Design and Synthesis of Mimics of the T7-loop of FtsZ

Mimics of the T7-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bi...

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Veröffentlicht in:	Organic letters 2013-06, Vol.15 (11), p.2700-2703
Hauptverfasser:	Sorto, Nohemy A, Painter, Phillip P, Fettinger, James C, Tantillo, Dean J, Shaw, Jared T
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino Acid Sequence Aziridines - chemical synthesis Aziridines - chemistry Bacterial Proteins - chemistry Bacterial Proteins - metabolism Cell Division - physiology Crystallography, X-Ray Cytoskeletal Proteins - chemistry Cytoskeletal Proteins - metabolism Escherichia coli - chemistry Escherichia coli - cytology Models, Molecular Oxazolidinones - chemical synthesis Oxazolidinones - chemistry Protein Binding Pseudomonas aeruginosa
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container_issue	11
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container_title	Organic letters
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creator	Sorto, Nohemy A Painter, Phillip P Fettinger, James C Tantillo, Dean J Shaw, Jared T
description	Mimics of the T7-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bicyclic oxazolidinones 1a–d were selected for further study and synthesized from a key bicyclic aziridine intermediate, which is synthesized from a readily available unsaturated aldehyde and amides derived from α-amino acids.
doi_str_mv	10.1021/ol4010068
format	Article
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subjects	Amino Acid Sequence Aziridines - chemical synthesis Aziridines - chemistry Bacterial Proteins - chemistry Bacterial Proteins - metabolism Cell Division - physiology Crystallography, X-Ray Cytoskeletal Proteins - chemistry Cytoskeletal Proteins - metabolism Escherichia coli - chemistry Escherichia coli - cytology Models, Molecular Oxazolidinones - chemical synthesis Oxazolidinones - chemistry Protein Binding Pseudomonas aeruginosa
title	Design and Synthesis of Mimics of the T7-loop of FtsZ
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