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Coniferyl alcohol 9-O-methyltransferase from Linum nodiflorum (Linaceae) catalyzes the unusual methylation of the side-chain hydroxyl group of coniferyl alcohol. The protein was heterologously expressed in Escherichia coli as a hexahistidine derivative and purified for crystallization. Diffracting crystals were obtained of the pure protein and of its selenomethionine derivative, as well as of complexes with coniferyl alcohol and with S-adenosyl-L-homocysteine together with coniferyl alcohol 9-O-methyl ether (PDB entries 4ems , 4e70 and 4evi , respectively). The X-ray structures show that the phenylpropanoid binding mode differs from other phenylpropanoid O-methyltransferases such as caffeic acid O-­methyltransferase. Moreover, the active site lacks the usually conserved and catalytic histidine residue and thus implies a different reaction mode for methylation. Site-directed mutagenesis was carried out to identify critical amino acids. The binding order of coniferyl alcohol and S-adenosyl-L-­methionine was investigated by isothermal titration calorimetry experiments.

Supporting information

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Portable Document Format (PDF) file https://doi.org/10.1107/S0907444913002874/mn5022sup1.pdf
Supplementary Material.

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Graphic Interchange Format (GIF) image https://doi.org/10.1107/S0907444913002874/mn5022sup2.gif
Animated version of Fig. 5.

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Graphic Interchange Format (GIF) image https://doi.org/10.1107/S0907444913002874/mn5022sup3.gif
Animated version of Supplementary Fig. S2.

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Graphic Interchange Format (GIF) image https://doi.org/10.1107/S0907444913002874/mn5022sup4.gif
Animated version of Fig. 7(d)

PDB references: coniferyl alcohol 9-O-methyltransferase, 4ems; complex with coniferyl alcohol, 4e70; complex with coniferyl alcohol 9-methyl ether and S-­adenosyl-L-homocysteine, 4evi


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