3.2.2.9: adenosylhomocysteine nucleosidase
This is an abbreviated version!
For detailed information about adenosylhomocysteine nucleosidase, go to the full flat file.
Word Map on EC 3.2.2.9
-
3.2.2.9
-
mtans
-
formycin
-
medicine
-
autoinducer-2
-
adomet-dependent
-
n-ribosidic
-
5\'-methylthiotubercidin
-
5-methylthioribose
-
analysis
-
drug development
- 3.2.2.9
-
mtans
- formycin
- medicine
- autoinducer-2
-
adomet-dependent
-
n-ribosidic
-
5\'-methylthiotubercidin
- 5-methylthioribose
- analysis
- drug development
Reaction
Synonyms
(adoHcy)/methylthioadenosine nucleosidase, 5'-dAdo nucleosidase, 5'-deoxyadenosine/5'-methylthioadenosine nucleosidase, 5'-methyladenosine nucleosidase, 5'-methylthioadenosine nucleosidase, 5'-methylthioadenosine nucleosidases, 5'-methylthioadenosine/S-adenosylhomocysteine, 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase, 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase 2, 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase, adenosylhomocysteine/methylthioadenosine nucleosidase, adoHcy/MeSAdo nucleosidase, adoHcy/MTA nucleosidase, Bgp, Bgp protein, BW246_00770, Cj0117, glycosaminoglycan-binding protein, K. pneumoniae MTA/SAH nucleosidase, methylthioadenosine nucleosidase, methylthioadenosine/S-adenosylhomocysteine nucleosidase, MKIGIIGA, MTA nucleosidase, MTA/AdoHcy nucleosidase, MTA/SAH nucleosidase, MTAN, Mtan-1, MTAN1, MTAN2, MTN1, MTN2, MtnN, nucleosidase, Pfs, Pfs protein, Pfs-2, Rv0091, S-adenosylhomocysteine nucleosidase, S-adenosylhomocysteine/5'-methylthioadenosine nucleosidase, SAHN
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Reference on EC 3.2.2.9 - adenosylhomocysteine nucleosidase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Walker, R.D.; Duerre, J.A.
S-Adenosylhomocysteine metabolism in various species
Can. J. Biochem.
53
312-319
1975
Klebsiella aerogenes, Alcaligenes faecalis, Bacillus mycoides, Citrobacter freundii, Escherichia coli, Micrococcus luteus, Staphylococcus aureus, Proteus vulgaris, Rattus rattus, Escherichia coli W-ATCC 963
Duerre, J.A.
A hydrolytic nucleosidase acting on S-adenosylhomocysteine and on 5'-methylthioadenosine
J. Biol. Chem.
237
3737-3741
1962
Escherichia coli, Escherichia coli B / ATCC 11303, Klebsiella aerogenes, Salmonella enterica subsp. enterica serovar Typhimurium
-
Ferro, A.J.; Barrett, A.; Shapiro, S.K.
Kinetic properties and the effect of substrate analogues on 5'-methylthioadenosine nucleosidase from Escherichia coli
Biochim. Biophys. Acta
438
487-494
1976
Escherichia coli, Escherichia coli B / ATCC 11303, Rattus rattus
Duerre, J.A.
S-Adenosylhomocysteine nucleosidase (Escherichia coli)
Methods Enzymol.
17
411-415
1971
Klebsiella aerogenes, Escherichia coli, Salmonella enterica subsp. enterica serovar Typhimurium
-
Della Ragione, F.; Porcelli, M.; Carteni-Farina, M.; Zappia, V.
Escherichia coli S-adenosylhomocysteine/5'-methylthioadenosine nucleosidasepurification, substrate specificity and mechanisms of action
Biochem. J.
232
335-341
1985
Escherichia coli
Wasternack, C.; Guranowski, A.; Glund, K.; Tewes, A.; Walther, R.
Subcellular localization of some purine-metabolizing enzymes in tomato (Lycopersicon esculentum) cells grown in suspension
J. Plant Physiol.
120
19-28
1985
Solanum lycopersicum
-
Cornell, K.A.; Winter, R.W.; Tower, P.A.; Riscoe, M.K.
Affinity purification of 5-methylthioadenosine kinase and 5-methylthioribose/S-adenosylhomocysteine nucleosidase from Klebsiella pneumoniae
Biochem. J.
317
285-290
1996
Klebsiella aerogenes, Escherichia coli, Klebsiella pneumoniae, Lupinus luteus
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
Biochem. Biophys. Res. Commun.
