Journal
BIOCHEMISTRY
Volume 58, Issue 34, Pages 3561-3565Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.biochem.9b00436
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Funding
- CSIR, New Delhi
- J. C. Bose National Fellowships
- IISc
- DBT-RA Program in Biotechnology Life Science
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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.
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