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

Research output: Contribution to journalArticle

30 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)2177-2180
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume15
Issue number8
DOIs
StatePublished - Apr 15 2005

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Organophosphonates
Messenger RNA
Competitive Binding
Guanosine
Nucleosides
Immunoassay
Hydroxyl Radical
Libraries
Nucleotides
Derivatives
7-methylguanosine triphosphate
propylene

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Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP. / Ghosh, Phalguni; Park, Chunkyung; Peterson, Mark S.; Bitterman, Peter B; Polunovsky, Vitaly A; Wagner, Carston R.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 15, No. 8, 15.04.2005, p. 2177-2180.

Research output: Contribution to journalArticle

Ghosh, Phalguni ; Park, Chunkyung ; Peterson, Mark S. ; Bitterman, Peter B ; Polunovsky, Vitaly A ; Wagner, Carston R. / Synthesis and evaluation of potential inhibitors of eIF4E cap binding to 7-methyl GTP. In: Bioorganic and Medicinal Chemistry Letters. 2005 ; Vol. 15, No. 8. pp. 2177-2180.
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