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
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

Access to Document

10.1021/ja071087s

Cite this

@article{fdd7a45291fb4afaa5fb385cb88ce01e,

title = "Acyclic ribooxacarbenium ion mimics as transition state analogues of human and malarial purine nucleoside phosphorylases",

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.",

author = "Taylor, {Erika A.} and Keith Clinch and Kelly, {Peter M.} and Lei Li and Evans, {Gary B.} and Tyler, {Peter C.} and Schramm, {Vern L.}",

year = "2007",

month = jun,

day = "6",

doi = "10.1021/ja071087s",

language = "English (US)",

volume = "129",

pages = "6984--6985",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - Acyclic ribooxacarbenium ion mimics as transition state analogues of human and malarial purine nucleoside phosphorylases

AU - Taylor, Erika A.

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

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=34250205219&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34250205219&partnerID=8YFLogxK

U2 - 10.1021/ja071087s

DO - 10.1021/ja071087s

M3 - Article

C2 - 17497780

AN - SCOPUS:34250205219

SN - 0002-7863

VL - 129

SP - 6984

EP - 6985

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 22

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this