Information on EC 3.5.4.5 - cytidine deaminase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
3.5.4.5
-
RECOMMENDED NAME
GeneOntology No.
cytidine deaminase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2'-deoxycytidine + H2O = 2'-deoxyuridine + NH3
show the reaction diagram
(2)
-
-
-
cytidine + H2O = uridine + NH3
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
amidine hydrolysis
Deamination
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
pyrimidine deoxyribonucleosides degradation
-
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pyrimidine deoxyribonucleosides salvage
-
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pyrimidine ribonucleosides degradation
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pyrimidine ribonucleosides salvage I
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pyrimidine ribonucleosides salvage II
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pyrimidine metabolism
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Pyrimidine metabolism
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Drug metabolism - other enzymes
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
cytidine/2'-deoxycytidine aminohydrolase
Contains zinc. Catalyses the deamination of cytidine and 2'-deoxycytidine with similar efficiencies. The enzyme, which is widely distributed among organisms, is involved in salvage of both exogenous and endogenous cytidine and 2'-deoxycytidine for UMP synthesis.
CAS REGISTRY NUMBER
COMMENTARY hide
37259-56-6
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9025-06-3
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Bacillus caldolyticus DSM405 (T53)
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
guinea pig
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
pigeon
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Escherichia coli 15 (ATCC 9723)
strain 15 (ATCC 9723)
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Manually annotated by BRENDA team
strain A19
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Manually annotated by BRENDA team
strain BL21(D3)
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Manually annotated by BRENDA team
Escherichia coli DH5-alpha
strain DH5alpha
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Manually annotated by BRENDA team
strain JF611
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Manually annotated by BRENDA team
strain SO268
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Manually annotated by BRENDA team
strain SO5201
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Manually annotated by BRENDA team
strain Y-70-272
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Felis catus domesticus
cat
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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1244729 A+, 1255648 A+, 1631076 A+, 1631088 A+, 1631100 A+, 1631121 A+, 1631124 A+, 1631144 A+, 1631170 A+, 1631195 A+, 1631229 A+, 1631243 A+, 1631363 A+, 1631379 A+, 1631385 A+, 1631422 A+, 1631431 A+, 1632853 A+, 1632883 A+, 1632912 A+, 1632963 A+, 1632998 A+, 1633003 A+, 2210950 A+, 2212744 A+, 2212747 A+, 2212755 A+, 2212766 A+, 2212819 A+, 2212826 A+, 2212842 A+, 2212874 A+, 2706751 A+, 2706779 A+, 670096 A+, 686634 A+, 712428 A+, 748149 A+, 893059 A+, 938336 A+, 948390 A+, 948392 A+, 948399 A+, 948406 A+, 948419 A+, 948420 A+, 948425 A+, 948445 A+, 948458 A+, 948465 A+, 948474 A+, 948480 A+, 948482 A+, 948512 A+, 948534 A+, 948605 A+, 948614 A+, 948632 A+, 948645 A+, 948692 A+, 948711 A+, 948729 A+, 948758 A+, 950038 A+, 950042 A+, 1277411 A++, 1596457 A++, 1632763 A++, 1632803 A++, 1632871 A++, 2212754 A++, 2212785 A++, 2212805 A++, 2212831 A++, 2212881 A++, 2213762 A++, 2213764 A++, 2213768 A++, 2448977 A++, 2702402 A++, 2702414 A++, 2702433 A++, 2706717 A++, 2706725 A++, 2706756 A++, 2706758 A++, 2708175 A++, 2708204 A++, 2708255 A++, 2708440 A++, 2708460 A++, 721103 A++, 722665 A++, 948452 A++, 948455 A++, 948494 A++, 948524 A++, 948526 A++, 948528 A++, 948535 A++, 948558 A++, 948591 A++, 1631126 A++, 1631139 A++, 1631383 A++, 1632988 A++, 1633001 A++, 2210956 A++, 2212784 A++, 2212788 A++, 2212812 A++, 2212815 A++, 2401648 A++, 2702461 A++, 2708329 A++, 700879 A++, 948397 A++, 948466 A++, 948495 A++, 948498 A++, 948531 A++, 948540 A++, 948547 A++, 948548 A++, 948576 A++, 948577 A++, 948583 A++, 948697 A++, 948720 A++, 948736 A++, 950019 A++, 950059 A++, 723260 A+++
