Search results for "phosphonicamino acids"

Redox reaction between amino‐(3,4‐dihydroxyphenyl)methyl phosphonic acid and dopaquinone is responsible for the apparent inhibitory effect on tyrosin…

2002

Amino‐(3,4‐dihydroxyphenyl)methyl phosphonic acid, the phosphonic analog of 3,4‐dihydroxyphenylglycine, had been previously reported as a potent inhibitor of tyrosinase. The mechanism of the apparent enzyme inhibition by this compound has now been established. Amino‐(3,4‐dihydroxyphenyl)methyl phosphonic acid turned out to be a substrate and was oxidized to o‐quinone, which evolved to a final product identified as 3,4‐dihydroxybenzaldehyde, the same as for 3,4‐dihydroxyphenylglycine. Monohydroxylated compounds (amino‐(3‐hydroxyphenyl)methyl phosphonic acid and amino‐(4‐hydroxyphenyl)methyl phosphonic acid) were not oxidized, neither was 4‐hydroxy‐l‐phenylglycine. However, the relatively hig…