Chemo- and regio-selective catalysis of C(sp3)-H halogenation reaction {is a|is really a|is actually a|can be a|is often a|is usually a} formidable {goal|objective|aim|purpose|target} in chemical synthesis. 2-oxo-glutarate (2OG) dependent non-heme iron halogenases catalyze selective chlorination/bromination of C-H bonds and exhibit {high|higher} sequence and structural similarities with non-heme iron hydroxylases. How the secondary coordination sphere (SCS) {of these|of those} two enzyme systems differentiate and {determine|figure out|decide|establish|ascertain|identify} their reactivity {is not|isn’t|just isn’t|is just not|will not be} understood. {In this|Within this} {work|function|perform|operate}, we show that tyrosine placement {in the|within the|inside the} SCS of non-heme iron halogenases {have a|possess a} {huge|massive|large|enormous|big|substantial} {impact|influence|effect} on their structure, function, and reactivity. We {discover|uncover|learn|find out} that a tyrosine mutant (F121Y) in SyrB2 halogenase undergoes post-translational oxidation to dihydroxyphenylalanine (DOPA) physiologically. A {combination|mixture} of spectroscopic, mass-spectrometric, and biochemical {studies|research} show that the DOPA modification in SyrB2 renders the enzyme non-functional. {Further|Additional} bioinformatics {analysis|evaluation} suggests that halogenases, {unlike|in contrast to|as opposed to} hydroxylases, {have a|possess a} conserved placement of phenylalanine at position 121 to preclude such unproductive oxidation. {Overall|General|All round}, this study demonstrates the {importance|significance|value} {of the|from the|in the|on the|with the|of your} SCS in controlling the structure and enzymatic activity of non-heme iron halogenases. Our {results|outcomes|final results|benefits} {will have|may have} {significant|substantial|considerable|important} implications towards the {design|style|design and style} of small-molecule and protein-based halogenation catalysts. Chlorin e6 Chemical name Fmoc-Lys(Me)2-OH (hydrochloride) custom synthesis PMID:24633055
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