Design and synthesis of mimics of the T7-loop of FtsZ

Nohemy A. Sorto; Phillip P. Painter; James C. Fettinger; Dean J. Tantillo; Jared T. Shaw

doi:10.1021/ol4010068

Design and synthesis of mimics of the T7-loop of FtsZ

Nohemy A. Sorto, Phillip P. Painter, James C. Fettinger, Dean J. Tantillo, Jared T. Shaw

Chemistry

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	2700-2703
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	11
DOIs	https://doi.org/10.1021/ol4010068
State	Published - 2013

ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

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10.1021/ol4010068

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abstract = "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.",

author = "Sorto, {Nohemy A.} and Painter, {Phillip P.} and Fettinger, {James C.} and Tantillo, {Dean J.} and Shaw, {Jared T.}",

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AU - Sorto, Nohemy A.

AU - Painter, Phillip P.

AU - Fettinger, James C.

AU - Tantillo, Dean J.

AU - Shaw, Jared T.

PY - 2013

Y1 - 2013

N2 - 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.

AB - 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.

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Design and synthesis of mimics of the T7-loop of FtsZ

Abstract

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