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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1104438 A+, 1241586 A+, 1620004 A+, 1632769 A+, 1632849 A+, 1632865 A+, 1632906 A+, 1632926 A+, 1632943 A+, 1632967 A+, 1633010 A+, 2121899 A+, 2212811 A+, 2213782 A+, 2213800 A+, 2213821 A+, 2213828 A+, 2213848 A+, 2351062 A+, 2480669 A+, 2699720 A+, 2708268 A+, 2708276 A+, 2708315 A+, 2708346 A+, 2708371 A+, 2708408 A+, 2708428 A+, 2708469 A+, 2708504 A+, 2708528 A+, 2708533 A+, 2708534 A+, 698904 A+, 950099 A+, 1232393 A++, 1620078 A++, 1632765 A++, 1632801 A++, 1632807 A++, 1632856 A++, 1632863 A++, 1632879 A++, 1632913 A++, 2213729 A++, 2213731 A++, 2213738 A++, 2708230 A++, 2708257 A++, 2708261 A++, 2708266 A++, 2708306 A++, 2708334 A++, 2708339 A++, 720885 A++, 949983 A++, 950004 A++, 950011 A++, 950034 A++, 950052 A++, 950097 A++, 1241481 A++, 1473647 A++, 1616417 A++, 1632768 A++, 1632780 A++, 1632785 A++, 1632796 A++, 1632800 A++, 1632808 A++, 1632820 A++, 1632844 A++, 1632859 A++, 1632870 A++, 1632887 A++, 1632909 A++, 1632985 A++, 1632992 A++, 2188601 A++, 2191586 A++, 2213700 A++, 2213705 A++, 2213730 A++, 2213733 A++, 2213737 A++, 2213745 A++, 2213756 A++, 2213761 A++, 2213779 A++, 2213784 A++, 2213788 A++, 2213819 A++, 2213844 A++, 2351040 A++, 2394972 A++, 2401549 A++, 2606625 A++, 2649130 A++, 2650044 A++, 2670336 A++, 2706863 A++, 2708198 A++, 2708217 A++, 2708231 A++, 2708243 A++, 2708264 A++, 2708270 A++, 2708275 A++, 2708297 A++, 2708322 A++, 2708328 A++, 2708343 A++, 2708352 A++, 2708356 A++, 2708368 A++, 2708383 A++, 2708401 A++, 2708426 A++, 2708439 A++, 2708497 A++, 685915 A++, 687268 A++, 720141 A++, 720897 A++, 948725 A++, 949967 A++, 949995 A++, 950028 A++, 950040 A++, 950110 A++, 950061 A+++
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
no activity in Lactobacillus sp.
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Manually annotated by BRENDA team
no activity in Moraxella sp.
no activity in Pseudomonas sp.
strain CT16
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
strain NRC-510, grown on nitrate
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Manually annotated by BRENDA team
strain NRC-510, grown on nitrate
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
protozoa
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
frog
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Manually annotated by BRENDA team
rat
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Manually annotated by BRENDA team
shark
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Automatic Mining of ENzyme DAta
snake
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
pig
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-(2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl)-5-iodocytosine + H2O
?
show the reaction diagram
1-(2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl)cytosine + H2O
?
show the reaction diagram
1-beta-D-arabinofuranosylcytosine + H2O
?
show the reaction diagram
2',2'-difluorodeoxycytidine + H2O
2',2'-difluorodeoxyuridine + NH3
show the reaction diagram
2',3'-dideoxycytidine + H2O
2',3'-dideoxyuridinel + NH3
show the reaction diagram
2',5'-anhydroarabinosylcytosine + H2O
2',5'-anhydroarabinosyluracil + NH3
show the reaction diagram
2'-deoxycytidine + H2O
2'-deoxyuridine + NH3
show the reaction diagram
2'-fluoro-2'-deoxy-5-iodocytosine arabinoside + H2O
?
show the reaction diagram
2'-fluoro-2'-deoxycytidine + H2O
2'-fluoro-2'-deoxyuridine + NH3
show the reaction diagram
2'-O-methylcytidine + H2O
?
show the reaction diagram
-
-
-
-
?
2'-thio-cytidine + H2O
2'-thiouridine + NH3
show the reaction diagram
-
-
-
-
?
3'-amino-2',3'-dideoxycytidine + H2O
3'-amino-2',3'-dideoxyuridine + NH3
show the reaction diagram
-
-
-
?
5'-bromoarabinosylcytosine + H2O
5'-bromoarabinosyluracil + NH3
show the reaction diagram
-
-
-
-
?
5'-chloroarabinosylcytosine + H2O
5'-chloroarabinosyluracil + NH3
show the reaction diagram
-
-
-
-
?
5'-chlorocyclocytidine + H2O
5'-chlorocyclouridine + NH3
show the reaction diagram
-
i.e. cytosine, 1beta-D-arabinofuranosyl-2,2'-anhydro-, hydrochloride
-
-
?
