Nitrocatechols versus nitrocatecholamines as novel competitive inhibitors of neuronal nitric oxide synthase: lack of the aminoethyl side chain determines loss of tetrahydrobiopterin-antagonizing properties

Bioorganic & Medicinal Chemistry Letters
2002.0

Abstract

6-Nitrocatecholamines were recently described as novel neuronal nitric oxide synthase inhibitors competing with both L-arginine and tetrahydrobiopterin (BH(4)). We report now that simple nitrocatechols are also competitive inhibitors, lacking however BH(4)-antagonizing properties. It is argued that 6-nitrocatecholamines interact with the L-arginine- and BH(4)-binding sites through the nitrocatechol and aminoethyl moieties, respectively.

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