the lysine side chain in peptides and proteins, at physiological pH and temperature. The method permits glycoconjugation of the lysine residues present in lysozyme with the sugar vinyl sulfoxide. The glycoconjugation of the protein abrogates the trypsin-mediated proteolysis at the lysine sites. The modified protein catalyzes digestion of the Gram-negative Escherichia coli cell wall and retains the same antimicrobial property as the native lysozyme.

Item Type:	Journal Article
Publication:	BIOCHEMISTRY
Publisher:	AMER CHEMICAL SOC
Additional Information:	copyright for this article belongs to AMER CHEMICAL SOC
Department/Centre:	Division of Biological Sciences > Molecular Biophysics Unit Division of Chemical Sciences > Organic Chemistry
Date Deposited:	31 Oct 2019 09:54
Last Modified:	31 Oct 2019 09:54
URI:	http://eprints.iisc.ac.in/id/eprint/63647

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