5'-deoxyfluorocytidine + H2O
5'-deoxy-5-fluorouridine + NH3
show the reaction diagram
-
-
-
-
?
5'-fluoro-5'-deoxycytidine + H2O
5'-fluoro-5'-deoxyuridine + NH3
show the reaction diagram
5'-methyl-2'-deoxycytidine + H2O
5'-methyl-2-deoxyuridine + NH3
show the reaction diagram
5,6-dihydrocytidine + H2O
5,6-dihydrouridine + NH3
show the reaction diagram
5-aza-2'-deoxycytidine + H2O
5-aza-2'-deoxyuridine + NH3
show the reaction diagram
5-azacytidine + H2O
5-azauridine + NH3
show the reaction diagram
5-azadeoxycytidine + H2O
5-azadeoxyuridine + NH3
show the reaction diagram
5-bromocytidine + H2O
5-bromouridine + NH3
show the reaction diagram
-
-
-
-
?
5-bromodeoxycytidine + H2O
5-bromodeoxyuridine + NH3
show the reaction diagram
-
-
-
-
?
5-chlorocytidine + H2O
? + NH3
show the reaction diagram
-
-
-
-
?
5-iodo-2'-deoxycytidine
5-iodo-2'-deoxyuridine + NH3
show the reaction diagram
-
-
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-
?
5-iodocytidine + H2O
5-iodouridine + NH3
show the reaction diagram
5-iododeoxycytidine + H2O
5-iododeoxyuridine + NH3
show the reaction diagram
5-methyl-dCMP + H2O
5-methyl-dCyd
show the reaction diagram
5-methylcytidine + H2O
5-methyluridine + NH3
show the reaction diagram
6-azacytidine + H2O
6-azauridine + NH3
show the reaction diagram
-
-
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?
bromodeoxycytidine + H2O
bromodeoxyuridine + NH3
show the reaction diagram
-
-
-
?
CTP + H2O
UTP + NH3
show the reaction diagram
cytidine + H2O
uridine + NH3
show the reaction diagram
cytosine arabinoside + H2O
?
show the reaction diagram
cytosine arabinoside + H2O
uridine arabinoside + NH3
show the reaction diagram
cytosine beta-D-arabinofuranoside + H2O
?
show the reaction diagram
-
-
-
-
?
dCTP + H2O
dUTP + NH3
show the reaction diagram
deoxycytidine + H2O
deoxyuridine + NH3
show the reaction diagram
gemcitabine + H2O
2'-deoxy-2',2'-difluorouridine
show the reaction diagram
-
CDA is the major enzyme involved in gemcitabine inactivation, a cytotoxic drug commonly used in the treatment of pancreas and non-small cell lung cancer
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N-4-monoacetylarabinosylcytosine
uracil arabinoside + carbamate
show the reaction diagram
N4-methylcytidine + H2O
uridine + methylamine
show the reaction diagram
-
-
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-
r
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
2'-deoxycytidine + H2O
2'-deoxyuridine + NH3
show the reaction diagram
5-aza-2'-deoxycytidine + H2O
5-aza-2'-deoxyuridine + NH3
show the reaction diagram
-
5-AZA-CdR shows an antineoplastic action on 3T3 cells and V5 cells transduced with CR deaminase gene, pharmakokinetic analysis in mice, overview
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?
cytidine + H2O
uridine + NH3
show the reaction diagram
cytosine arabinoside + H2O
?
show the reaction diagram
-
-
-
?
cytosine beta-D-arabinofuranoside + H2O
?
show the reaction diagram
-
-
-
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?
deoxycytidine + H2O
deoxyuridine + NH3
show the reaction diagram
additional information
?
