The biosynthesis of brominated tyrosine metabolites by Aplysina fistularis
Carney, John Ray
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https://hdl.handle.net/2142/20218
Description
Title
The biosynthesis of brominated tyrosine metabolites by Aplysina fistularis
Author(s)
Carney, John Ray
Issue Date
1990
Doctoral Committee Chair(s)
Rinehart, Kenneth L., Jr.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Agriculture, Fisheries and Aquaculture
Language
eng
Abstract
The biosynthesis of brominated tyrosine metabolites by the marine sponge Aplysina fistularis was investigated. ($U$-$\sp{14}$C) -L-Tyrosine, ($U$-$\sp{14}$C) -L-3-bromotyrosine, and ($U$-$\sp{14}$) -3,5-dibromotyrosine were incorporated into both dibromoverongiaquinol and aeroplysinin-1, and (methyl-$\sp{14}$C) methionine was specifically incorporated into the O-methyl group of aeroplysinin-1. (Methyl-$\sp{14}$C) -O-methyltyrosine and (methyl-$\sp{14}$C) -3,5-dibromo-O-methyltyrosine and several putative nitrile precursors were not significantly incorporated into aeroplysinin-1.
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