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Literature summary for 2.4.2.28 extracted from

  • Gutierrez, J.A.; Crowder, T.; Rinaldo-Matthis, A.; Ho, M.C.; Almo, S.C.; Schramm, V.L.
    Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing (2009), Nat. Chem. Biol., 5, 251-257.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.4.2.28

Application

Application Comment Organism
drug development potential of MTAN as target for bacterial anti-infective drug design Escherichia coli
drug development potential of MTAN as target for bacterial anti-infective drug design Vibrio harveyi

Inhibitors

Inhibitors Comment Organism Structure
5'-butylthio-DADMe-ImmucillinA inhibits autoinducer-2 production in enterohemorrhagic strain O157:H7 and MTAN knockout strain. Inhibition of autoinducer-2 production in both strains persists for several generations, and causes reduction in biofilm formation. Strong binding to MTAN, causes no growth defects of O157:H7 and MTAN knockout strain in the presence of up to 0.0005 mM, produces the same phenotype as the MTAN- strain Escherichia coli
5'-butylthio-DADMe-ImmucillinA inhibits quorum sensing induction completely at 0.001 mM Vibrio harveyi
5'-ethylthio-DADMe-ImmucillinA inhibits quorum sensing induction completely at 0.001 mM Vibrio harveyi
5'-methylthio-DADMe-ImmucillinA inhibits autoinducer-2 production in enterohemorrhagic strain O157:H7 and MTAN knockout strain. Causes no growth defects of O157:H7 and MTAN knockout strain in the presence of up to 0.0005 mM Escherichia coli
5'-methylthio-DADMe-ImmucillinA inhibits quorum sensing induction completely at 0.001 mM Vibrio harveyi

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
 O157:H7 EDL933
-
Escherichia coli O157:H7 EDL933
-
 O157:H7 EDL933
-
Vibrio harveyi
-
 strains BB170 and BB120
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5'-methylthioadenosine + phosphate
-
 Escherichia coli adenine + 5-methylthio-D-ribose 1-phosphate
-
 ?
5'-methylthioadenosine + phosphate
-
 Escherichia coli O157:H7 EDL933 adenine + 5-methylthio-D-ribose 1-phosphate
-
 ?

Synonyms

Synonyms Comment Organism
5'-methylthioadenosine nucleosidase
-
 Escherichia coli
5'-methylthioadenosine nucleosidase
-
 Vibrio harveyi
MTAN
-
 Escherichia coli
MTAN
-
 Vibrio harveyi

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000001
-
 suppression of light induction in strain BB120 Vibrio harveyi 5'-butylthio-DADMe-ImmucillinA
0.000000014
-
 suppression of light induction in strain BB170 Vibrio harveyi 5'-butylthio-DADMe-ImmucillinA
0.000000105
-
 suppression of light induction in strain BB120 Vibrio harveyi 5'-methylthio-DADMe-ImmucillinA
0.00000011
-
 suppression of light induction in strain BB170 Vibrio harveyi 5'-ethylthio-DADMe-ImmucillinA
0.00000014
-
 suppression of light induction in strain BB120 Vibrio harveyi 5'-ethylthio-DADMe-ImmucillinA
0.00000094
-
 suppression of light induction in strain BB170 Vibrio harveyi 5'-methylthio-DADMe-ImmucillinA
0.000125
-
 in 50 mM phosphate buffer, pH 7.9, 10 mM KCl, at 25°C, inhibition of autoinducer-2 production Escherichia coli 5'-butylthio-DADMe-ImmucillinA
0.0006
-
 in 50 mM phosphate buffer, pH 7.9, 10 mM KCl, at 25°C, inhibition of autoinducer-2 production Escherichia coli 5'-methylthio-DADMe-ImmucillinA

General Information

General Information Comment Organism
physiological function role of MTAN in quorum sensing Vibrio harveyi