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2-amino-6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
2-amino-6-mercaptopurine ribotide + diphosphate
-
-
-
-
?
2-hydroxy-6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
2-hydroxy-6-mercaptopurine ribotide + diphosphate
-
-
-
-
?
3-hydroxy-2-pyrazinecarboxamide + 5-phospho-alpha-D-ribose 1-diphosphate
3-oxo-4-(5-O-phosphono-beta-D-ribofuranosyl)-3,4-dihydropyrazine-2-carboxamide + diphosphate
-
T-1105, poor substrate
-
-
?
3-hydroxy-2-pyrazinecarboxamide + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
T-1105, poor substrate
-
-
?
6-fluoro-3-hydroxy-2-pyrazinecarboxamide + 5-phospho-alpha-D-ribose 1-diphosphate
6-fluoro-3-oxo-4-(5-O-phosphono-beta-D-ribofuranosyl)-3,4-dihydropyrazine-2-carboxamide + diphosphate
-
T-705, poor substrate
-
-
?
6-fluoro-3-hydroxy-2-pyrazinecarboxamide + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
T-705, poor substrate
-
-
?
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
6-mercaptopurine ribotide + diphosphate
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
6-thioinosine monophosphate + diphosphate
-
-
-
-
?
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
thioinosinic monophosphate + diphosphate
-
a thiopurine antimetabolite
a therapeutically active metabolite
-
-
6-thioguanine + 5-phospho-alpha-D-ribose 1-diphosphate
6-thio-GMP + diphosphate
-
-
-
-
?
8-azahypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
8-aza-IMP + diphosphate
-
-
-
-
?
allopurinol + 5-phospho-alpha-D-ribose 1-diphosphate
allopurinol ribonucleoside 5'-monophosphate + diphosphate
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
XMP + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
additional information
?
-
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate

6-mercaptopurine ribotide + diphosphate
-
-
-
-
?
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
6-mercaptopurine ribotide + diphosphate
-
-
-
?
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
6-mercaptopurine ribotide + diphosphate
-
-
-
-
?
6-mercaptopurine + 5-phospho-alpha-D-ribose 1-diphosphate
6-mercaptopurine ribotide + diphosphate
-
-
-
-
?
allopurinol + 5-phospho-alpha-D-ribose 1-diphosphate

allopurinol ribonucleoside 5'-monophosphate + diphosphate
-
low activity
-
?
allopurinol + 5-phospho-alpha-D-ribose 1-diphosphate
allopurinol ribonucleoside 5'-monophosphate + diphosphate
-
-
-
?
GMP + diphosphate

guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
?
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
?
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
?
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
r
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate

GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
6-oxopurine salvage pathway reaction
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
binds hypoxanthine 67-times less effectively than guanine and 4-times less effectively than xanthine
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
absolutely specific for guanine
diphosphate binds at Thr70, diphosphate-binding loop sequence: LTGA
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
guanine is utilized more rapidly than hypoxanthine
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
salvage synthesis
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
wild-type enzyme, no activity with mutant F36L
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
wild-type and chimeric mutant enzyme
modeling of GMP binding to the chimeric enzyme
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
wild-type and chimeric mutant enzyme
modeling of GMP binding to the chimeric enzyme
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
hypoxanthine and guanine preferred substrates
-
-
ir
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate

IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
equilibrium lies far in direction of IMP formation
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
2 assay methods
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
6-oxopurine salvage pathway reaction
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
6-oxopurine salvage pathway reaction
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
binding mechanism and structure of IMP occupying the diphosphate site, overview
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
hypoxanthine is the preferred substrate
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
unlike the hypoxanthine-guanine phosphoribosyltransferase from other sources this enzyme binds hypoxanthine 67-times less effectively than guanine and 4-times less effectively than xanthine
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
binds hypoxanthine 67-times less effectively than guanine and 4-times less effectively than xanthine
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
no activity with hypoxanthine
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
equilibrium lies far in direction of IMP formation
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
salvage synthesis
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
wild-type enzyme, no activity with mutant F36L
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
wild-type and chimeric mutant enzyme
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
the enzyme is involved in the purine salvage pathway
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
wild-type and chimeric mutant enzyme
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
hypoxanthine and guanine preferred substrates, continuous spectrophotometric enzyme assay, pH 7.5, 12 mM MgCl2, 40-70°C, 30 sec
Kd(diphosphate): 4.7 +/-0.1 mM, revealed by quenching of intrinsic fluorescence of the enzyme upon diphosphate-binding
-
ir
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
phosphoribosyltransferases for hypoxanthine and guanine are separate enzymes, and catalyse the 2 reactions with different specificities
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
most effective substrate
diphosphate is bound by Thr47
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
IMP + diphosphate

hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
?
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
?
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
?
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
r
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

? + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
wild-type and chimeric mutant enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
wild-type and chimeric mutant enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

xanthosine 5'-phosphate + diphosphate
mutant F36L, no activity with the wild-type enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
-
low activity
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
-
wild-type enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

XMP + diphosphate
-
no activity
-
-
-
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
no activity
-
-
-
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
no activity
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
recombinant chimeric mutant DS1
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
wild-type human enzyme does not accept xanthine as substrate, mutant F36L does catalyze the conversion of xanthine to XMP with a kcat much lower than those of hypoxanthine and guanine
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
recombinant chimeric mutant DS1
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
the enzyme also performs the reaction of xanthine phosphoribosyltransferase, EC 2.4.2.22
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
low catalytic efficiency (kcat/KM), xanthine is not preferred but a usable substrate
-
-
ir
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
no activity
-
-
-
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
poor substrate
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
r
additional information

