4-Amino-3-bromophenol (cas: 74440-80-5) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 74440-80-5
The metabolic pathway catalyzed by the tyrosinase of Agaricus bisporus was written by Boekelheide, Kim;Graham, Doyle G.;Mize, Patrick D.;Jeffs, Peter W.. And the article was included in Journal of Biological Chemistry in 1980.Application of 74440-80-5 This article mentions the following:
N–tert-Butyloxycarbonyl-γ-L-glutaminyl-2-bromo-4-hydroxybenzene α-benzyl ester was synthesized as a precursor to γ-L-glutaminyl-4-hydroxybenzene-2–3H (I–2–3H). With this labeled compound and the previously synthesized I–3,5–3H2, the stoichiometry of ring substitution was determined for the tyrosinase-catalyzed metabolic pathway of A. bisporus (mushroom). In this pathway, I is hydroxylated to γ-L-glutaminyl-3,4-dihydroxybenzene (II) which is oxidized to γ-L-glutaminyl-3,4-benzoquinone (III) and a compound of previously unknown structure, 490. The results indicated that the 490 quinone was derived from III without further ring substitution. A base-catalyzed, nonenzymic reaction of III was observed which yielded a compound with a 490 nm chromophore. γ-Glutamyl transpeptidase cleavage of II led to the release of 4-aminocatechol which air-oxidized to a compound with identical spectral properties to 490. The structure of 490 was thus determined to be 2-hydroxy-4-imino-2,5-cyclohexadiene-1-one (2-hydroxy-4-iminoquinone). The tyrosinase-catalyzed hydroxylation of I was found to be optimal at pH 8.0, whereas the enzymic oxidation of II was optimal at pH 6.0. In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Application of 74440-80-5).
4-Amino-3-bromophenol (cas: 74440-80-5) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application of 74440-80-5
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary