1.14.99.69: tRNA 2-(methylsulfanyl)-N6-isopentenyladenosine37 hydroxylase
This is an abbreviated version!
For detailed information about tRNA 2-(methylsulfanyl)-N6-isopentenyladenosine37 hydroxylase, go to the full flat file.
Reaction
Synonyms
miaE, PP2188, tRNA 2-(methylsulfanyl)-N6-dimethylallyladenosine37 hydroxylase, tRNA 2-methylthio-N6-isopentenyl adenosine(37) hydroxylase
ECTree
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Substrates Products
Substrates Products on EC 1.14.99.69 - tRNA 2-(methylsulfanyl)-N6-isopentenyladenosine37 hydroxylase
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REACTION DIAGRAM
2-chloro-N6-isopentenyladenosine + reduced acceptor + O2
2-chloro-N6-((E)-4-hydroxyisopentenyl)-adenosine + acceptor + H2O
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?
i6A + reduced acceptor + O2
io6A + acceptor + H2O
i.e. free nucleoside
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?
i6A-ACSLTrp + reduced acceptor + O2
io6A-ACSL-Trp + acceptor + H2O
i.e. isopentenylated anticodon stem loop (ACSL) region of tRNATrp
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-
?
ms2i6A + reduced acceptor + O2
ms2io6A + acceptor + H2O
ms2i6A i.e. N6-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine37 in tRNA
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?
N6-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine37 in tRNA + reduced acceptor + O2
N6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(methylsulfanyl)adenosine37 in tRNA + acceptor + H2O
N6-isopentenyladenosine + reduced acceptor + O2
N6-((E)-4-hydroxyisopentenyl)-adenosine + acceptor + H2O
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?
N6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(methylsulfanyl)adenosine37 in tRNA + acceptor + H2O
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-
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?
N6-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine37 in tRNA + reduced acceptor + O2
N6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(methylsulfanyl)adenosine37 in tRNA + acceptor + H2O
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?
N6-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine37 in tRNA + reduced acceptor + O2
N6-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]-2-(methylsulfanyl)adenosine37 in tRNA + acceptor + H2O
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?
?
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enzyme additionally shows catalase activity. Formation of 1.1 mol of O2 is observed upon addition of 2 mol H2O2
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additional information
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hydroxylation of the terminal isopentenyl-C4-position is observed with more than 97% E-stereoselectivity. No other nonspecific hydroxylation products are observed in enzymatic assays. The initial rate of MiaE hydroxylation is highly influenced by the substituent at the C2-position of the nucleoside base. MiaE exhibits more than 3fold enhancement for the hydroxylation of the free ms2i6A nucleoside relative to i6A
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additional information
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steady-state product formation retains more than 98%stoichiometric E stereoselectivity
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