?
-
-
no substrates: 5-formamido-4-imidazolecarboxamide, uric acid, 8-azaguanine, 2,6-diaminopurine, orotic acid, phosphate
-
-
-
additional information
?
-
-
no substrate: adenine
-
-
-
additional information
?
-
-
the conformation of the flexible loop, containing a 3-10 helix and a unique double serine repeat, is important for substrate binding and activation of the enzyme
-
-
-
additional information
?
-
-
no incorporation of xanthine in vivo
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
-
-
-
-
additional information
?
-
-
dynamic and conformational properties of purified enzyme alone, in complex with GMP and Mg2+, and in equilibration mixture of enzyme with IMP, Mg2+/diphosphate and hypoxanthine, Mg2+/5-phosphoribosyl 1-diphosphate, and in transition-state analogue complex of enzyme, immucillin-GP and Mg2+/diphosphate
-
-
-
additional information
?
-
-
a mentally retarded child and its asymptomatic uncle have a partial enzyme deficiency, homozygous, while mother and grandmother are heterozygous and not enzyme-deficient
-
-
-
additional information
?
-
-
kinetic study
-
-
-
additional information
?
-
-
locus of Lesch-Nyhan syndrome, activator of the prodrugs 6-mercaptopurine and allopurinol
-
-
-
additional information
?
-
-
locus of Lesch-Nyhan syndrome, activator of the prodrugs 6-mercaptopurine and allopurinol
-
-
-
additional information
?
-
-
substrate binding induces conformational changes required for catalysis
-
-
-
additional information
?
-
the flexibilty of loop IV can influence the substrate specificity
-
-
-
additional information
?
-
-
enzyme-deficiency is involved in development of gout
-
-
-
additional information
?
-
-
the enzyme is organized in a branched bi-enzyme system with xanthine oxidase, EC 1.17.3.2
-
-
-
additional information
?
-
-
substrate binding structure involving residue K68 at the AB-dimer interface and residues V96 and D97 of the opposing subunit, overview. Residues E133 and D137 block the binding of 5-phospho-alpha-D-ribose 1-diphosphate, mechanism, overview
-
-
-
additional information
?
-
-
the binding site for the 5'-phosphate is located at residues 132-141
-
-
-
additional information
?
-
-
The substrates bind in a functionally ordered fashion, with 5-phospho-alpha-D-ribose 1-diphosphate binding first in the forward direction and IMP or GMP first in the reverse reaction, transition state structure and 5'-phosphate binding structure on HGPRT, overview
-
-
-
additional information
?
-
-
kinetic study
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
the enzyme activity is regulated by stabilization and destabilization of the enzyme through release or binding of product and substrates, overview
-
-
-
additional information
?
-
-
the purified recombinant enzyme shows very low activity
-
-
-
additional information
?
-
-
the parasite depends on the human host purine salvage pathway enzyme hypoxanthine guanine xanthine phosphoribosyltransferase for survival, because it does not have a de novo pathway for synthesis of nucleotides on its own
-
-
-
additional information
?
-
-
the binding site for the 5'-phosphate is located at residues 132-141
-
-
-
additional information
?
-
-
no formation of PRPP and 6-oxopurine by pyrophosphorylysis due to disability of binding to nucleotides IMP, GMP, XMP at 40-70°C and substrate concentrations of up to 0.5 mM
-
-
-
additional information
?
-
-
no substrate: adenine
-
-
-
additional information
?
-
-
kinetic study
-
-
-
additional information
?
-
-
no substrate: adenine
-
-
-
additional information
?
-
-
9-deazaguanine is no substrate
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
the two isozymes exhibit similar substrate specificity, kinetic characteristics, and temporal expression patterns, overview
-
-
-
additional information
?
-
-
kinetic study
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
forward reaction: transfer of the phosphoribosyl group to N9 position of 6-oxopurines
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
formation of dead-end complexes with purine substrates and diphosphate
-
-
-
additional information
?
-
-
L67 side chain participates in hydrophobic interactions between dimer subunits important for the proper positioning of main chain atoms that influence enzyme chemistry and the binding of 5-phospho-alpha-D-ribose 1-diphosphate, diphosphate, and hypoxanthine, residue 69 needs to be small like Gly, which is found there, to avoid sterical interference with binding of 5-phospho-alpha-D-ribose 1-diphosphate and diphosphate as well as the positioning of a metal ion
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
XMP + diphosphate
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
additional information
?
-
GMP + diphosphate

guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
?
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
r
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
GMP + diphosphate
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate

GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
6-oxopurine salvage pathway reaction
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
salvage synthesis
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
r
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
?
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
GMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate

IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
6-oxopurine salvage pathway reaction
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
6-oxopurine salvage pathway reaction
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
salvage synthesis
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
the enzyme is involved in the purine salvage pathway
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
?
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
IMP + diphosphate
-
-
-
-
-
IMP + diphosphate

hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
?
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
r
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
IMP + diphosphate
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
-
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

? + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
? + diphosphate
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

xanthosine 5'-phosphate + diphosphate
mutant F36L, no activity with the wild-type enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
-
low activity
-
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
xanthosine 5'-phosphate + diphosphate
-
wild-type enzyme
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate

XMP + diphosphate
-
-
-
-
?
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
XMP + diphosphate
-
-
-
-
?
additional information

?
-
-
no incorporation of xanthine in vivo
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
locus of Lesch-Nyhan syndrome, activator of the prodrugs 6-mercaptopurine and allopurinol
-
-
-
additional information
?
-
-
locus of Lesch-Nyhan syndrome, activator of the prodrugs 6-mercaptopurine and allopurinol
-
-
-
additional information
?
-
-
enzyme-deficiency is involved in development of gout
-
-
-
additional information
?
-
-
the enzyme is organized in a branched bi-enzyme system with xanthine oxidase, EC 1.17.3.2
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
the enzyme activity is regulated by stabilization and destabilization of the enzyme through release or binding of product and substrates, overview
-
-
-
additional information
?
-
-
the parasite depends on the human host purine salvage pathway enzyme hypoxanthine guanine xanthine phosphoribosyltransferase for survival, because it does not have a de novo pathway for synthesis of nucleotides on its own
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
additional information
?
-
-
enzyme is essential for salvaging exogenous purine bases
-
-
-
additional information
?
-
-
salvage incorporation of exogenous purine nucleotides, no de novo synthesis
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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(1S)-1-(9-deazaguanin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate
(1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate
(3-hydroxy-2-[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]propyl)phosphonic acid
(3-[[(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]propyl)phosphonic acid
-
competitive. 466fold lower affinity for human enzyme. Treatment of cultured parasites with the bis-pavalate of the inhibitor as a prodrug inhbits growth with an IC50 of 45 microM
(R)-9-[2-(phosphonomethoxy)propyl]hypoxanthine
-
-
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
(S)-9-[2-(phosphonomethoxy)propyl]guanine
(S)-9-[2-(phosphonomethoxy)propyl]hypoxanthine
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-azaguanine
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
2-amino-6-mercaptopurine
-
competitive to hypoxanthine
3-((7-hydroxy-1H-pyrazolo[4,3-d]pyrimidin-3-yl)methylamino)propylphosphonate
4-(2-methyl-4-oxo-(3H) quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
78.12% inhibition at 0.25 mg/ml
4-(2-methyl-6,8-dibromo-4-oxo-(3H)quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
79.07% inhibition at 0.25 mg/ml
4-(2-methyl-6-bromo-4-oxo-(3H) quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
77.06% inhibition at 0.25 mg/ml
4-(2-phenyl-4-oxo-(3H) quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
79.42% inhibition at 0.25 mg/ml
4-(2-phenyl-6,8-dibromo-4-oxo-(3H)quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
79.71% inhibition at 0.25 mg/ml
4-(2-phenyl-6-bromo-4-oxo-(3H) quinazolin-3-yl)-benzoic acid (4-formyl-benzylidene) hydrazide
-
79.55% inhibition at 0.25 mg/ml
5-phospho-alpha-D-ribose 1-diphosphate
6-aminopurine nucleotides
6-Hydroxypurine nucleotides
6-Mercaptopurine
-
competitive to hypoxanthine
6-methylheptyl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate
9-beta-Arabinofuranosylhypoxanthine
-
-
9-deazaguanine
-
uncompetitive inhibitor
9-[2-(2-phosphonoethoxy)ethyl]guanine
9-[2-(2-phosphonoethoxy)ethyl]hypoxanthine
9-[2-(phosphonomethoxy)-3-fluoro-propyl]guanine
9-[2-(phosphonomethoxy)ethyl]-6-thioguanine
9-[2-(phosphonomethoxy)ethyl]-7-deaza-8-azahypoxanthine
9-[2-(phosphonomethoxy)ethyl]-8-azaguanine
9-[2-(phosphonomethoxy)ethyl]-8-bromoguanine
9-[2-(phosphonomethoxy)ethyl]guanine
9-[2-(phosphonomethoxy)ethy]-8-hydroxyguanine
acyclic nucleoside phosphonates
cyclic (R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
cyclic (S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
diethyl dicarbonate
-
alkylation of Arg155, complete inactivation at pH 9.0, pH dependent
guanine ribose 5'-phosphate
hypoxanthine ribose 5'-phosphate
immucillin-G 5'-phosphate
-
active site contacts in the HGPRT/immucillin-G 5'-phosphate/diphosphate complex, overview
immucillin-H
-
transition state analogue, binds tightly to the active site, inhibition mechanism and kinetics
immucillin-H 5'-phosphate
Inosine
-
slight inhibition
isoniazid
-
99% inhibition at 0.25 mg/ml
Mg2+
-
inhibitory effects are noncompetitive against 5-phosphoribose 1-diphosphate
p-chloromercuribenzoate
-
reversed by dithiothreitol or 2-mercaptoethanol
Phenylglyoxal
-
irreversible, complete inactivation, alkylation of Arg155, GMP protects, no alkylation of mutant R155K
propan-2-yl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate
rifampicin
-
99% inhibition at 0.25 mg/ml
Tetranitromethane
-
complete inactivation at pH 9.0, pH dependent, modifies Tyr96 in the active site
[(+/-)-2(R/S)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid
[(+/-)-2(R/S)-[([2-chloro-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
[(2R)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
[(2R)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid
[(2S)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
[(2S,3R)-2,4-dihydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butoxy]phosphonic acid
[(3R)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
[(3S)-1,1-difluoro-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
[(3S)-3-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-1,1-difluoro-4-hydroxybutyl]phosphonic acid
[(3S)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
[(3S)-4-hydroxy-3-[[(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]butyl]phosphonic acid
-
competitive. 592fold lower affinity for human enzyme
[2-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl] phosphonic acid
[2-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]ethyl]phosphonic acid
[2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethoxy]phosphonic acid
[3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-2-(hydroxymethyl)propoxy]phosphonic acid
[3-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]propyl]phosphonic acid
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethyl]phosphonic acid
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]phosphonic acid
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]pentyl]phosphonic acid
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl]phosphonic acid
(1S)-1-(9-deazaguanin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate

