Potent inhibition of protein-tyrosine phosphatase-1B using the phosphotyrosyl mimetic fluoro-O-malonyl tyrosine (FOMT)

Peter P. Roller, Li Wu, Zhong-Yin Zhang, Terrence R. Burke

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

To enhance PTP binding interactions, both inside and outside the pTyr binding pocket, a thioether-cyclized peptide has been designed based on the EGF receptor autophosphorylation sequence (EGFR988-993) 'Asp-Ala-Asp- Glu-pTyr-Leu', in which the pTyr residue has been replaced by the nonphosphorus-containing pTyr mimetic fluoro-O-malonyltyrosine (FOMT, 2). The resulting peptide 4 exhibits a K(i) value of 170 nM, making it one of the most potent inhibitors of PTP1B yet reported.

Original languageEnglish (US)
Pages (from-to)2149-2150
Number of pages2
JournalBioorganic and Medicinal Chemistry Letters
Volume8
Issue number16
DOIs
StatePublished - Aug 18 1998
Externally publishedYes

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Non-Receptor Type 1 Protein Tyrosine Phosphatase
Tyrosine
Peptides
Sulfides
Epidermal Growth Factor Receptor

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Potent inhibition of protein-tyrosine phosphatase-1B using the phosphotyrosyl mimetic fluoro-O-malonyl tyrosine (FOMT). / Roller, Peter P.; Wu, Li; Zhang, Zhong-Yin; Burke, Terrence R.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 8, No. 16, 18.08.1998, p. 2149-2150.

Research output: Contribution to journalArticle

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