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Literature summary for 3.4.17.21 extracted from

  • Ding, P.; Helquist, P.; Miller, M.J.
    Design, synthesis and pharmacological activity of novel enantiomerically pure phosphonic acid-based NAALADase inhibitors (2007), Org. Biomol. Chem., 5, 826-831.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-([hydroxy[2-(4-hydroxyphenyl)ethoxy]phosphoryl]methyl)pentanedioic acid
-
Homo sapiens
(2S)-2-([[2-(4-fluorophenyl)ethoxy](hydroxy)phosphoryl]methyl)pentanedioic acid
-
Homo sapiens
(2S)-2-([[2-(4-[[N-(tert-butoxycarbonyl)glycyl]amino]phenyl)ethoxy](hydroxy)phosphoryl]methyl)pentanedioic acid
-
Homo sapiens
(2S)-2-[[(2-[4-[(tert-butoxycarbonyl)amino]phenyl]ethoxy)(hydroxy)phosphoryl]methyl]pentanedioic acid
-
Homo sapiens
(2S)-2-[[hydroxy(2-phenylethoxy)phosphoryl]methyl]pentanedioic acid
-
Homo sapiens
(2S)-2-[[hydroxy(3-phenylpropoxy)phosphoryl]methyl]pentanedioic acid
-
Homo sapiens
(2S)-2-[[[2-[4-(acetylamino)phenyl]ethoxy](hydroxy)phosphoryl]methyl]pentanedioic acid
-
Homo sapiens
2-(phosphonomethyl)pentanedioic acid 2-PMPA Homo sapiens
diphenyl 2-[[[2-[4-([[7-(diethylamino)-2-oxo-2H-chromen-3-yl]carbamoyl]amino)phenyl]ethoxy](hydroxy)phosphoryl]methyl]pentanedioate
-
Homo sapiens
GPI5232 a 2-PMPA analogue Homo sapiens
N-(tert-butoxycarbonyl)glycyl-N-[4-[2-([[(2S)-2,4-dicarboxybutyl](hydroxy)phosphoryl]oxy)ethyl]phenyl]-L-prolinamide
-
Homo sapiens
N-(tert-butoxycarbonyl)glycylglycyl-N-[4-[2-([[(2S)-2,4-dicarboxybutyl](hydroxy)phosphoryl]oxy)ethyl]phenyl]glycinamide
-
Homo sapiens
VA-033
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
folyl-poly-gamma-glutamate + H2O Homo sapiens cleavage of the C-terminal glutamate ?
-
?
N-acetyl-Asp-Glu + H2O Homo sapiens
-
N-acetyl-Asp + Glu
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
LNCaP cell
-
Homo sapiens
-
prostate parenchym Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
folyl-poly-gamma-glutamate + H2O cleavage of the C-terminal glutamate Homo sapiens ?
-
?
N-acetyl-Asp-Glu + H2O
-
Homo sapiens N-acetyl-Asp + Glu
-
?

Synonyms

Synonyms Comment Organism
GCP II
-
Homo sapiens
N-Acetylated alpha-linked acidic dipeptidase
-
Homo sapiens
NAALADase
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000001
-
-
Homo sapiens (2S)-2-[[(2-[4-[(tert-butoxycarbonyl)amino]phenyl]ethoxy)(hydroxy)phosphoryl]methyl]pentanedioic acid
0.0000002
-
-
Homo sapiens (2S)-2-([hydroxy[2-(4-hydroxyphenyl)ethoxy]phosphoryl]methyl)pentanedioic acid
0.0000004
-
-
Homo sapiens 2-(phosphonomethyl)pentanedioic acid
0.0000007
-
-
Homo sapiens (2S)-2-([[2-(4-[[N-(tert-butoxycarbonyl)glycyl]amino]phenyl)ethoxy](hydroxy)phosphoryl]methyl)pentanedioic acid
0.0000008
-
-
Homo sapiens (2S)-2-[[hydroxy(2-phenylethoxy)phosphoryl]methyl]pentanedioic acid
0.000002
-
-
Homo sapiens diphenyl 2-[[[2-[4-([[7-(diethylamino)-2-oxo-2H-chromen-3-yl]carbamoyl]amino)phenyl]ethoxy](hydroxy)phosphoryl]methyl]pentanedioate
0.000004
-
-
Homo sapiens (2S)-2-[[[2-[4-(acetylamino)phenyl]ethoxy](hydroxy)phosphoryl]methyl]pentanedioic acid
0.000004
-
-
Homo sapiens (2S)-2-[[hydroxy(3-phenylpropoxy)phosphoryl]methyl]pentanedioic acid
0.000007
-
-
Homo sapiens N-(tert-butoxycarbonyl)glycyl-N-[4-[2-([[(2S)-2,4-dicarboxybutyl](hydroxy)phosphoryl]oxy)ethyl]phenyl]-L-prolinamide
0.000008
-
-
Homo sapiens N-(tert-butoxycarbonyl)glycylglycyl-N-[4-[2-([[(2S)-2,4-dicarboxybutyl](hydroxy)phosphoryl]oxy)ethyl]phenyl]glycinamide
0.0003
-
-
Homo sapiens (2S)-2-([[2-(4-fluorophenyl)ethoxy](hydroxy)phosphoryl]methyl)pentanedioic acid