-
-
(1S)-1-(9-deazaguanin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate
-
-
(1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate

-
-
(1S)-1-(9-deazahypoxanthin-9-yl)-1,4-dideoxy-1,4-imino-D-ribitol 5-phosphate
-
-
(3-hydroxy-2-[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]propyl)phosphonic acid

-
-
(3-hydroxy-2-[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]propyl)phosphonic acid
-
-
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine

-
-
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine
-
-
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine

-
is toxic to cells and arrests cell growth
(R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
-
is toxic to cells and arrests cell growth
(S)-9-[2-(phosphonomethoxy)propyl]guanine

-
-
(S)-9-[2-(phosphonomethoxy)propyl]guanine
-
-
(S)-9-[2-(phosphonomethoxy)propyl]hypoxanthine

-
-
(S)-9-[2-(phosphonomethoxy)propyl]hypoxanthine
-
-
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-azaguanine

-
-
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-azaguanine
-
-
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine

-
-
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-8-bromoguanine
-
-
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine

-
; is toxic to cells and arrests cell growth
(S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
-
; is toxic to cells and arrests cell growth
3-((7-hydroxy-1H-pyrazolo[4,3-d]pyrimidin-3-yl)methylamino)propylphosphonate

-
-
3-((7-hydroxy-1H-pyrazolo[4,3-d]pyrimidin-3-yl)methylamino)propylphosphonate
-
-
5-phospho-alpha-D-ribose 1-diphosphate

-
competitive against GMP; product inhibition
5-phospho-alpha-D-ribose 1-diphosphate
-
product inhibition
5-phospho-alpha-D-ribose 1-diphosphate
-
competitive versus diphosphate and GMP or IMP
6-aminopurine nucleotides

-
-
6-aminopurine nucleotides
-
-
6-Hydroxypurine nucleotides

-
-
6-Hydroxypurine nucleotides
-
-
6-methylheptyl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate

-
-
6-methylheptyl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate
-
-
6-thioguanine

-
competitive to hypoxanthine
6-thioguanine
-
competitive to hypoxanthine
9-[2-(2-phosphonoethoxy)ethyl]guanine

-
-
9-[2-(2-phosphonoethoxy)ethyl]guanine
-
-
9-[2-(2-phosphonoethoxy)ethyl]hypoxanthine

-
-
9-[2-(2-phosphonoethoxy)ethyl]hypoxanthine
-
-
9-[2-(phosphonomethoxy)-3-fluoro-propyl]guanine

-
-
9-[2-(phosphonomethoxy)-3-fluoro-propyl]guanine
-
-
9-[2-(phosphonomethoxy)ethyl]-6-thioguanine

-
-
9-[2-(phosphonomethoxy)ethyl]-6-thioguanine
-
-
9-[2-(phosphonomethoxy)ethyl]-7-deaza-8-azahypoxanthine

-
-
9-[2-(phosphonomethoxy)ethyl]-7-deaza-8-azahypoxanthine
-
-
9-[2-(phosphonomethoxy)ethyl]-8-azaguanine

-
-
9-[2-(phosphonomethoxy)ethyl]-8-azaguanine
-
-
9-[2-(phosphonomethoxy)ethyl]-8-bromoguanine

-
-
9-[2-(phosphonomethoxy)ethyl]-8-bromoguanine
-
-
9-[2-(phosphonomethoxy)ethyl]guanine

-
; is toxic to cells and arrests cell growth
9-[2-(phosphonomethoxy)ethyl]guanine
-
; is toxic to cells and arrests cell growth
9-[2-(phosphonomethoxy)ethy]-8-hydroxyguanine

-
-
9-[2-(phosphonomethoxy)ethy]-8-hydroxyguanine
-
-
acyclic nucleoside phosphonates

-
analogues of the nucleotide reaction product, comprising a purine base joined by a linker to a phosphonate moiety, inhibitor design and potencies, overview. The inhibitors are selectivity for the enzyme of the human parasite Plasmodium falciparum, up to factor 58, compared to the human enzyme, overview
acyclic nucleoside phosphonates
-
analogues of the nucleotide reaction product, comprising a purine base joined by a linker to a phosphonate moiety, inhibitor design and potencies, overview. Selectivity for the parasite enzyme of up to 58 compared to the Homo sapiens enzyme, overview, design of potent and selective acyclic nucleoside phosphonates inhibitors of Plasmodium falciparum HGXPRT as antimalarial drug leads
adenine

