Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45

Scott A. Beers, Elizabeth A. Malloy, Wei Wu, Michael P. Wachter, Uma Gunnia, Druie Cavender, Crafford Harris, Janet Davis, Ruth Brosius, J. Lee Pellegrino-Gensey, John Siekierka

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A series of nitroarylhydroxymethylphosphonic acids was synthesized and evaluated as inhibitors of CD45. It was discovered that both the alpha hydroxy and nitro groups are essential for activity. Potency is enhanced by the addition of a large lipophilic group on the aryl ring adjacent to the phosphonic acid moiety. Kinetics studies have shown that these compounds are competitive inhibitors and thus bind at the active site of this enzyme.

Original languageEnglish
Pages (from-to)2203-2211
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume5
Issue number12
DOIs
StatePublished - 1 Dec 1997

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Catalytic Domain
Kinetics
Acids
Enzymes
phosphonic acid

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Beers, S. A., Malloy, E. A., Wu, W., Wachter, M. P., Gunnia, U., Cavender, D., ... Siekierka, J. (1997). Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45. Bioorganic and Medicinal Chemistry, 5(12), 2203-2211. https://doi.org/10.1016/S0968-0896(97)00174-0
Beers, Scott A. ; Malloy, Elizabeth A. ; Wu, Wei ; Wachter, Michael P. ; Gunnia, Uma ; Cavender, Druie ; Harris, Crafford ; Davis, Janet ; Brosius, Ruth ; Pellegrino-Gensey, J. Lee ; Siekierka, John. / Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45. In: Bioorganic and Medicinal Chemistry. 1997 ; Vol. 5, No. 12. pp. 2203-2211.
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Beers, SA, Malloy, EA, Wu, W, Wachter, MP, Gunnia, U, Cavender, D, Harris, C, Davis, J, Brosius, R, Pellegrino-Gensey, JL & Siekierka, J 1997, 'Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45', Bioorganic and Medicinal Chemistry, vol. 5, no. 12, pp. 2203-2211. https://doi.org/10.1016/S0968-0896(97)00174-0

Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45. / Beers, Scott A.; Malloy, Elizabeth A.; Wu, Wei; Wachter, Michael P.; Gunnia, Uma; Cavender, Druie; Harris, Crafford; Davis, Janet; Brosius, Ruth; Pellegrino-Gensey, J. Lee; Siekierka, John.

In: Bioorganic and Medicinal Chemistry, Vol. 5, No. 12, 01.12.1997, p. 2203-2211.

Research output: Contribution to journalArticle

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AU - Beers, Scott A.

AU - Malloy, Elizabeth A.

AU - Wu, Wei

AU - Wachter, Michael P.

AU - Gunnia, Uma

AU - Cavender, Druie

AU - Harris, Crafford

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AU - Siekierka, John

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AB - A series of nitroarylhydroxymethylphosphonic acids was synthesized and evaluated as inhibitors of CD45. It was discovered that both the alpha hydroxy and nitro groups are essential for activity. Potency is enhanced by the addition of a large lipophilic group on the aryl ring adjacent to the phosphonic acid moiety. Kinetics studies have shown that these compounds are competitive inhibitors and thus bind at the active site of this enzyme.

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Beers SA, Malloy EA, Wu W, Wachter MP, Gunnia U, Cavender D et al. Nitroarylhydroxymethylphosphonic acids as inhibitors of CD45. Bioorganic and Medicinal Chemistry. 1997 Dec 1;5(12):2203-2211. https://doi.org/10.1016/S0968-0896(97)00174-0