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Information on EC 3.2.2.9 - adenosylhomocysteine nucleosidase
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3.2.2.9 adenosylhomocysteine nucleosidaseIUBMB Comments
This enzyme, found in bacteria and plants, acts on three different substrates. It is involved in the S-adenosyl-L-methionine (SAM, AdoMet) cycle, which recycles S-adenosyl-L-homocysteine back to SAM, and in salvage pathways for 5'-deoxyadenosine and S-methyl-5'-thioadenosine, which are produced from SAM during the action of many enzymes. cf. the plant enzyme EC 3.2.2.16, methylthioadenosine nucleosidase.
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Word Map
- 3.2.2.9
-
mtans
- formycin
- medicine
- autoinducer-2
-
adomet-dependent
-
n-ribosidic
-
5\'-methylthiotubercidin
- 5-methylthioribose
- analysis
- drug development
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
+
=
5-(methylsulfanyl)-D-ribose
+
Synonyms
nucleosidase, pfs-2, mta/adohcy nucleosidase, rv0091, s-adenosylhomocysteine nucleosidase, 5'-methylthioadenosine/s-adenosylhomocysteine, mtan-1, 5'-methylthioadenosine nucleosidases, 5'-deoxyadenosine/5'-methylthioadenosine nucleosidase, adenosylhomocysteine nucleosidase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
5'-dAdo nucleosidase
5'-deoxyadenosine/5'-methylthioadenosine nucleosidase
5'-methyladenosine nucleosidase
-
-
-
-
5'-methylthioadenosine nucleosidase
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
adoHcy/MTA nucleosidase
Cj0117
methylthioadenosine/S-adenosylhomocysteine nucleosidase
MKIGIIGA
MTA/SAH nucleosidase
MTAN
Mtan-1
MTAN2
MTN1
-
isoform, provides approximately 80% of the total 5'-methylthioadenosine nucleosidase activity
MtnN
nucleosidase
Pfs
Pfs-2
Rv0091
S-adenosylhomocysteine nucleosidase
-
-
-
-
S-adenosylhomocysteine/5'-methylthioadenosine nucleosidase
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
-
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
-
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
dual substrate enzyme
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase
-
-
adoHcy/MTA nucleosidase
-
-
-
-
MTA/SAH nucleosidase
-
-
-
-
MTAN
MTAN is a dual substrate-specific enzyme that irreversibly hydrolyzes the glycosidic bond of 5'-methylthioadenosine or S-adenosyl-L-homocysteine
MTAN
MTAN is a dual substrate-specific enzyme that irreversibly hydrolyzes the glycosidic bond of 5'-methylthioadenosine or S-adenosyl-L-homocysteine
S-adenosylhomocysteine/5'-methylthioadenosine nucleosidase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
5'-deoxyadenosine + H2O = 5-deoxy-D-ribose + adenine
(2)
-
-
-
S-methyl-5'-thioadenosine + H2O = 5-(methylsulfanyl)-D-ribose + adenine
(3)
-
-
-
S-adenosyl-L-homocysteine + H2O = S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
S-adenosyl-L-homocysteine + H2O = S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
mechanism
S-adenosyl-L-homocysteine + H2O = S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
early SN1 transition state with significant N-glycosidic bond order at the transition state
-
S-adenosyl-L-homocysteine + H2O = S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
(1)
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of N-glycosyl bond
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-homocysteine homocysteinylribohydrolase
This enzyme, found in bacteria and plants, acts on three different substrates. It is involved in the S-adenosyl-L-methionine (SAM, AdoMet) cycle, which recycles S-adenosyl-L-homocysteine back to SAM, and in salvage pathways for 5'-deoxyadenosine and S-methyl-5'-thioadenosine, which are produced from SAM during the action of many enzymes. cf. the plant enzyme EC 3.2.2.16, methylthioadenosine nucleosidase.
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CAS REGISTRY NUMBER
COMMENTARY
9055-10-1
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2'-deoxy-2'-fluoro-5'-deoxy-5'-(methylthio)adenosine + H2O
adenine + ?
-
F-MeSAdo, slow substrate
-
-
?
2'-deoxymethylthioadenosine + H2O
adenine + 2-deoxymethylthioribose
-
fairly good substrate
-
-
?
5'-butylthioadenosine + H2O
adenine + 5-butylthio-D-ribose
24% activity compared to 5'-methylthioadenosine
-
-
?