228
724-732
1996
Escherichia coli, Escherichia coli XL1-Blue
Allart, B.; Gatel, M.; Guillerm, D.; Guillerm, G.
The catalytic mechanism of adenosylhomocysteine/methylthioadenosine nucleosidase from Escherichia coli
Eur. J. Biochem.
256
155-162
1998
Escherichia coli
Cornell, K.A.; Riscoe, M.K.
Cloning and expression of Escherichia coli 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase: Identification of the pfs gene product
Biochim. Biophys. Acta
1396
8-14
1998
Escherichia coli, Klebsiella pneumoniae
Allart, B.; Guillerm, D.; Guillerm, G.
On the catalytic mechanism of adenosylhomocysteine/methylthioadenosine nucleosidase from E. coli
Nucleosides Nucleotides
18
861-862
1999
Escherichia coli
Lee, J.E.; Cornell, K.A.; Riscoe, M.K.; Howell, P.L.
Structure of Escherichia coli 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase inhibitor complexes provide insight into the conformational changes required for substrate binding and catalysis
J. Biol. Chem.
278
8761-8770
2003
Escherichia coli (P0AF12), Escherichia coli
Lee, J.E.; Settembre, E.C.; Cornell, K.A.; Riscoe, M.K.; Sufrin, J.R.; Ealick, S.E.; Howell, P.L.
Structural comparison of MTA phosphorylase and MTA/AdoHcy nucleosidase explains substrate preferences and identifies regions exploitable for inhibitor design
Biochemistry
43
5159-5169
2004
Escherichia coli (P0AF12), Escherichia coli
Lee, J.E.; Luong, W.; Huang, D.J.; Cornell, K.A.; Riscoe, M.K.; Howell, P.L.
Mutational analysis of a nucleosidase involved in quorum-sensing autoinducer-2 biosynthesis
Biochemistry
44
11049-11057
2005
Escherichia coli (P0AF12)
Singh, V.; Lee, J.E.; Nunez, S.; Howell, P.L.; Schramm, V.L.
Transition state structure of 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase from Escherichia coli and its similarity to transition state analogues
Biochemistry
44
11647-11659
2005
Escherichia coli
Cluss, R.G.; Silverman, D.A.; Stafford, T.R.
Extracellular secretion of the Borrelia burgdorferi Oms28 porin and Bgp, a glycosaminoglycan binding protein
Infect. Immun.
72
6279-6286
2004
Borreliella burgdorferi, Borreliella burgdorferi B31
Singh, V.; Evans, G.B.; Lenz, D.H.; Mason, J.M.; Clinch, K.; Mee, S.; Painter, G.F.; Tyler, P.C.; Furneaux, R.H.; Lee, J.E.; Howell, P.L.; Schramm, V.L.
Femtomolar transition state analogue inhibitors of 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase from Escherichia coli
J. Biol. Chem.
280
18265-18273
2005
Escherichia coli
Lee, J.E.; Smith, G.D.; Horvatin, C.; Huang, D.J.; Cornell, K.A.; Riscoe, M.K.; Howell, P.L.
Structural snapshots of MTA/AdoHcy nucleosidase along the reaction coordinate provide insights into enzyme and nucleoside flexibility during catalysis
J. Mol. Biol.
352
559-574
2005
Escherichia coli (P0AF12)
Dorgan, K.M.; Wooderchak, W.L.; Wynn, D.P.; Karschner, E.L.; Alfaro, J.F.; Cui, Y.; Zhou, Z.S.; Hevel, J.M.
An enzyme-coupled continuous spectrophotometric assay for S-adenosylmethionine-dependent methyltransferases
Anal. Biochem.
350
249-255
2006
Escherichia coli
Singh, V.; Shi, W.; Almo, S.C.; Evans, G.B.; Furneaux, R.H.; Tyler, P.C.; Painter, G.F.; Lenz, D.H.; Mee, S.; Zheng, R.; Schramm, V.L.
Structure and inhibition of a quorum sensing target from Streptococcus pneumoniae
Biochemistry
45
12929-12941
2006
Streptococcus pneumoniae, Escherichia coli
Guianvarch, D.; Drujon, T.; Leang, T.E.; Courtois, F.; Ploux, O.
Identification of new inhibitors of E. coli cyclopropane fatty acid synthase using a colorimetric assay
Biochim. Biophys. Acta
1764
1381-1388
2006
Escherichia coli
Singh, V.; Luo, M.; Brown, R.L.; Norris, G.E.; Schramm, V.L.
