Mar 232016
Abstract Image

The number of antibiotic-resistant bacterial infections has increased dramatically over the past decade. To combat these pathogens, novel antimicrobial strategies must be explored and developed. We previously reported a strategy based on hapten-modified cell wall analogues to induce recruitment of endogenous antibodies to bacterial cell surfaces. Cell surface remodeling using unnatural single d-amino acid cell wall analogues led to modification at the C-terminus of the peptidoglycan stem peptide. During peptidoglycan processing, installed hapten-displaying amino acids can be subsequently removed by cell wall enzymes. Herein, we disclose a two-step dipeptide peptidoglycan remodeling strategy aimed at introducing haptens at an alternative site within the stem peptide to improve retention and diminish removal by cell wall enzymes. Through this redesigned strategy, we determined size constraints of peptidoglycan remodeling and applied these constraints to attain hapten–linker conjugates that produced high levels of antibody recruitment to bacterial cell surfaces.

Dipeptide-Based Metabolic Labeling of Bacterial Cells for Endogenous Antibody Recruitment

Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015, United States
ACS Infect. Dis., Article ASAP
DOI: 10.1021/acsinfecdis.6b00007
Publication Date (Web): February 02, 2016
Copyright © 2016 American Chemical Society
*(M.M.P.) E-mail:

ACS Editors’ Choice – This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.


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Keywords:,  antibiotics,  bacterial,  surface,  remodeling,  d-amino acids, Dipeptide-Based Metabolic Labeling, Bacterial Cells,  Endogenous Antibody Recruitment



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