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cytidine deaminase plays an important role in the activation of the anticancer drug capesitabine in the human body
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zinc
-
wild-type enzyme and mutant enzymes R56A, R56Q and C53H/R56Q contain about 1 mol of zinc per subunit. Mutant enzyme R56D contains 0.2 mol of zinc per subunit
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(cytidyl)acryloylaminohexanoic acid
-
i.e. CV6
1,10-phenanthroline
-
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1-(beta-D-ribofuranosyl)-2-pyrimidone
1-(beta-D-ribofuranosyl)-dihydropyrimidine-2-one
1-methyladenosine
-
competitive inhibition
2'-deoxyuridine
-
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2'-deoxyzebularine 5'-monophosphate
-
-
2-beta-D-ribofuranosyl-1,2,4-triazol-3-one
-
-
2-mercaptoethanol
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-
2-thio-6-azarudine
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-
3'-azido-3'-deoxythymidine
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-
3,4,5,6,tetrahydrozebularine
3,4,5,6-Tetrahydrouridine
3,4-dihydrouridine
3,4-dihydrozebularine
3-deazauridine
4-amino-1-(5-hydroxypentyl)pyrimidin-2(1H)-one
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-
4-amino-1-hexyl-5,6-dihydropyrimidin-2(1H)-one
-
-
4-hydroxy-1-(beta-D-ribofuranosyl)piperidin-2-one
-
-
5,6-Dihydrouridine
5-(Chloromercuri)cytidine
5-bromodeoxyuridine
5-Bromouridine
-
-
5-fluoro-2'-deoxyuridine
5-fluoropyrimidin-2-one ribonucleoside
-
-
5-fluorouridine
5-fluorozebularine
5-iodo-2'-deoxyuridine
-
-
5-methyluridine
-
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5-{(1E)-3-[(5-carboxypentyl)amino]-3-oxoprop-1-en-1-yl}-5,6-dihydrocytidine
6-azauridine
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-
6-Thioguanine
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6-[3-(5-cytidyl)acryloylamino]hexanoic acid
-
i.e. CV6
adenosine
blasticidin S
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CuSO4
-
complete inhibition
cytidine
-
strong substrate inhibition above 0.5 mM
cytidine monophosphate
-
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deoxyadenosine
deoxyguanosine
deoxyuridine
diazepinone riboside
dihydrothymidine
-
competitive inhibition
dipicolinic acid
-
-
dithiothreitol
-
-
dTMP
-
0.400 mM 50% inhibition
GTP
-
0.750 mM 85% inhibition
guanosine
HgCl2
-
complete inhibition
mercaptoethanol
-
-
Mersalyl acid
N-ethylmaleimide
p-chloromercuribenzoate
p-mercuribenzoate
phosphapyrimidine
-
-
phosphapyrimidine nucleoside
-
-
pseudouridine
-
-
SDS
-
wild-type tetramer dissociates into enzymatically inactive monomers, without intermediate forms via a non-cooperative transition. Extensive dialysis or dilution of the inativated monomers restores completely the activity. 5-Fluorozebularine disfavours dissociation of the tetramer into subunits in the wild-type enzyme, but not in the mutant enzyme F137W/W113F
tetrahydrouridine
thioglycolic acid
-
0.7 mM 88% relative activity, complete inhibition at 7 mM
thymidine
thymine riboside
uracil arabinoside
-
4.0 mM, 48% inhibition
Urea
-
above 2 M, reversible inactivation
uridine
zebularine
-
inhibits the enzyme, but also DNA methylation, competitive versus 5-aza-2'-deoxycytidine, zebularine affects the antineoplastic action of 5-AZA-CdR on 3T3 cells and V5 cells transduced with CR deaminase gene, overview
Zn2+
-
above 10 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5-Bromouridine
-
-
bromodeoxyuridine
-
-
cytidine
dithiothreitol
-
-
iodoacetic acid
-
0.10 mM, activity 105%
N-ethylmaleimide
-
0.10-0.20 mM, activity 114%
p-chloromercuribenzoate
-
0.105 mM, activity 112%
uridine
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.31 - 3.9
1-(2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl)-5-iodocytosine
0.33 - 0.66
1-(2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl)cytosine
0.27 - 0.51
1-beta-D-arabinofuranosylcytosine
0.0092 - 0.0957
2',2'-difluorodeoxycytidine
0.0726
2',2'-difluorodeoxyuridine
-
i.e. dFdU, variation of plasma ranges between 24.9 and 72.6 microM
0.023 - 1.059
2'-deoxycytidine
0.07
2'-fluoro-2'-deoxy-5-iodocytosine arabinoside
-
-
0.091
2-deoxycytidine
-
-
0.087
5'-fluoro-5'-deoxycytidine
-
-
0.11 - 0.113
5,6-Dihydrocytidine
0.0477
5-aza-2'-deoxycytidine
-
pH 7.4, 37C
0.058 - 2.27
5-azacytidine
0.087 - 0.1
5-iododeoxycytidine
0.13
5-methyl-dCMP
-
pH 7.0, 37C
0.04 - 1.25
5-methylcytidine
0.06
5-Methyldeoxycytidine
-
-
4.2
6-azacytidine
-
-
0.14
CMP
-
pH 7.0, 37C
0.0092 - 6.6
cytidine
0.089
cytosine
-
-
0.058 - 0.385
cytosine arabinoside
1.475
cytosine beta-D-arabinofuranoside
-
at pH 7.5 and 27C
-
0.089
cytosine deoxyriboside
-
-
0.055
dCMP
-
pH 7.0, 37C
0.0075 - 8.53
deoxycytidine
additional information
additional information
-
kinetics of wild-type and mutant enzymes
-