-
no inhibition
AMP

-
no inhibition
AMP
-
mutant K134S, competitive
Ba2+

-
-
Ca2+

-
strong
cyclic (R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine

-
is toxic to cells and arrests cell growth
cyclic (R)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
-
is toxic to cells and arrests cell growth
cyclic (S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine

-
is toxic to cells and arrests cell growth
cyclic (S)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]guanine
-
is toxic to cells and arrests cell growth
diphosphate

-
-
diphosphate
-
product inhibition
diphosphate
-
competitive versus 5-phospho-alpha-D-ribose 1-diphosphate, uncompetitive versus hypoxanthine or guanine
EDTA

-
-
GDP

-
-
GMP

-
mixed inhibition
GMP
-
competitive against 5-phospho-alpha-D-ribose 1-diphosphate; product inhibition
GMP
-
0.3 mM, 50% inhibition of guanine phosphoribosyltransferase activity
GMP
-
competitive inhibitor with respect to guanine, xanthine, and 5-phospho-alpha-D-ribose 1-diphosphate
GMP
-
competitive versus 5-phospho-alpha-D-ribose 1-diphosphate, noncompetitive versus guanine
GTP

-
-
guanine

-
substrate inhibition
guanine
-
0.06 mM, 50% inhibition of hypoxanthine phosphoribosyltransferase activity
guanine
-
competitve against hypoxanthine
guanine ribose 5'-phosphate

-
-
guanine ribose 5'-phosphate
-
-
Hg2+

-
complete inhibition at 3 mM after 3 min at 0°C
Hg2+
-
complete inhibition at 3 mM after 3 min at 0°C
hypoxanthine

-
substrate inhibition
hypoxanthine
-
competitive
hypoxanthine
-
0.16 mM, 50% inhibition of guanine phosphoribosyltransferase activity
hypoxanthine
-
competitive against guanine
hypoxanthine ribose 5'-phosphate

-
-
hypoxanthine ribose 5'-phosphate
-
-
IDP

-
-
immucillin-H 5'-phosphate

-
5'-phosphate binding structure on HGPRT, overview
immucillin-H 5'-phosphate
-
transition state analogue, binds tightly to the active site, inhibition mechanism and kinetics
IMP

-
feedback inhibition, competitive versus 5-phospho-alpha-D-ribose 1-diphosphate, binding mode
IMP
-
competitive versus 5-phospho-alpha-D-ribose 1-diphosphate, noncompetitive versus hypoxanthine
KCl

-
no inhibition
nucleotides

-
all free 5'-nucleotides are inhibitory, 6-OH purine nucleotides are most inhibitory, while 6-NH2 purine only at high concentrations
-
nucleotides
-
all free 5'-nucleotides are inhibitory, 6-OH purine nucleotides are most inhibitory, while 6-NH2 purine only at high concentrations
-
Pb2+

-
inhibits the enzyme in erythrocytes about 20% at 0.0005 mM and about 12% at 0.0001 mM, and participates in hemolysis, the intensity of which negatively correlates with the activity of phosphoribosyltransferases, HPRT inhibition as one of the mechanisms of lead toxicity
Pb2+
-
moderately inhibits both the enzyme in erythrocytes even at very low concentrations, and participates in hemolysis, the intensity of which negatively correlates with the activity of phosphoribosyltransferases, HPRT inhibition as one of the mechanisms of lead toxicity
ppGpp

-
strong
propan-2-yl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate

-
-
propan-2-yl hydrogen {[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethoxy]methyl}phosphonate
-
-
purine nucleotides

-
and analogues, overview
-
xanthine

-
weak, competitive
XMP

-
-
Zn2+

-
strong
[(+/-)-2(R/S)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid

-
-
[(+/-)-2(R/S)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid
-
-
[(+/-)-2(R/S)-[([2-chloro-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid

-
-
[(+/-)-2(R/S)-[([2-chloro-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
-
-
[(2R)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid

-
-
[(2R)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
-
-
[(2R)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid

-
-
[(2R)-3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propoxy]phosphonic acid
-
-
[(2S)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid

-
-
[(2S)-2-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-3-hydroxypropoxy]phosphonic acid
-
-
[(2S,3R)-2,4-dihydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butoxy]phosphonic acid

-
-
[(2S,3R)-2,4-dihydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butoxy]phosphonic acid
-
-
[(3R)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid

-
-
[(3R)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
-
-
[(3S)-1,1-difluoro-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid

-
-
[(3S)-1,1-difluoro-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
-
-
[(3S)-3-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-1,1-difluoro-4-hydroxybutyl]phosphonic acid

-
-
[(3S)-3-[([2-amino-4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-1,1-difluoro-4-hydroxybutyl]phosphonic acid
-
-
[(3S)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid

-
-
[(3S)-4-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
-
-
[2-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl] phosphonic acid

-
-
[2-hydroxy-3-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl] phosphonic acid
-
-
[2-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]ethyl]phosphonic acid

-
-
[2-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]ethyl]phosphonic acid
-
-
[2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethoxy]phosphonic acid

-
-
[2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethoxy]phosphonic acid
-
-
[3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-2-(hydroxymethyl)propoxy]phosphonic acid

-
-
[3-hydroxy-2-[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]-2-(hydroxymethyl)propoxy]phosphonic acid
-
-
[3-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]propyl]phosphonic acid

