3.2.2.9 2'-deoxy-2'-fluoro-5'-deoxy-5'-(methylthio)adenosine + H2O F-MeSAdo, slow substrate Escherichia coli adenine + ? - ? 115988 3.2.2.9 2'-deoxymethylthioadenosine + H2O fairly good substrate Escherichia coli adenine + 2-deoxymethylthioribose - ? 115987 3.2.2.9 5'-butylthioadenosine + H2O 24% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-butylthio-D-ribose - ? 403984 3.2.2.9 5'-chloroadenosine + H2O 13% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-chloro-D-ribose - ? 403985 3.2.2.9 5'-deoxyadenosine + H2O - Escherichia coli 5-deoxy-D-ribose + adenine - ? 115955 3.2.2.9 5'-deoxyadenosine + H2O - Borreliella burgdorferi 5-deoxy-D-ribose + adenine - ? 115955 3.2.2.9 5'-deoxyadenosine + H2O - Helicobacter pylori 5-deoxy-D-ribose + adenine - ? 115955 3.2.2.9 5'-deoxyadenosine + H2O - Mycobacterium tuberculosis 5-deoxy-D-ribose + adenine - ? 115955 3.2.2.9 5'-deoxyadenosine + H2O preferred substrate Mycobacterium tuberculosis 5-deoxy-D-ribose + adenine - ir 115955 3.2.2.9 5'-deoxyadenosine + H2O - Mycobacterium tuberculosis H37Rv 5-deoxy-D-ribose + adenine - ? 115955 3.2.2.9 5'-deoxyadenosine + H2O preferred substrate Mycobacterium tuberculosis H37Rv 5-deoxy-D-ribose + adenine - ir 115955 3.2.2.9 5'-ethylthioadenosine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 118% Escherichia coli adenine + 5-ethylthio-D-ribose - ? 115983 3.2.2.9 5'-ethylthioadenosine + H2O 42% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-ethylthio-D-ribose - ? 115983 3.2.2.9 5'-ethylthioadenosine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 118% Escherichia coli B / ATCC 11303 adenine + 5-ethylthio-D-ribose - ? 115983 3.2.2.9 5'-iodoadenosine + H2O 17% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-iodo-D-ribose - ? 403989 3.2.2.9 5'-isobutylthioadenosine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 52% Escherichia coli adenine + 5-isobutylthioribose - ? 115984 3.2.2.9 5'-isobutylthioadenosine + H2O 32% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-isobutylthio-D-ribose - ? 403990 3.2.2.9 5'-methylthioadenosine + H2O - Salmonella enterica subsp. enterica serovar Typhimurium 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Staphylococcus aureus 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Alcaligenes faecalis 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli 5-methylthio-D-ribose + adenine - ir 115979 3.2.2.9 5'-methylthioadenosine + H2O - Lupinus luteus 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Arabidopsis thaliana 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Klebsiella aerogenes 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Streptococcus pneumoniae 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Proteus vulgaris 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Klebsiella pneumoniae 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Solanum lycopersicum 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Citrobacter freundii 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Rattus rattus 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Bacillus mycoides 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Borreliella burgdorferi 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Helicobacter pylori 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Campylobacter jejuni 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Mycobacterium tuberculosis 5-methylthio-D-ribose + adenine - ir 115979 3.2.2.9 5'-methylthioadenosine + H2O 100% activity Arabidopsis thaliana 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli W-ATCC 963 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Campylobacter jejuni NCTC 11168 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli B / ATCC 11303 5-methylthio-D-ribose + adenine - ? 115979 3.2.2.9 5'-methylthioadenosine + H2O - Mycobacterium tuberculosis H37Rv 5-methylthio-D-ribose + adenine - ir 115979 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli XL1-Blue 5-methylthio-D-ribose + adenine - ir 115979 3.2.2.9 5'-methylthioadenosine + H2O - Salmonella enterica subsp. enterica serovar Typhimurium ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Staphylococcus aureus ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Alcaligenes faecalis ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Klebsiella aerogenes ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Proteus vulgaris ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Klebsiella pneumoniae ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Solanum lycopersicum ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Citrobacter freundii ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Bacillus mycoides ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli W-ATCC 963 ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli B / ATCC 11303 ? - ? 369811 3.2.2.9 5'-methylthioadenosine + H2O - Escherichia coli XL1-Blue ? - ? 369811 3.2.2.9 5'-methylthioadenosine + phosphate - Vibrio cholerae serotype O1 adenine + 5-methylthio-D-ribose 1-phosphate - ? 354415 3.2.2.9 5'-methylthioadenosine + phosphate - Vibrio cholerae serotype O1 N16961 adenine + 5-methylthio-D-ribose 1-phosphate - ? 354415 3.2.2.9 5'-n-propylthioadenosine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 106% Escherichia coli adenine + 5-n-propylthioribose - ? 115982 3.2.2.9 5'-n-propylthioadenosine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 106% Escherichia coli B / ATCC 11303 adenine + 5-n-propylthioribose - ? 115982 3.2.2.9 5'-phenylthioadenosine + H2O 39% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + 5-phenylthio-D-ribose - ? 403991 3.2.2.9 6-amino-6-deoxyfutalosine + H2O - Campylobacter jejuni dehypoxanthine futalosine + adenine - ? 416450 3.2.2.9 6-amino-6-deoxyfutalosine + H2O - Campylobacter jejuni NCTC 11168 dehypoxanthine futalosine + adenine - ? 416450 3.2.2.9 adenosine + H2O 6% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + D-ribose - ? 94810 3.2.2.9 additional information 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase is involved in quorum sensing, recycling 5'-methylthioadenosine from the polyamine pathway via adenine phosphoribosyltransferase and recycling 5-methylthioribose to methionine Escherichia coli ? - ? 89 3.2.2.9 additional information Three structures along the reaction coordinate of 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase are solved: Asp197Asn 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase/5'-methylthioadenosine complex, Glu12Gln 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase/5-methylthioribose/adenine complex, and wild-type 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase/glycerol complex. These structures provide insight into the conformational flexibility of the enzyme and nucleoside during catalysis Escherichia coli ? - ? 89 3.2.2.9 additional information no substrate: adenosine, inosine Escherichia coli ? - ? 