Transition-state structure of Neisseria meningitides 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
J. Am. Chem. Soc.
129
13831-13833
2007
Neisseria meningitidis
Siu, K.K.; Lee, J.E.; Sufrin, J.R.; Moffatt, B.A.; McMillan, M.; Cornell, K.A.; Isom, C.; Howell, P.L.
Molecular determinants of substrate specificity in plant 5-methylthioadenosine nucleosidases
J. Mol. Biol.
378
112-128
2008
Arabidopsis thaliana, Arabidopsis thaliana (Q9T0I8)
Siu, K.K.; Lee, J.E.; Smith, G.D.; Horvatin-Mrakovcic, C.; Howell, P.L.
Structure of Staphylococcus aureus 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
Acta Crystallogr. Sect. F
64
343-350
2008
Escherichia coli (P0AF14), Escherichia coli, Staphylococcus aureus (Q99TQ0), Staphylococcus aureus
Cornell, K.A.; Primus, S.; Martinez, J.A.; Parveen, N.
Assessment of methylthioadenosine/S-adenosylhomocysteine nucleosidases of Borrelia burgdorferi as targets for novel antimicrobials using a novel high-throughput method
J. Antimicrob. Chemother.
63
1163-1172
2009
Borreliella burgdorferi
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
Nat. Chem. Biol.
5
251-257
2009
Vibrio cholerae serotype O1, Vibrio cholerae serotype O1 N16961
Park, E.Y.; Choi, W.S.; Oh, S.I.; Kim, K.N.; Shin, J.S.; Song, H.K.
Biochemical and structural characterization of 5-methylthioadenosine nucleosidases from Arabidopsis thaliana
Biochem. Biophys. Res. Commun.
381
619-624
2009
Arabidopsis thaliana, Arabidopsis thaliana (Q7XA67)
Siu, K.K.; Asmus, K.; Zhang, A.N.; Horvatin, C.; Li, S.; Liu, T.; Moffatt, B.; Woods, V.L.; Howell, P.L.
Mechanism of substrate specificity in 5-methylthioadenosine/S-adenosylhomocysteine nucleosidases
J. Struct. Biol.
173
86-98
2011
Escherichia coli, Arabidopsis thaliana (Q9T0I8)
Li, X.; Apel, D.; Gaynor, E.C.; Tanner, M.E.
5'-methylthioadenosine nucleosidase is implicated in playing a key role in a modified futalosine pathway for menaquinone biosynthesis in Campylobacter jejuni
J. Biol. Chem.
286
19392-19398
2011
Campylobacter jejuni (Q0PC20), Campylobacter jejuni, Campylobacter jejuni NCTC 11168 (Q0PC20)
Longshaw, A.I.; Adanitsch, F.; Gutierrez, J.A.; Evans, G.B.; Tyler, P.C.; Schramm, V.L.
Design and synthesis of potent sulfur-free transition state analogue inhibitors of 5'-methylthioadenosine nucleosidase and 5'-methylthioadenosine phosphorylase
J. Med. Chem.
53
6730-6746
2010
Escherichia coli
Parveen, N.; Cornell, K.A.
Methylthioadenosine/S-adenosylhomocysteine nucleosidase, a critical enzyme for bacterial metabolism
Mol. Microbiol.
79
7-20
2011
Borreliella burgdorferi, Escherichia coli
Buerstenbinder, K.; Waduwara, I.; Schoor, S.; Moffatt, B.A.; Wirtz, M.; Minocha, S.C.; Oppermann, Y.; Bouchereau, A.; Hell, R.; Sauter, M.
Inhibition of 5'-methylthioadenosine metabolism in the Yang cycle alters polyamine levels, and impairs seedling growth and reproduction in Arabidopsis
Plant J.
62
977-988
2010
Arabidopsis thaliana
Ronning, D.R.; Iacopelli, N.M.; Mishra, V.
Enzyme-ligand interactions that drive active site rearrangements in the Helicobacter pylori 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
Protein Sci.
19
2498-2510
2010
Helicobacter pylori, Helicobacter pylori (Q9ZMY2)
Kang, X.; Zhao, Y.; Jiang, D.; Li, X.; Wang, X.; Wu, Y.; Chen, Z.; Zhang, X.C.
Crystal structure and biochemical studies of Brucella melitensis 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
Biochem. Biophys. Res. Commun.
446
965-970
2014
Brucella melitensis
Mishra, V.; Ronning, D.R.
Crystal structures of the Helicobacter pylori MTAN enzyme reveal specific interactions between S-adenosylhomocysteine and the 5-alkylthio binding subsite
Biochemistry
51
9763-9772
2012
Helicobacter pylori
Wang, S.; Thomas, K.; Schramm, V.L.
