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Literature summary for 3.2.2.9 extracted from

  • Cornell, K.A.; Swarts, W.E.; Barry, R.D.; Riscoe, M.K.
    Characterization of recombinant Escherichia coli 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase: Analysis of enzymatic activity and substrate specificity (1996), Biochem. Biophys. Res. Commun., 228, 724-732.
    View publication on PubMed
Search for more literature for 3.2.2.9

Application

Application Comment Organism
medicine potential target for chemotherapeutic intervention, nucleoside analogues which inhibit the nucleosidase could kill invading microorganisms by perturbing methylation processes and polyamine levels Escherichia coli

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Top10F' cells Escherichia coli
gene encoding the enzyme cloned and recombinant MTA/SAH nucleosidase rMTAN expressed Escherichia coli

Crystallization (Commentary)

Crystallization (Comment) Organism
-
 Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(p-bromophenyl)thioadenosine
-
 Escherichia coli
(p-fluorophenyl)thioadenosine
-
 Escherichia coli
5'-(4-aminophenyl)thioadenosine
-
 Escherichia coli
5'-(4-bromophenyl)thioadenosine moderate inhibitor Escherichia coli
5'-(4-chlorophenyl)thioadenosine
-
 Escherichia coli
5'-(4-fluorophenyl)thioadenosine moderate inhibitor Escherichia coli
5'-(4-iodophenyl)thioadenosine
-
 Escherichia coli
5'-(4-nitrophenyl)thioadenosine most potent inhibitor Escherichia coli
5'-(p-nitrophenyl)thioadenosine most potent inhibitor Escherichia coli
5'-butylthioadenosine
-
 Escherichia coli
5'-Chloroadenosine
-
 Escherichia coli
5'-Chloroformycin competitive inhibition Escherichia coli
5'-dimethylthioadenosine
-
 Escherichia coli
5'-ethylthioadenosine
-
 Escherichia coli
5'-isobutylthioadenosine
-
 Escherichia coli
5'-Isopropylthioadenosine
-
 Escherichia coli
5'-Methylselenoadenosine
-
 Escherichia coli
5'-methylthioadenosine
-
 Escherichia coli
5'-Methylthioformycin competitive inhibition Escherichia coli
5'-methylthioinosine
-
 Escherichia coli
5'-methylthiotubercidin
-
 Escherichia coli
5'-phenylthioadenosine moderate inhibitor Escherichia coli
5'-propylthioadenosine
-
 Escherichia coli
5'-purinothioadenosine
-
 Escherichia coli
adenine
-
 Escherichia coli
adenosine
-
 Escherichia coli
carbocyclic 5'-methylthioadenosine
-
 Escherichia coli
Formycin A
-
 Escherichia coli
additional information not inhibited by 5-methylthioribose, 5-trifluoromethylthioribose, 5-(4-iodophenyl)thioribose, adenosine, erythro-9-(2-hydroxy-3-nonyl)adenine, and inosine Escherichia coli
S-adenosyl-L-homocysteine moderate inhibitor Escherichia coli
S-formycinylhomocysteine competitive inhibition Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00043
-
 5'-methylthioadenosine
-
 Escherichia coli
0.00143
-
 5'-methylthioadenosine rMTAN-8, truncated enzyme, lacking first 8 amino acids Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5'-methylthioadenosine + H2O Escherichia coli
-
 ?
-
 ?
5'-methylthioadenosine + H2O Escherichia coli XL1-Blue
-
 ?
-
 ?
S-adenosyl-L-homocysteine + H2O Escherichia coli
-
 ?
-
 ?
S-adenosyl-L-homocysteine + H2O Escherichia coli
-
 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
 ?
S-adenosyl-L-homocysteine + H2O Escherichia coli XL1-Blue
-
 ?
-
 ?
S-adenosyl-L-homocysteine + H2O Escherichia coli XL1-Blue
-
 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
 ?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-
Escherichia coli
-
 XL1-Blue, Top10F', GI728
-
Escherichia coli XL1-Blue
-
-
-

Purification (Commentary)

Purification (Comment) Organism
rMTAN, recombinant MTA/SAH nucleosidase Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5'-methylthioadenosine + H2O
-
 Escherichia coli 5-methylthio-D-ribose + adenine
-
 ir
5'-methylthioadenosine + H2O
-
 Escherichia coli XL1-Blue 5-methylthio-D-ribose + adenine
-
 ir
5'-methylthioadenosine + H2O
-
 Escherichia coli ?
-
 ?
5'-methylthioadenosine + H2O
-
 Escherichia coli XL1-Blue ?
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli adenine + S-ribosyl-L-homocysteine
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli XL1-Blue adenine + S-ribosyl-L-homocysteine
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli ?
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli XL1-Blue ?
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
 ?
S-adenosyl-L-homocysteine + H2O
-
 Escherichia coli XL1-Blue S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
 ?

Synonyms

Synonyms Comment Organism
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
 Escherichia coli
MKIGIIGA
-
 Escherichia coli
MTA/SAH nucleosidase
-
 Escherichia coli
MTAN
-
 Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37 45
-
 Escherichia coli

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
4 55 significant substrate conversion is seen even at 4°C. Activity is also seen at higher temperatures than 45°C, however the enzyme is rapidly inactivated (about 90%) after incubation at 55°C for 10 min Escherichia coli
55
-
 enzyme rapidly inactivated after 10 min at 55°C Escherichia coli

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00002
-
 5'-(4-nitrophenyl)thioadenosine in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli
0.00017
-
 5'-(4-iodophenyl)thioadenosine in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli
0.00075
-
 5'-methylthiotubercidin in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli
0.0024
-
 S-adenosyl-L-homocysteine in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli
0.01
-
 Formycin A in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli
0.3
-
 adenine in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00013
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-nitrophenyl)thioadenosine
0.0002
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-chlorophenyl)thioadenosine
0.00022
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-iodophenyl)thioadenosine
0.00037
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-aminophenyl)thioadenosine
0.00058
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-propylthioadenosine
0.00068
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-butylthioadenosine
0.00074
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-isobutylthioadenosine
0.00085
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-bromophenyl)thioadenosine
0.00088
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-phenylthioadenosine
0.0009
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-ethylthioadenosine
0.0009
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-(4-fluorophenyl)thioadenosine
0.001
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-methylthioadenosine
0.0011
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-Isopropylthioadenosine
0.002 4 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli S-adenosyl-L-homocysteine
0.0033
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-methylthiotubercidin
0.0045
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-Methylselenoadenosine
0.0047
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-purinothioadenosine
0.0068
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-dimethylthioadenosine
0.0098
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-Chloroadenosine
0.027
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli carbocyclic 5'-methylthioadenosine
0.03
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli 5'-methylthioinosine
0.057
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli Formycin A
0.305
-
 in 50 mM potassium phosphate (pH 7.0), at 37°C Escherichia coli adenine