A Chemical-Intervention Strategy To Circumvent Peptide Hydrolysis by d‑Stereoselective Peptidases

A Chemical-Intervention Strategy To Circumvent Peptide Hydrolysis by d‑Stereoselective Peptidases

d-Stereoselective peptidases that degrade nonribosomal peptides (NRPs) were recently discovered and could have serious implications for the future of NRPs as antibiotics. Herein, we report chemical modifications that can be used to impart resistance to the d-peptidases BogQ and TriF. New tridecaptin...

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Veröffentlicht in:Journal of medicinal chemistry 2019-11, Vol.62 (22), p.10466-10472
Hauptverfasser: Bann, Samantha J, Ballantine, Ross D, McCallion, Conor E, Qian, Pei-Yuan, Li, Yong-Xin, Cochrane, Stephen A
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container_end_page 10472
container_issue 22
container_start_page 10466
container_title Journal of medicinal chemistry
container_volume 62
creator Bann, Samantha J
Ballantine, Ross D
McCallion, Conor E
Qian, Pei-Yuan
Li, Yong-Xin
Cochrane, Stephen A
description d-Stereoselective peptidases that degrade nonribosomal peptides (NRPs) were recently discovered and could have serious implications for the future of NRPs as antibiotics. Herein, we report chemical modifications that can be used to impart resistance to the d-peptidases BogQ and TriF. New tridecaptin A analogues were synthesized that retain strong antimicrobial activity and have significantly enhanced d-peptidase stability. In vitro assays confirmed that synthetic analogues retain the ability to bind to their cellular receptor, peptidoglycan intermediate lipid II.
doi_str_mv 10.1021/acs.jmedchem.9b01078
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title A Chemical-Intervention Strategy To Circumvent Peptide Hydrolysis by d‑Stereoselective Peptidases
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