-
-
[3-[(2-[4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl)amino]propyl]phosphonic acid
-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid

-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]butyl]phosphonic acid
-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethyl]phosphonic acid

-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]ethyl]phosphonic acid
-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]phosphonic acid

-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]methyl]phosphonic acid
-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]pentyl]phosphonic acid

-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]pentyl]phosphonic acid
-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl]phosphonic acid

-
-
[[([4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl)amino]propyl]phosphonic acid
-
-
additional information

-
overview: inhibition constant of purines and purine analogs
-
additional information
-
cytotoxicity studies using human lung carcinoma A549 cells at 37°C. The binding site for the 5'-phosphate is located at residues 132-141. No inhibition by (R)-9-[2-(phosphonomethoxy)propyl]hypoxanthine
-
additional information
-
no effect of iodoacetate, phenylglyoxal, p-chloromercuribenzoate, acetic anhydride, ethyl dimethylaminopropylcarbodiimide/ammonium acetate, and diisopropyl fluorophosphate
-
additional information
-
guanine phosphoribosyltransferase activity: IMP and AMP are not inhibitory at concentrations up to 0.6 mM, adenine and xanthine are not inhibitory at concentrations up to 0.5 mM. Adenine and xanthine do not inhibit hypoxanthine phosphoribosyltransferase activity
-
additional information
-
no inhibition by EGTA
-
additional information
the activity of HGXPRTase was unaffected by the triphosphates ATP, GTP, CTP or UTP
-
additional information
-
the activity of HGXPRTase was unaffected by the triphosphates ATP, GTP, CTP or UTP
-
additional information
-
mechanism of product inhibition; no inhibition by ADP, ATP, dAMP, UMP, and UTP
-
additional information
-
product inhibition study, the substrates/products protect the enzyme against digestion by trypsin, especially hypoxanthine with diphosphate
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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4.069
3-hydroxy-2-pyrazinecarboxamide
-
at pH 7.4 and 37°C
0.001 - 2.039
5-phospho-alpha-D-ribose 1-diphosphate
0.035 - 0.138
5-phosphoribosyl 1-diphosphate
6.426
6-fluoro-3-hydroxy-2-pyrazinecarboxamide
-
at pH 7.4 and 37°C
0.0062
6-Mercaptopurine
-
-
0.36
8-Azahypoxanthine
-
-
0.0346
adenine
-
mutant K134S
0.0117 - 0.135
allopurinol
0.0039 - 0.968
diphosphate
0.00052 - 0.126
hypoxanthine
0.0054 - 0.09
inosine monophosphate
additional information
additional information
-
0.001
5-phospho-alpha-D-ribose 1-diphosphate

-
pH 7.4, 22°C, recombinant mutant F36L, with xanthine
0.0044
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36K, with hypoxanthine
0.0053
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.0065
5-phospho-alpha-D-ribose 1-diphosphate
with guanine as cosubstrate, at pH 7.5 and 25°C
0.011
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36G, with hypoxanthine
0.0141
5-phospho-alpha-D-ribose 1-diphosphate
with hypoxanthine as cosubstrate, at pH 7.5 and 25°C
0.015
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.0191
5-phospho-alpha-D-ribose 1-diphosphate
-
wild-type enzyme
0.026
5-phospho-alpha-D-ribose 1-diphosphate
-
wild-type enzyme
0.027
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36L, with hypoxanthine
0.0282
5-phospho-alpha-D-ribose 1-diphosphate
-
+/-0.0015 mM, 60°C
0.029
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36K, with guanine
0.03
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant wild-type enzyme, with hypoxanthine
0.031
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme, with hypoxanthine
0.032
5-phospho-alpha-D-ribose 1-diphosphate
-
wild-type enzyme
0.032
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme
0.032
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme, with guanine
0.033
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.035
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant wild-type enzyme, with hypoxanthine
0.0369
5-phospho-alpha-D-ribose 1-diphosphate
-
+/-0.0024 mM, 70°C
0.041
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36L, with guanine
0.0412
5-phospho-alpha-D-ribose 1-diphosphate
-
+/-0.0016 mM, 50°C
0.0428
5-phospho-alpha-D-ribose 1-diphosphate
-
+/-0.0009 mM, 40°C
0.05
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.05
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant F36G, with guanine
0.053
5-phospho-alpha-D-ribose 1-diphosphate
-
IMP-activated enzyme, at pH 7.4 and 23°C
0.06
5-phospho-alpha-D-ribose 1-diphosphate
with guanine as cosubstrate, wild type enzyme, at pH 7.5 and 25°C
0.063
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.076
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant wild-type enzyme, with guanine
0.079
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant wild-type enzyme, with xanthine
0.083
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.5, 37°C, recombinant mutant G69S
0.094
5-phospho-alpha-D-ribose 1-diphosphate
-
activated enzyme, with xanthine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.1
5-phospho-alpha-D-ribose 1-diphosphate
-
-
0.102
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant L44F, with hypoxanthine
0.104
5-phospho-alpha-D-ribose 1-diphosphate
with guanine as cosubstrate, mutant enzyme R76S, at pH 7.5 and 25°C
0.112
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 50°C, with guanine
0.116
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant L44F, with guanine
0.116
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 37°C, with guanine
0.119
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 37°C, with hypoxanthine
0.123
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 25°C, with hypoxanthine
0.125
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 25°C, with guanine
0.132
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.5, 37°C, recombinant mutant L67M
0.133
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 12 mM MgCl2
0.134
5-phospho-alpha-D-ribose 1-diphosphate
-
wild-type enzyme
0.138
5-phospho-alpha-D-ribose 1-diphosphate
pH 7.4, 50°C, with hypoxanthine
0.151
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant mutant L44F, with xanthine
0.183
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with hypoxanthine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.185
5-phospho-alpha-D-ribose 1-diphosphate
-
mutant E196D
0.2
5-phospho-alpha-D-ribose 1-diphosphate
-
mutant E196Q
0.201
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 22°C, recombinant wild-type enzyme, with guanine
0.256
5-phospho-alpha-D-ribose 1-diphosphate
-
activated enzyme, with hypoxanthine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.263
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with guanine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.275
5-phospho-alpha-D-ribose 1-diphosphate
-
activated enzyme, with guanine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.277
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with xanthine as cosubstrate, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.327
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 12 mM MgCl2, in presence of 0.05 mM IMP
0.36
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 25°C, recombinant enzyme, with guanine
0.5
5-phospho-alpha-D-ribose 1-diphosphate
-
natural mutant I137T
0.546
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme with substrate hypoxanthine
0.546
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme with substrate hypoxanthine
0.659
5-phospho-alpha-D-ribose 1-diphosphate
-
mutant E196R
0.972
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with hypoxanthine as cosubstrate, in 100 mM Tris-HCl, at pH 7.4 and 23°C
1.075
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme, with substrate guanine
1.075
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme, with substrate guanine
1.08
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, at pH 7.4 and 23°C
1.084
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with xanthine as cosubstrate, in 100 mM Tris-HCl, at pH 7.4 and 23°C
1.156
5-phospho-alpha-D-ribose 1-diphosphate
-
mutant E196A
1.548
5-phospho-alpha-D-ribose 1-diphosphate
-
unactivated enzyme, with guanine as cosubstrate, in 100 mM Tris-HCl, at pH 7.4 and 23°C
2.039
5-phospho-alpha-D-ribose 1-diphosphate
-
pH 7.4, 25°C, recombinant enzyme, with hypoxanthine
0.035
5-phosphoribosyl 1-diphosphate

