Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP

Phalguni Ghosh; Chunkyung Park; Mark S. Peterson; Peter B. Bitterman; Vitaly A. Polunovsky; Carston R. Wagner

doi:10.1016/j.bmcl.2005.01.080

Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP

Phalguni Ghosh, Chunkyung Park, Mark S. Peterson, Peter B. Bitterman, Vitaly A. Polunovsky, Carston R. Wagner

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Abstract

Cap-dependent translation is initiated by the binding of eIF4E to capped mRNA (m⁷GpppN). We have prepared a small library of 7-methyl guanosine nucleoside and nucleotide analogs and evaluated their ability to inhibit eIF4E binding to 7-methyl GTP with a competitive eIF4E binding immunoassay. 5′-H-Phosphonate derivatives in which the 2′- and 3′-riboside hydroxyls were tethered together by an isopropylidene group were shown to be a new class of inhibitors of eIF4E binding to capped mRNA.

Original language	English (US)
Pages (from-to)	2177-2180
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	8
DOIs	https://doi.org/10.1016/j.bmcl.2005.01.080
State	Published - Apr 15 2005

Bibliographical note

Funding Information:
This work was partially supported by a grant from NIH-NCI (U01-CA91220).

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title = "Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP",

abstract = "Cap-dependent translation is initiated by the binding of eIF4E to capped mRNA (m7GpppN). We have prepared a small library of 7-methyl guanosine nucleoside and nucleotide analogs and evaluated their ability to inhibit eIF4E binding to 7-methyl GTP with a competitive eIF4E binding immunoassay. 5′-H-Phosphonate derivatives in which the 2′- and 3′-riboside hydroxyls were tethered together by an isopropylidene group were shown to be a new class of inhibitors of eIF4E binding to capped mRNA.",

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T1 - Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP

AU - Ghosh, Phalguni

AU - Park, Chunkyung

AU - Peterson, Mark S.

AU - Bitterman, Peter B.

AU - Polunovsky, Vitaly A.

AU - Wagner, Carston R.

N1 - Funding Information: This work was partially supported by a grant from NIH-NCI (U01-CA91220).

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Y1 - 2005/4/15

N2 - Cap-dependent translation is initiated by the binding of eIF4E to capped mRNA (m7GpppN). We have prepared a small library of 7-methyl guanosine nucleoside and nucleotide analogs and evaluated their ability to inhibit eIF4E binding to 7-methyl GTP with a competitive eIF4E binding immunoassay. 5′-H-Phosphonate derivatives in which the 2′- and 3′-riboside hydroxyls were tethered together by an isopropylidene group were shown to be a new class of inhibitors of eIF4E binding to capped mRNA.

AB - Cap-dependent translation is initiated by the binding of eIF4E to capped mRNA (m7GpppN). We have prepared a small library of 7-methyl guanosine nucleoside and nucleotide analogs and evaluated their ability to inhibit eIF4E binding to 7-methyl GTP with a competitive eIF4E binding immunoassay. 5′-H-Phosphonate derivatives in which the 2′- and 3′-riboside hydroxyls were tethered together by an isopropylidene group were shown to be a new class of inhibitors of eIF4E binding to capped mRNA.

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Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP

Abstract

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