Ligand hydroxymethylphosphonic acid
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Basic Ligand Information
Molecular Structure
CH5O4P
hydroxymethylphosphonic acid
GTTBQSNGUYHPNK-UHFFFAOYSA-N
(hydroxymethyl)phosphonate, (hydroxymethyl)phosphonic acid, hydroxymethylphosphonate
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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(hydroxymethyl)phosphonate + O2 = formate + phosphate
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)
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2-hydroxyethylphosphonate + O2 = hydroxymethylphosphonate + formate
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methylphosphonate + 2-oxoglutarate + O2 = hydroxymethylphosphonate + succinate + CO2
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Substrate in Enzyme-catalyzed Reactions (2 results)
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hydroxymethylphosphonate + O2 = phosphate + formate
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(hydroxymethyl)phosphonate + O2 = formate + phosphate
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Product in Enzyme-catalyzed Reactions (5 results)
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(2R)-hydroxypropylphosphonate + O2 = 2-oxopropylphosphonate + hydroxymethylphosphonate + acetate
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(R)-2-hydroxyethylphosphonate + O2 = hydroxymethylphosphonate + formate
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(S)-2-hydroxyethylphosphonate + O2 = hydroxymethylphosphonate + formate
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2-hydroxyethylphosphonate + O2 = hydroxymethylphosphonate + formate
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methylphosphonate + 2-oxoglutarate + O2 = hydroxymethylphosphonate + succinate + CO2
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Inhibitor in Enzyme-catalyzed Reactions (2 results)
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5 mM, 25% loss of activity
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (1 result)
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KM Value (1 result)
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References & Links
Literature References (4)
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The purification and characterization of phosphonopyruvate hydrolase, a novel carbon-phosphorus bond cleavage enzyme from Variovorax sp Pal2
2003
Kulakova, A.N.; Wisdom, G.B.; Kulakov, L.A.; Quinn, J.P.
J. Biol. Chem.
278
23426-23431
Hydroperoxylation by hydroxyethylphosphonate dioxygenase
2009
Whitteck, J.T.; Cicchillo, R.M.; van der Donk, W.A.
J. Am. Chem. Soc.
131
16225-16232
An oxidative pathway for microbial utilization of methylphosphonic acid as a phosphate source
2019
Gama, S.; Vogt, M.; Kalina, T.; Hupp, K.; Hammerschmidt, F.; Pallitsch, K.; Zechel, D.
ACS Chem. Biol.
14
735-741
Investigation for new inhibitors of UDP-N-acetylglucosamine enolpyruvyl transferase (MurA) by virtual screening with antibacterial sssessment
2020
Boulhissa, I.; Chikhi, A.; Bensegueni, A.; Ghattas, M.A.; Mokrani, E.H.; Alrawashdeh, S.; Eddin Obaid, D.E.
Curr. Comput. Aided Drug Des.
17
214-224
Links to other databases for hydroxymethylphosphonic acid
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