-
recombinant enzyme, with hypoxanthine
0.065
5-phosphoribosyl 1-diphosphate
-
recombinant enzyme, with guanine
0.127
5-phosphoribosyl 1-diphosphate
recombinant enzyme, with guanine
0.138
5-phosphoribosyl 1-diphosphate
recombinant enzyme, with hypoxanthine
0.0117
allopurinol

-
recombinant enzyme
0.135
allopurinol
-
recombinant enzyme
0.0039
diphosphate

-
unactivated enzyme, at pH 7.4 and 23°C
0.0042
diphosphate
-
IMP-activated enzyme, at pH 7.4 and 23°C
0.016
diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme, with IMP
0.0175
diphosphate
-
wild-type enzyme
0.022
diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme, with GMP
0.025
diphosphate
-
recombinant enzyme, with inosine monophosphate
0.035
diphosphate
-
wild-type enzyme
0.035
diphosphate
-
pH 7.5, 37°C, recombinant wild-type enzyme
0.103
diphosphate
-
wild-type enzyme
0.135
diphosphate
-
pH 7.5, 37°C, recombinant mutant L67M
0.214
diphosphate
-
pH 7.5, 37°C, recombinant mutant G69S
0.324
diphosphate
-
wild-type enzyme, reverse reaction
0.968
diphosphate
-
mutant E196D
0.0225
GMP

-
wild-type enzyme, reverse reaction
0.029
GMP
-
pH 7.5, 37°C, recombinant wild-type enzyme
0.001
guanine

-
below
0.001
guanine
-
pH 7.4, 22°C, recombinant wild-type enzyme
0.0011
guanine
-
recombinant chimeric mutant DS1
0.0011
guanine
-
recombinant chimeric mutant DS1
0.0011
guanine
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme
0.0011
guanine
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme
0.0014
guanine
-
recombinant enzyme, with other purine
0.0019
guanine
-
recombinant enzyme, with other purine
0.002
guanine
-
pH 7.4, 22°C, recombinant mutant F36L
0.002
guanine
-
pH 7.4, 22°C, recombinant mutant L44F
0.002
guanine
-
unactivated enzyme, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.0021
guanine
-
native enzyme
0.0025
guanine
-
activated enzyme, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.0027
guanine
-
native enzyme
0.0028
guanine
recombinant enzyme, with 5-phospho-alpha-D-ribose 1-diphosphate
0.0029
guanine
-
pH 7.4, 22°C, recombinant mutant F36K
0.0032
guanine
pH 7.4, 50°C
0.00326
guanine
-
+/-0.00029 mM, 70°C
0.0035
guanine
-
recombinant enzyme
0.0036
guanine
pH 7.4, 25°C
0.0042
guanine
pH 7.4, 37°C
0.0045
guanine
-
pH 7.4, 22°C, recombinant wild-type enzyme
0.0048
guanine
-
unactivated enzyme, in 100 mM Tris-HCl, at pH 7.4 and 23°C
0.00485
guanine
-
+/-0.00056 mM, 50°C
0.005
guanine
-
wild-type enzyme
0.005
guanine
-
wild-type enzyme
0.0054
guanine
-
at pH 7.4 and 37°C
0.0061
guanine
-
pH 7.4, 22°C, recombinant mutant F36G
0.0074
guanine
pH 7.9, 25°C
0.01
guanine
-
wild-type enzyme
0.01
guanine
at pH 7.5 and 25°C
0.0105
guanine
with guanine as cosubstrate, wild type enzyme, at pH 7.5 and 25°C
0.012
guanine
-
mutant enzyme
0.012
guanine
-
wild-type enzyme
0.012
guanine
-
pH 7.5, 37°C, recombinant wild-type enzyme
0.016
guanine
-
wild-type enzyme
0.022
guanine
-
pH 7.5, 37°C, recombinant mutant G69S
0.025
guanine
-
pH 7.4, 25°C, recombinant enzyme, with 5-phospho-alpha-D-ribose 1-diphosphate
0.134
guanine
-
recombinant enzyme, with 5-phosphoribosyl 1-diphosphate, pH 8.5
0.135
guanine
with guanine as cosubstrate, mutant enzyme R76S, at pH 7.5 and 25°C
0.2
guanine
-
pH 9.0, 37°C
0.362
guanine
-
recombinant enzyme, with 5-phosphoribosyl 1-diphosphate
0.00052
hypoxanthine

