2.1.1.308: cytidylyl-2-hydroxyethylphosphonate methyltransferase
This is an abbreviated version!
For detailed information about cytidylyl-2-hydroxyethylphosphonate methyltransferase, go to the full flat file.
Reaction
2 S-adenosyl-L-methionine + + = + + + +
Synonyms
(S)-2-hydroxyethylphosphonate methylase, 2-hydroxyethylphosphonate methyltransferase, fom3, methyltransferase fom3
ECTree
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Substrates Products
Substrates Products on EC 2.1.1.308 - cytidylyl-2-hydroxyethylphosphonate methyltransferase
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REACTION DIAGRAM
(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
S-adenosyl-L-methionine + methylcob(III)alamin + 2-hydroxyethylphosphonate
5'-deoxyadenosine + L-methionine + cob(III)alamin + (2S)-2-hydroxypropylphosphonate
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
Fom3 catalyzes the penultimate step in the biosynthesis of fosfomycin, an antibiotic produced by several species of Streptomyces and Pseudomonas
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
the enzyme is required for fosfomycin production
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
(S)- and (R)-(2-hydroxy[1-2H1]ethyl)phosphonic acids are fed to Streptomyces fradiae. The deuterium of (R)-(2-hydroxy[1-2H1]ethyl)phosphonic acid is lost, and the deuterium of (S)-(2-hydroxy[1-2H1]ethyl)phosphonic acid is retained on incorporation into fosfomycin
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
C-2 methylation of hydroxyethyl phosphonate
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
incorporation of 18O in the alcohol function of 18O-labeled HEP into the FM molecule but not of 18O2 gas
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
no activity with (R)-2-hydroxyethylphosphonate
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
when (R)- and (S)-2-hydroxyethylphosphonate are fed to Streptomyces fradiae producing fosfomycin, only (S)-2-hydroxyethylphosphonate is efficiently incorporated into fosfomycin (37% deuterium at C-1 of the aminophosphonic acid)
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(2-hydroxyethyl)phosphonate + S-adenosyl-L-methionine + methylcobalamin
(S)-2-hydroxypropylphosphonate + L-methionine + 5'-deoxyadenosine + cob(II)alamin
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5'-deoxyadenosine + L-methionine + cob(III)alamin + (2S)-2-hydroxypropylphosphonate
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S-adenosyl-L-methionine + methylcob(III)alamin + 2-hydroxyethylphosphonate
5'-deoxyadenosine + L-methionine + cob(III)alamin + (2S)-2-hydroxypropylphosphonate
the enzyme is involved in the biosynthesis of the broad-spectrum antibiotic fosfomycin
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