2.1.1.241: 2,4,7-trihydroxy-1,4-benzoxazin-3-one-glucoside 7-O-methyltransferase
This is an abbreviated version!
For detailed information about 2,4,7-trihydroxy-1,4-benzoxazin-3-one-glucoside 7-O-methyltransferase, go to the full flat file.
Reaction
Synonyms
BENZOXAZINLESS7, BX7, O-methyltransferase BX7, OMT BX7, TRIBOA-glucoside O-methyltransferase, TRIBOA-OMT
ECTree
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Substrates Products
Substrates Products on EC 2.1.1.241 - 2,4,7-trihydroxy-1,4-benzoxazin-3-one-glucoside 7-O-methyltransferase
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REACTION DIAGRAM
S-adenosyl-L-methionine + (2R)-4,7-dihydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
S-adenosyl-L-homocysteine + (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
S-adenosyl-L-methionine + 2-(2,4,7-trihydroxy-8-methoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose
S-adenosyl-L-homocysteine + 2-(2,4-dihydroxy-7,8-dimethoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose
additional information
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the only substance that serves as a substrate for the recombinant Bx7 is TRIBOA-Glc, neither the aglucone TRIBOA nor well-known substrates of plant O-methyltransferases are efficiently converted by the enzyme. In case of quercetin, a minor activity is detected. BX7 has no catalytic activity toward phenylpropanoids and flavonoids, e.g. apigenin is no substrate
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S-adenosyl-L-methionine + (2R)-4,7-dihydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
S-adenosyl-L-homocysteine + (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
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S-adenosyl-L-methionine + (2R)-4,7-dihydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
S-adenosyl-L-homocysteine + (2R)-4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside
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conversion of (2R)-2,4,7-trihydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl beta-D-glucopyranoside, TRIBOA-Glc, to DIMBOA-Glc
i.e. DIMBOA-Glc
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S-adenosyl-L-homocysteine + 2-(2,4-dihydroxy-7,8-dimethoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose
i.e. TRIMBOA-Glc
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S-adenosyl-L-methionine + 2-(2,4,7-trihydroxy-8-methoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose
S-adenosyl-L-homocysteine + 2-(2,4-dihydroxy-7,8-dimethoxy-1,4-benzoxazin-3-one)-beta-D-glucopyranose
i.e. TRIMBOA-Glc, enzyme BX7 methylates the C-7 hydroxyl group of TRIBOA-Glc. Recombinant BX7 also accepts TRIMBOA-Glc as substrate and methylates the hydroxyl group at C-7
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