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Information on EC 1.3.1.2 - dihydropyrimidine dehydrogenase (NADP+)
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1.3.1.2 dihydropyrimidine dehydrogenase (NADP+)IUBMB Comments
Also acts on dihydrothymine.
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Word Map
- 1.3.1.2
- 5-fluorouracil
- thymidine
- phosphorylase
- uridine
- medicine
-
phosphoribosyltransferase
- orotate
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2.4.2.4
- thymidylate
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fluoropyrimidine
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fdurd
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2.7.1.21
- beta-ureidopropionase
- urdpase
- dihydropyrimidinase
- beta-alanine
- drug development
- analysis
The enzyme appears in viruses and cellular organisms
Synonyms
dihydrouracil dehydrogenase, dhpdhase, dhpdh, dhu dehydrogenase, dihydrouracil dehydrogenase (nadp+), 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
4,5-dihydrothymine: oxidoreductase
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dehydrogenase, dihydrouracil (nicotinamide adenine dinucleotide phosphate)
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DHPDH
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DHPDHase
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DHU dehydrogenase
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dihydropyrimidine dehydrogenase
dihydrothymine dehydrogenase
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Dihydrouracil dehydrogenase
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dihydrouracil dehydrogenase (NADP)
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dihydrouracil dehydrogenase (NADP+)
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DPD
hydropyrimidine dehydrogenase
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DPD
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
abstraction of pro-S hydrogen of NADPH and thus B-side stereospecific class dehydrogenase
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
abstraction of pro-S hydrogen of NADPH and thus B-side stereospecific class dehydrogenase
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
random rapid-equilibrium mechanism
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
mechanism, rate-determining half-reaction for reduction of flavin by NADPH has minor rate limitation, while the following protonation of flavin at N-1 is slow
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
nonclassical ping-pong mechanism
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
comparison of substrate and cofactor binding to wild-type and mutant enzyme
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5,6-dihydrouracil + NADP+ = uracil + NADPH + H+
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY SOURCE
PATHWAYS
KEGG
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SYSTEMATIC NAME
IUBMB Comments
5,6-dihydrouracil:NADP+ 5-oxidoreductase
Also acts on dihydrothymine.
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CAS REGISTRY NUMBER
COMMENTARY
9029-01-0
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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
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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reversibility of the reaction only in vitro
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r
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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C671A mutant only forms complex with dihydrouracil nearly without oxidizing it
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r
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5-fluorouracil + NADPH + H+
5-fluoro-5,6-dihydrouracil + NADP+
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?
5-iodouracil + NADPH
5-iodo-5,6-dihydrouracil + NADP+
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alkylating and therefore in vivo inactivating product
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dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
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dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
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development of a detection method using 2'-fluoro-beta-alanine derivatization with o-phthalaldehyde at room temperature and mass spectrometric analysis by the liquid chromatography-mass spectrometry-electrospray ionization system, method evaluation and optimization, overview
dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
pyrimidine binding to this enzyme is accompanied by active site loop closure that positions a catalytically crucial cysteine 671 residue. The deprotonation of the loop residue H673 is required for active site closure, while S670 is important for substrate recognition. R235 is crucial for FAD binding
dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme of thymidine and uridine degradation
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme of thymidine and uridine degradation
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting step in catabolic breakdown of uracil to beta-alanine
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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reversibility of the reaction only in vitro
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting step in catabolic breakdown of uracil to beta-alanine
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting step in catabolic breakdown of uracil to beta-alanine
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
additional information
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the first FeS cluster, with unusual coordination, cannot be reduced and displays no activity when Q156 is mutated to glutamate. The active site loop comprising residues 670-683 are observed in open and closed conformational states, overview
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?
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NATURAL SUBSTRATE
NATURAL 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
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
5,6-dihydrouracil + NADP+
uracil + NADPH
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first and rate-limiting enzyme in the three-step pathway for the degradation of uracil
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?
dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
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dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
dihydrofluorouracil + NADP+
5-fluorouracil + NADPH + H+
dihydrofluorouracil is further metabolized to 2'-fluoro-beta-alanine
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme in catabolic detoxification of exogenous fluoropyrimidines
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme of thymidine and uridine degradation
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?
thymine + NADPH
dihydrothymine + NADP+
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rate-limiting enzyme of thymidine and uridine degradation
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r
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting step in catabolic breakdown of uracil to beta-alanine
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?
uracil + NADPH
5,6-dihydrouracil + NADP+
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rate limiting enzyme in pyrimidine degradation
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?