-
-
0.0009
hypoxanthine
-
recombinant enzyme, with other purine
0.001
hypoxanthine
-
below
0.001
hypoxanthine
-
with 6-mercaptopurine
0.001
hypoxanthine
-
wild-type enzyme
0.001
hypoxanthine
-
pH 7.4, 22°C, recombinant wild-type enzyme and mutant L44F
0.0014
hypoxanthine
-
recombinant chimeric mutant DS1
0.0014
hypoxanthine
-
recombinant chimeric mutant DS1
0.0014
hypoxanthine
-
pH 7.4, 22°C, recombinant wild-type enzyme
0.0016
hypoxanthine
-
pH 7.4, 22°C, recombinant mutant F36K
0.0018
hypoxanthine
-
pH 7.4, 22°C, recombinant mutant F36G
0.0018
hypoxanthine
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme
0.0018
hypoxanthine
-
pH 7.4, 28°C, recombinant chimeric mutant enzyme
0.0024
hypoxanthine
-
recombinant enzyme
0.0024
hypoxanthine
pH 7.4, 25°C
0.0027
hypoxanthine
pH 7.4, 50°C
0.0028
hypoxanthine
-
mutant E196R
0.0031
hypoxanthine
-
recombinant enzyme, with other purine
0.0033
hypoxanthine
pH 7.4, 37°C
0.0036
hypoxanthine
-
mutant E196Q
0.0036
hypoxanthine
-
at pH 7.4 and 37°C
0.0037
hypoxanthine
-
native enzyme
0.0038
hypoxanthine
-
wild-type enzyme
0.00388
hypoxanthine
-
+/-0.00033 mM, 40°C
0.0039
hypoxanthine
pH 7.9, 25°C
0.0042
hypoxanthine
-
recombinant enzyme
0.0044
hypoxanthine
recombinant enzyme, with 5-phospho-alpha-D-ribose 1-diphosphate
0.0044
hypoxanthine
-
pH 7.4, 22°C, recombinant mutant F36L
0.0048
hypoxanthine
-
mutant enzyme
0.00483
hypoxanthine
-
+/-0.00049 mM, 60°C
0.0049
hypoxanthine
-
mutant E196D
0.005
hypoxanthine
-
unactivated enzyme, in 100 mM Tris-HCl, at pH 7.4 and 23°C; unactivated enzyme, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.0061
hypoxanthine
-
wild-type enzyme
0.0061
hypoxanthine
-
+/-0.00143 mM, 70°C
0.0063
hypoxanthine
-
mutant E196A
0.0064
hypoxanthine
-
wild-type enzyme
0.00702
hypoxanthine
-
+/-0.00104 mM, 50°C
0.0075
hypoxanthine
-
activated enzyme, in 10 mM potassium phosphate, at pH 7.4 and 23°C
0.0086
hypoxanthine
-
wild-type enzyme
0.0086
hypoxanthine
-
pH 7.5, 37°C, recombinant wild-type enzyme
0.015
hypoxanthine
-
pH 9.0, 37°C
0.0192
hypoxanthine
-
pH 7.5, 37°C, recombinant mutant L67M
0.023
hypoxanthine
-
natural mutant I137T
0.026
hypoxanthine
at pH 7.5 and 25°C
0.0339
hypoxanthine
-
pH 7.5, 37°C, recombinant mutant G69S
0.038
hypoxanthine
-
mutant K134S
0.05
hypoxanthine
-
pH 7.4, 25°C, recombinant enzyme, with 5-phospho-alpha-D-ribose 1-diphosphate
0.06
hypoxanthine
-
recombinant enzyme, with 5-phosphoribosyl 1-diphosphate
0.126
hypoxanthine
-
recombinant enzyme, with 5-phosphoribosyl 1-diphosphate, pH 8.5
0.0016
IMP

-
unactivated enzyme, at pH 7.4 and 23°C
0.0024
IMP
-
wild-type enzyme
0.007
IMP
-
IMP-activated enzyme, at pH 7.4 and 23°C