Acyclic ribooxacarbenium ion mimics as transition state analogues of human and malarial purine nucleoside phosphorylases

Erika A. Taylor; Keith Clinch; Peter M. Kelly; Lei Li; Gary B. Evans; Peter C. Tyler; Vern L. Schramm

doi:10.1021/ja071087s

Acyclic ribooxacarbenium ion mimics as transition state analogues of human and malarial purine nucleoside phosphorylases

Erika A. Taylor, Keith Clinch, Peter M. Kelly, Lei Li, Gary B. Evans, Peter C. Tyler, Vern L. Schramm

Biochemistry

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

41 Scopus citations

Abstract

Transition state analogues of PNP, the Immucillins and DADMe-Immucillins, were designed to match transition state features of bovine and human PNPs, respectively. A third generation of inhibitors has been designed that contain an acyclic iminoalcohol to replace the cyclic mimic of the ribooxacarbenium ion at the transition states of PNPs. The best third generation inhibitor is equivalent to the best inhibitors found in the previous transition state analogues.

Original language	English (US)
Pages (from-to)	6984-6985
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	22
DOIs	https://doi.org/10.1021/ja071087s
State	Published - Jun 6 2007

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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AU - Clinch, Keith

AU - Kelly, Peter M.

AU - Li, Lei

AU - Evans, Gary B.

AU - Tyler, Peter C.

AU - Schramm, Vern L.

PY - 2007/6/6

Y1 - 2007/6/6

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AB - Transition state analogues of PNP, the Immucillins and DADMe-Immucillins, were designed to match transition state features of bovine and human PNPs, respectively. A third generation of inhibitors has been designed that contain an acyclic iminoalcohol to replace the cyclic mimic of the ribooxacarbenium ion at the transition states of PNPs. The best third generation inhibitor is equivalent to the best inhibitors found in the previous transition state analogues.

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Acyclic ribooxacarbenium ion mimics as transition state analogues of human and malarial purine nucleoside phosphorylases

Abstract

ASJC Scopus subject areas

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