Catalytic site cooperativity in dimeric methylthioadenosine nucleosidase
Biochemistry
53
1527-1535
2014
Staphylococcus aureus
Clinch, K.; Evans, G.B.; Froehlich, R.F.; Gulab, S.A.; Gutierrez, J.A.; Mason, J.M.; Schramm, V.L.; Tyler, P.C.; Woolhouse, A.D.
Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics
Bioorg. Med. Chem.
20
5181-5187
2012
Escherichia coli, Neisseria meningitidis
Gao, Q.; Zheng, D.; Yuan, Z.
Substrate preference of 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase in Burkholderia thailandensis
FEMS Microbiol. Lett.
339
110-116
2013
Burkholderia thailandensis
Bao, Y.; Li, Y.; Jiang, Q.; Zhao, L.; Xue, T.; Hu, B.; Sun, B.
Methylthioadenosine/S-adenosylhomocysteine nucleosidase (Pfs) of Staphylococcus aureus is essential for the virulence independent of LuxS/AI-2 system
Int. J. Med. Microbiol.
303
190-200
2013
Staphylococcus aureus, Staphylococcus aureus NCTC 8325
Wang, S.; Lim, J.; Thomas, K.; Yan, F.; Angeletti, R.H.; Schramm, V.L.
A complex of methylthioadenosine/S-adenosylhomocysteine nucleosidase, transition state analogue, and nucleophilic water identified by mass spectrometry
J. Am. Chem. Soc.
134
1468-1470
2012
Escherichia coli
Xu, Y.; Quan, C.; Jin, X.; Jin, X.; Zhao, J.; Jin, L.; Kim, J.; Guo, J.; Fan, S.; Ha, N.
Crystallization and preliminary X-ray diffraction analysis of the interaction of Aeromonas hydrophila MtaN-1 with S-adenosylhomocysteine
Acta Crystallogr. Sect. F
71
393-396
2015
Aeromonas hydrophila
Silva, A.J.; Parker, W.B.; Allan, P.W.; Ayala, J.C.; Benitez, J.A.
Role of methylthioadenosine/S-adenosylhomocysteine nucleosidase in Vibrio cholerae cellular communication and biofilm development
Biochem. Biophys. Res. Commun.
461
65-69
2015
Vibrio cholerae (Q9KPI8), Vibrio cholerae ATCC 39315 (Q9KPI8)
Thomas, K.; Cameron, S.A.; Almo, S.C.; Burgos, E.S.; Gulab, S.A.; Schramm, V.L.
Active site and remote contributions to catalysis in methylthioadenosine nucleosidases
Biochemistry
54
2520-2529
2015
Vibrio cholerae (A5F5R2), Vibrio cholerae ATCC 39541 (A5F5R2)
Xu, Y.; Wang, L.; Chen, J.; Zhao, J.; Fan, S.; Dong, Y.; Ha, N.C.; Quan, C.
Structural and functional analyses of periplasmic 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase from Aeromonas hydrophila
Biochemistry
56
5347-5355
2017
Aeromonas hydrophila subsp. hydrophila (A0KGU9), Aeromonas hydrophila subsp. hydrophila DSM 30187 (A0KGU9)
Harijan, R.K.; Hoff, O.; Ducati, R.G.; Firestone, R.S.; Hirsch, B.M.; Evans, G.B.; Schramm, V.L.; Tyler, P.C.
Selective inhibitors of Helicobacter pylori methylthioadenosine nucleosidase and human methylthioadenosine phosphorylase
J. Med. Chem.
62
3286-3296
2019
Helicobacter pylori (A0A1W0VQJ9), Helicobacter pylori
Han, T.; Li, Y.; Shan, Q.; Liang, W.; Hao, W.; Li, Y.; Tan, X.; Gu, J.
Characterization of S-adenosylhomocysteine/Methylthioadenosine nucleosidase on secretion of AI-2 and biofilm formation of Escherichia coli
Microb. Pathog.
108
78-84
2017
Escherichia coli (P0AF12), Escherichia coli, Mycobacterium tuberculosis (P9WJM3), Mycobacterium tuberculosis H37Rv (P9WJM3)
Namanja-Magliano, H.A.; Stratton, C.F.; Schramm, V.L.
Transition state structure and inhibition of Rv0091, a 5'-deoxyadenosine/5'-methylthioadenosine nucleosidase from Mycobacterium tuberculosis
ACS Chem. Biol.
11
1669-1676
2016
Mycobacterium tuberculosis (P9WJM3), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WJM3)
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