89 3.2.2.9 additional information no substrate: adenosine, inosine Streptococcus pneumoniae ? - ? 89 3.2.2.9 additional information MTAN is dual-substrate specific and is responsible for the hydrolysis of 5'-methylthioadenosine and S-adenosylhomocysteine to adenine and their corresponding thioriboses Arabidopsis thaliana ? - ? 89 3.2.2.9 additional information dynamics are an important factor in substrate selection in MTAN, overview. Constricted 5'-alkylthio binding site of isozymes AtMTAN1 and AtMTAN2, the isozymes are also active with S-methyl-5'-thioadenosine, EC 3.2.2.16, overview. Substrate binding induces a favourable entropic change in AtMTAN1. Usage of a xanthine oxidase-coupled spectrophotometric assay: for each molecule of adenine oxidized, two molecules of 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride (INT) are reduced to formazan, a coloured product that absorbs at 470 nm Arabidopsis thaliana ? - ? 89 3.2.2.9 additional information substrate specificities of isozymes, both isozymes are active with S-methyl-5'-thioadenosine, EC 3.2.2.16, overview Arabidopsis thaliana ? - ? 89 3.2.2.9 S-2-aza-adenosylhomocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 27% Escherichia coli 2-azaadenine + 5-(S-L-homocysteinyl)ribose - ? 115986 3.2.2.9 S-adenosyl-D-homocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 26% Escherichia coli adenine + 5-(S-D-homocysteinyl)ribose - ? 115985 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Salmonella enterica subsp. enterica serovar Typhimurium adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Staphylococcus aureus adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Alcaligenes faecalis adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Klebsiella aerogenes adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Streptococcus pneumoniae adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Proteus vulgaris adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Klebsiella pneumoniae adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Micrococcus luteus adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Citrobacter freundii adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Vibrio cholerae serotype O1 adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Bacillus mycoides adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35% Escherichia coli adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 42% Escherichia coli adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O 14% activity compared to 5'-methylthioadenosine Arabidopsis thaliana adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O Pfs protein displays 76% activity and Bgp protein shows 84% relative activity towards S-adenosyl-L-homocysteine Borreliella burgdorferi adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Vibrio cholerae serotype O1 N16961 adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli W-ATCC 963 adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli B / ATCC 11303 adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35% Escherichia coli B / ATCC 11303 adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli XL1-Blue adenine + S-ribosyl-L-homocysteine - ? 115980 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Salmonella enterica subsp. enterica serovar Typhimurium ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Staphylococcus aureus ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Alcaligenes faecalis ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Klebsiella aerogenes ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Proteus vulgaris ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Klebsiella pneumoniae ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Micrococcus luteus ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Citrobacter freundii ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Bacillus mycoides ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35% Escherichia coli ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli W-ATCC 963 ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli B / ATCC 11303 ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli XL1-Blue ? - ? 369812 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli adenine + 5-ribosyl-L-homocysteine - ? 410995 3.2.2.9 S-adenosyl-L-homocysteine + H2O isozyme AtMTAN2 shows markedly broad substrate specificity for hydrolysis of S-adenosyl-L-homocysteine, while isozyme AtMTAN1 does not Arabidopsis thaliana adenine + 5-ribosyl-L-homocysteine - ? 410995 3.2.2.9 S-adenosyl-L-homocysteine + H2O substrate of isozyme AtMTAN2, isozyme AtMTAN1 can bind but not hydrolyze S-adenosyl-L-homocysteine Arabidopsis thaliana adenine + 5-ribosyl-L-homocysteine - ? 410995 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Staphylococcus aureus S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Arabidopsis thaliana S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Neisseria meningitidis S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Helicobacter pylori S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Borreliella burgdorferi S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Brucella melitensis S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Helicobacter pylori S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ir 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Campylobacter jejuni S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Vibrio cholerae S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Mycobacterium tuberculosis S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ir 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O 42% activity compared to 5'-methylthioadenosine Escherichia coli S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O the catalytic efficiency of the enzyme for S-adenosyl-L-homocysteine is only 0.004% of the value for S-methyl-5'-thioadenosine Burkholderia thailandensis S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Staphylococcus aureus NCTC 8325 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Campylobacter jejuni NCTC 11168 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Mycobacterium tuberculosis H37Rv S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ir 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Escherichia coli XL1-Blue S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Vibrio cholerae ATCC 39541 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosyl-L-homocysteine + H2O - Staphylococcus aureus RN4220 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine - ? 415743 3.2.2.9 S-adenosylhomocysteine + ? - Vibrio cholerae serotype O1 ? - ? 410285 3.2.2.9 S-adenosylhomocysteine + ? - Vibrio cholerae serotype O1 N16961 ? - ? 410285 3.2.2.9 S-adenosylmethionine + H2O - Klebsiella aerogenes adenine + hypoxanthine + methylthioribose + homoserine lactone - ? 115981