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EC Tree
IUBMB Comments The enzyme, characterized from the bacterium Sinorhizobium meliloti 1021, consists of three different types of subunits. The catalytic unit contains a Rieske [2Fe-2S] iron-sulfur cluster, and catalyses the monooxygenation of a methyl group. The resulting N-methoxyl group is unstable and decomposes spontaneously to form formaldehyde. The other subunits are involved in the transfer of electrons from NAD(P)H to the catalytic subunit.
The expected taxonomic range for this enzyme is: Alphaproteobacteria
Synonyms
stachydrine demethylase,
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L-proline betaine N-demethylase
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stachydrine demethylase
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HpbB1-HpbC1
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HpbB2-HpbC2
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stc2
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L-proline betaine + NAD(P)H + H+ + O2 = N-methyl-L-proline + formaldehyde + NAD(P)+ + H2O
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L-proline betaine,NAD(P)H:oxygen oxidoreductase (formaldehyde-forming)
The enzyme, characterized from the bacterium Sinorhizobium meliloti 1021, consists of three different types of subunits. The catalytic unit contains a Rieske [2Fe-2S] iron-sulfur cluster, and catalyses the monooxygenation of a methyl group. The resulting N-methoxyl group is unstable and decomposes spontaneously to form formaldehyde. The other subunits are involved in the transfer of electrons from NAD(P)H to the catalytic subunit.
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
stachydrine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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stachydrine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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additional information
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no activity with N,N-dimethyl-glycine, N-methyl-glycine, and N-methyl-L-proline
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
stachydrine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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stachydrine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADH + H+ + O2
N-methyl-L-proline + formaldehyde + NAD+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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L-proline betaine + NADPH + H+ + O2
N-methyl-L-proline + formaldehyde + NADP+ + H2O
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L-proline betaine is also called N,N-dimethylproline or stachydrine
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additional information
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non-heme enzyme
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NADH
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NADPH
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brenda
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brenda
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brenda
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brenda
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in complex with stachydrine, hanging drop vapor diffusion method, using 15% (w/v) poly(ethylene glycol) 3350, 20% (v/v) glycerol, 100 mM succinic acid buffer, pH 7.0, and 10 mM hexamine cobalt at 22°C
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Strep-Tactin resin column chromatography
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expressed in Escherichia coli BL21(DE3) cells
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Daughtry, K.; Xiao, Y.; Stoner-Ma, D.; Cho, E.; Orville, A.; Liu, P.; Allen, K.
Quaternary ammonium oxidative demethylation X-ray crystallographic, resonance Raman, and UV-visible spectroscopic analysis of a Rieske-type demethylase
J. Am. Chem. Soc.
134
2823-2834
2012
Sinorhizobium meliloti
brenda
Kumar, R.; Zhao, S.; Vetting, M.; Wood, B.; Sakai, A.; Cho, K.; Solbiati, J.; Almo, S.; Sweedler, J.; Jacobson, M.; Gerlt, J.; Cronan, J.
Prediction and biochemical demonstration of a catabolic pathway for the osmoprotectant proline betaine
mBio
5
e00933-13
2014
Paracoccus denitrificans, Rhodobacter sphaeroides, Paracoccus denitrificans Pd1222
brenda
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1.14.13.247 stachydrine N-demethylase
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