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Literature summary for 3.1.2.12 extracted from

  • Miller, J.J.; Shah, I.T.; Hatten, J.; Barekatain, Y.; Mueller, E.A.; Moustafa, A.M.; Edwards, R.L.; Dowd, C.S.; Planet, P.; Muller, F.L.; Jez, J.; Odom John, A.R.
    Structure-guided microbial targeting of antistaphylococcal prodrugs (2021), eLife, 10, e66657 .
    View publication on PubMedView publication on EuropePMC

Crystallization (Commentary)

Crystallization (Comment) Organism
structure to 1.6 A resolution. A single dimer of FrmB is observed in the asymmetric unit. The overall fold of FrmB is characteristic of the alpha/beta-hydrolase fold Staphylococcus aureus

Organism

Organism UniProt Comment Textmining
Staphylococcus aureus Q2FUY3
-
-
Staphylococcus aureus PS 47 Q2FUY3
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-D-lactoylglutathione + H2O
-
Staphylococcus aureus D-lactate + glutathione
-
?
(S)-D-lactoylglutathione + H2O
-
Staphylococcus aureus PS 47 D-lactate + glutathione
-
?
bis(pivaloyloxymethyl)(1-hydroxy-2-oxopiperidin-3-yl)phosphonate + H2O i.e. POM-HEX, substrate is a prodrug of the compound HEX,which inhibits the glycolytic enzyme enolase Staphylococcus aureus [[(hydroxymethoxy)(1-hydroxy-2-oxopiperidin-3-yl)phosphoryl]oxy]methyl 2,2-dimethylpropanoate + 2,2-dimethylpropanoic acid
-
?
bis(pivaloyloxymethyl)(1-hydroxy-2-oxopiperidin-3-yl)phosphonate + H2O i.e. POM-HEX, substrate is a prodrug of the compound HEX,which inhibits the glycolytic enzyme enolase Staphylococcus aureus PS 47 [[(hydroxymethoxy)(1-hydroxy-2-oxopiperidin-3-yl)phosphoryl]oxy]methyl 2,2-dimethylpropanoate + 2,2-dimethylpropanoic acid
-
?
fluorescein-3',6'-bis(oxy)methylene bis(2-methoxypropanoate) + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl 2-methoxypropanoate + 2-methoxypropanoate
-
?
fluorescein-3',6'-bis(oxy)methylene bis(2-methoxypropanoate) + H2O
-
Staphylococcus aureus PS 47 fluorescein-3'-oxymethyl 2-methoxypropanoate + 2-methoxypropanoate
-
?
fluorescein-3',6'-bis(oxy)methylene bis(ethoxyacetate) + H2O
-
Staphylococcus aureus fluorescein-3'-yoxymethyl ethoxyacetate + ethoxyacetate
-
?
fluorescein-3',6'-bis(oxy)methylene bis(ethoxyacetate) + H2O
-
Staphylococcus aureus PS 47 fluorescein-3'-yoxymethyl ethoxyacetate + ethoxyacetate
-
?
fluorescein-3',6'-bis(oxy)methylene bis(methoxyacetate) + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl methoxyacetate + methoxyacetate
-
?
fluorescein-3',6'-bis(oxy)methylene bis(propoxyacetate) + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl propoxyacetate + propoxyacetate
-
?
fluorescein-3',6'-bis(oxy)methylene bis[(methylsulfanyl)acetate] + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl (methylsulfanyl)acetate + (methylsulfanyl)acetate
-
?
fluorescein-3',6'-bis(oxy)methylene bis[[(propan-2-yl)sulfanyl]acetate] + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl [(propan-2-yl)sulfanyl]acetate + [(propan-2-yl)sulfanyl]acetate
-
?
fluorescein-3',6'-bis(oxy)methylene dibutanoate + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl butanoate + butanoate
-
?
fluorescein-3',6'-bis(oxy)methylene dihexanoate + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl hexanoate + hexanoate
-
?
fluorescein-3',6'-bis(oxy)methylene dipentanoate + H2O
-
Staphylococcus aureus fluorescein-3'-oxymethyl pentanoate + pentanoate
-
?
additional information enzyme shows modest activity with substrates 4-nitrophenyl acetate, 4-nitrophenyl butanoate, but not with 4-nitrophenyl trimethylacetate Staphylococcus aureus ?
-
-
additional information enzyme shows modest activity with substrates 4-nitrophenyl acetate, 4-nitrophenyl butanoate, but not with 4-nitrophenyl trimethylacetate Staphylococcus aureus PS 47 ?
-
-

Subunits

Subunits Comment Organism
? x * 29500, calculated from sequence and SDS-PAGE Staphylococcus aureus

Synonyms

Synonyms Comment Organism
FrmB
-
Staphylococcus aureus
SAOUHSC_02962
-
Staphylococcus aureus

General Information

General Information Comment Organism
metabolism FrmB activates the prodrug bis(pivaloyloxymethyl) (1-hydroxy-2-oxopiperidin-3-yl)phosphonate. Mutation of FrmB renders Staphylococcus aureus sensitive to bis(pivaloyloxymethyl) (1-hydroxy-2-oxopiperidin-3-yl)phosphonate Staphylococcus aureus
physiological function FrmB has the highest activity toward oxygen ethers. FrmB hydrolyzes unbranched substrates with little regard for chain length or the end-of-chain bulk within the tested substrates. Branching at the position following the ester carbonyl is deleterious to FrmB activity. When oxygen is included in the chain, positioning at the beta-position to the carbonyl is strongly preferred over the gamma-position Staphylococcus aureus