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2.4.2.3: uridine phosphorylase

This is an abbreviated version!
For detailed information about uridine phosphorylase, go to the full flat file.

Word Map on EC 2.4.2.3

Reaction

uridine
+
phosphate
=
Uracil
 +
alpha-D-ribose 1-phosphate

Synonyms

apUP, EC 2.4.2.23, L-UrdPase, More, PcUP1, PcUP2, phosphorylase, uridine, pynpase, pyrimidine nucleoside phosphorylase, pyrimidine phosphorylase, pyrimidine/purine nucleoside phosphorylase, StUPh, udp, UDRPase , UP type 1, UP1, UP2, uPA, UPase, UPase-2, UPb, UPH, UPP1, UPP2, UrdPase, uridine phosphorylase, uridine phosphorylase 1, uridine phosphorylase-1, uridine phosphorylase-2, uridine:orthophosphate alpha-D-ribosyltransferase, VchUPh

ECTree

     2 Transferases
         2.4 Glycosyltransferases
             2.4.2 Pentosyltransferases
                2.4.2.3 uridine phosphorylase

Substrates Products

Substrates Products on EC 2.4.2.3 - uridine phosphorylase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2'-deoxyuridine + phosphate
uracil + 2-deoxy-D-ribose 1-phosphate
show the reaction diagram
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
show the reaction diagram
5'-deoxy-5-fluorouridine + alpha-D-ribose 1-phosphate
5'-deoxy-5-fluorouridine + phosphate
show the reaction diagram
-
-
-
-
?
5'-deoxy-5-fluorouridine + phosphate
5-fluorouracil + 5-deoxyribose-1-phosphate
show the reaction diagram
5-bromo-2'-deoxyuridine + phosphate
5-bromouracil + 2-deoxribose 1-phosphate
show the reaction diagram
5-bromouracil + deoxyribose 1-phosphate
5-bromodeoxyuridine + phosphate
show the reaction diagram
5-bromouridine + phosphate
5-bromouracil + alpha-D-ribose 1-phosphate
show the reaction diagram
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxy-alpha-D-ribose 1-phosphate
show the reaction diagram
-
-
-
?
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxy-D-ribose-1-phosphate
show the reaction diagram
-
-
also accepts 2'-deoxypyrimidine nucleosides in higher organisms
-
r
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxyribose-1-phosphate
show the reaction diagram
5-fluorouracil + alpha-D-ribose 1-phosphate
5-fluorouridine + phosphate
show the reaction diagram
-
-
-
-
?
5-fluorouracil + alpha-D-ribose-1-phosphate
5-fluorouridine + phosphate
show the reaction diagram
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose 1-phosphate
show the reaction diagram
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose-1-phosphate
show the reaction diagram
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
show the reaction diagram
5-methyluridine + phosphate
thymine + alpha-D-ribose 1-phosphate
show the reaction diagram
-
19% of the activity with uridine
-
-
?
6-methyluracil + 2-deoxy-D-ribose 1-phosphate
6-methyl-2'-deoxyuridine + phosphate
show the reaction diagram
-
VchUPh shows selectivity toward 6-methyluracil acting as a pseudosubstrate. Repulsion between the hydrophilic hydroxyl group of the active-site residue Thr93 of VchUPh and the hydrophobic methyl group of 6-methyluracil prevents the oxygen atom O4' of the ribose moiety and the phosphate oxygen atom O3P of ribose 1-phosphate from forming hydrogen bonds with OG1_Thr93, which are essential for the enzymatic reaction. This, apparently, renders VchUPh inactive in the enzymatic synthesis of 6-methyluridine from 6-methyluracil
-
-
ir
6-methyluracil + alpha-D-ribose 1-phosphate
6-methyluridine + phosphate
show the reaction diagram
-
VchUPh shows selectivity toward 6-methyluracil acting as a pseudosubstrate. Repulsion between the hydrophilic hydroxyl group of the active-site residue Thr93 of VchUPh and the hydrophobic methyl group of 6-methyluracil prevents the oxygen atom O4' of the ribose moiety and the phosphate oxygen atom O3P of ribose 1-phosphate from forming hydrogen bonds with OG1_Thr93, which are essential for the enzymatic reaction. This, apparently, renders VchUPh inactive in the enzymatic synthesis of 6-methyluridine from 6-methyluracil
-
-
ir
6-methyluridine + phosphate
6-methyluracil + alpha-D-ribose 1-phosphate
show the reaction diagram
-
-
-
?
arabinofuranosyl-5-ethyluracil + phosphate
5-ethyluracil + arabinose-1-phosphate
show the reaction diagram
-
weak substrate
-
-
?
azathymine + deoxyribose 1-phosphate
azadeoxythymidine + phosphate
show the reaction diagram
-
-
-
-
ir
azauracil + deoxyribose 1-phosphate
azadeoxyuridine + phosphate
show the reaction diagram
-
-
-
-
?
azauracil + ribose 1-phosphate
azauridine + phosphate
show the reaction diagram
-
-
-
-
ir
cytidine + phosphate
cytosine + alpha-D-ribose 1-phosphate
show the reaction diagram
-
-
-
-
?
deoxyuridine + phosphate
uracil + 2-deoxy-alpha-D-ribose 1-phosphate
show the reaction diagram
deoxyuridine + phosphate
uracil + deoxy-D-ribose 1-phosphate
show the reaction diagram
fluorouridine + phosphate
fluorouracil + alpha-D-ribose-1-phosphate
show the reaction diagram
guanosine + phosphate
guanine + alpha-D-ribose 1-phosphate
show the reaction diagram
10% of the activity with uridine
-
-
r
inosine + phosphate
hypoxanthine + alpha-D-ribose 1-phosphate
show the reaction diagram
-
-
-
?
pyrimidine nucleoside + phosphate
pyrimidine base + alpha-D-ribose 1-phosphate
show the reaction diagram
-
most pyrimidine nucleosides except for 4-amino-substituted species like deoxycytidine
or alpha-D-deoxyribose 1-phosphate
-
r
thymidine + phosphate
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
show the reaction diagram
thymine + deoxyribose 1-phosphate
deoxythymidine + phosphate
show the reaction diagram
-
-
-
-
?
thymine + ribose 1-phosphate
thymidine + phosphate
show the reaction diagram
-
-
-
-
?
uracil + alpha-D-ribose 1-phosphate
uridine + phosphate
show the reaction diagram
uracil arabinoside + phosphate
uracil + arabinose-1-phosphate
show the reaction diagram
uridine + arsenate
?
show the reaction diagram
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
show the reaction diagram
additional information
?
-