5'-chloroadenosine + H2O
adenine + 5-chloro-D-ribose
13% activity compared to 5'-methylthioadenosine
-
-
?
5'-iodoadenosine + H2O
adenine + 5-iodo-D-ribose
17% activity compared to 5'-methylthioadenosine
-
-
?
5'-isobutylthioadenosine + H2O
adenine + 5-isobutylthio-D-ribose
32% activity compared to 5'-methylthioadenosine
-
-
?
5'-isobutylthioadenosine + H2O
adenine + 5-isobutylthioribose
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 52%
-
-
?
5'-phenylthioadenosine + H2O
adenine + 5-phenylthio-D-ribose
39% activity compared to 5'-methylthioadenosine
-
-
?
adenosine + H2O
adenine + D-ribose
6% activity compared to 5'-methylthioadenosine
-
-
?
S-2-aza-adenosylhomocysteine + H2O
2-azaadenine + 5-(S-L-homocysteinyl)ribose
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 27%
-
-
?
S-adenosyl-D-homocysteine + H2O
adenine + 5-(S-D-homocysteinyl)ribose
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 26%
-
-
?
S-adenosylmethionine + H2O
adenine + hypoxanthine + methylthioribose + homoserine lactone
-
-
-
?
5'-deoxyadenosine + H2O
5-deoxy-D-ribose + adenine
preferred substrate
-
-
ir
5'-deoxyadenosine + H2O
5-deoxy-D-ribose + adenine
-
-
-
?
5'-deoxyadenosine + H2O
5-deoxy-D-ribose + adenine
preferred substrate
-
-
ir
5'-ethylthioadenosine + H2O
adenine + 5-ethylthio-D-ribose
42% activity compared to 5'-methylthioadenosine
-
-
?
5'-ethylthioadenosine + H2O
adenine + 5-ethylthio-D-ribose
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 118%
-
-
?
5'-ethylthioadenosine + H2O
adenine + 5-ethylthio-D-ribose
Escherichia coli B / ATCC 11303
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 118%
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
100% activity
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
137135, 171850, 171851, 171852, 171854, 171856, 171858, 171859, 667625, 669334, 678158, 715849, 716263
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
Escherichia coli B / ATCC 11303
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
ir
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
ir
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
ir
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
5-methylthio-D-ribose + adenine
-
-
-
-
?
5'-methylthioadenosine + H2O
?
-
-
-
-
?
5'-methylthioadenosine + H2O
?
-
-
-
-
?
5'-methylthioadenosine + phosphate
adenine + 5-methylthio-D-ribose 1-phosphate
-
-
-
-
?
5'-methylthioadenosine + phosphate
adenine + 5-methylthio-D-ribose 1-phosphate
-
-
-
-
?
5'-n-propylthioadenosine + H2O
adenine + 5-n-propylthioribose
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 106%
-
-
?
5'-n-propylthioadenosine + H2O
adenine + 5-n-propylthioribose
Escherichia coli B / ATCC 11303
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 106%
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
?
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
?
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35%
-
-
?
S-adenosyl-L-homocysteine + H2O
?
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + 5-ribosyl-L-homocysteine
isozyme AtMTAN2 shows markedly broad substrate specificity for hydrolysis of S-adenosyl-L-homocysteine, while isozyme AtMTAN1 does not
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + 5-ribosyl-L-homocysteine
substrate of isozyme AtMTAN2, isozyme AtMTAN1 can bind but not hydrolyze S-adenosyl-L-homocysteine
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + 5-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
14% activity compared to 5'-methylthioadenosine
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
Pfs protein displays 76% activity and Bgp protein shows 84% relative activity towards S-adenosyl-L-homocysteine
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35%
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 42%
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
Escherichia coli B / ATCC 11303
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
Escherichia coli B / ATCC 11303
-
rate of 5'-methylthioadenosine hydrolysis taken as 100%, relative activity 35%
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
the catalytic efficiency of the enzyme for S-adenosyl-L-homocysteine is only 0.004% of the value for S-methyl-5'-thioadenosine
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
42% activity compared to 5'-methylthioadenosine
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
ir
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
ir
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
ir
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?
S-adenosyl-L-homocysteine + H2O
S-(5-deoxy-D-ribos-5-yl)-L-homocysteine + adenine
-
-
-
?