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1.14.13.246: 4beta-methylsterol monooxygenase

This is an abbreviated version!
For detailed information about 4beta-methylsterol monooxygenase, go to the full flat file.

Reaction

a 3beta-hydroxy-4,4-dimethylsteroid
+ 3 NADH + 3 H+ + 3 O2 =
a 3beta-hydroxy-4alpha-methylsteroid-4beta-carboxylate
+ 3 NAD+ + 4 H2O

Synonyms

SdmA

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.246 4beta-methylsterol monooxygenase

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Resultsin table
1AA Sequence
1Cofactor
2General Information
2Natural Substrates/ Products (Substrates)
2Organism
1Pathway
4Reaction
2Reference
7Substrates and Products (Substrate)
3Synonyms
1Systematic Name

Systematic Name

Systematic Name on EC 1.14.13.246 - 4beta-methylsterol monooxygenase

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SYSTEMATIC NAME
IUBMB Comments
3beta-hydroxy-4,4-dimethylsteroid,NADH:oxygen oxidoreductase (C-4mbeta-hydroxylating)
Contains a Rieske [2Fe-2S] iron-sulfur cluster. This bacterial enzyme (SdmA) participates in the biosynthesis of bacterial sterols. Together with SdmB it forms an enzyme system that removes one methyl group from the C-4 position of 4,4-dimethylated steroid molecules. SdmA catalyses three successive oxidations of the C-4beta methyl group, turning it into a carboxylate group; the second enzyme, SdmB, is a bifunctional enzyme that catalyses two different activities. As EC 1.1.1.417, 3beta-hydroxysteroid-4beta-carboxylate 3-dehydrogenase (decarboxylating), it catalyses an oxidative decarboxylation that results in reduction of the 3beta-hydroxy group at the C-3 carbon to an oxo group. As EC 1.1.1.270, 3beta-hydroxysteroid 3-dehydrogenase, it reduces the 3-oxo group back to a 3beta-hydroxyl. Unlike the animal/fungal enzyme EC 1.14.18.9, 4alpha-methylsterol monooxygenase, and the plant enzymes EC 1.14.18.10, plant 4,4-dimethylsterol C-4alpha-methyl-monooxygenase, and EC 1.14.18.11, plant 4alpha-monomethylsterol monooxygenase, this enzyme acts preferentially on the 4beta-methyl group. Since no epimerization of the remaining C-4alpha methyl group occurs, the enzyme can only remove one methyl group, leaving a 4alpha-monomethylated product. Known substrates include 4,4-dimethyl-5alpha-cholest-8-en-3beta-ol and 14-demethyllanosterol.