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Literature summary for 3.4.17.21 extracted from

  • Kozikowski, A.P.; Zhang, J.; Nan, F.; Petukhov, P.A.; Grajkowska, E.; Wroblewski, J.T.; Yamamoto, T.; Bzdega, T.; Wroblewska, B.; Neale, J.H.
    Synthesis of urea-based inhibitors as active site probes of glutamate carboxypeptidase II: efficacy as analgesic agents (2004), J. Med. Chem., 47, 1729-1738.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in CHO cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(2S)-2-[([[(1S)-1,3-dicarboxypropyl]amino]carbonyl)amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[([[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]carbonyl)amino]pentanedioic acid the inhibitor has the ability to reduce the perception of inflammatory pain Homo sapiens
(2S)-2-[([[(1S)-1-carboxy-2-phenylethyl]amino]carbonyl)amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[([[(1S)-1-carboxy-3-(1H-tetrazol-5-yl)propyl]amino]carbonyl)amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[([[(1S)-1-carboxy-3-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid
-
Homo sapiens
(2S)-2-[([[(1S)-3-carboxy-1-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[([[(S)-carboxy(4-hydroxyphenyl)methyl]amino]carbonyl)amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[[([(1S)-1-carboxy-3-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl]amino)carbonyl]amino]pentanedioic acid
-
Homo sapiens
(2S)-2-[[([(1S)-3-carboxy-1-[2-(2-cyanoethyl)-2H-tetrazol-5-yl]propyl]amino)carbonyl]amino]pentanedioic acid
-
Homo sapiens
(2S,2'S,4R)-4-benzyl-N,N'-carbonyldiglutamic acid
-
Homo sapiens
(2S,2'S,4R,4'R)-4,4'-dibenzyl-N,N'-carbonyldiglutamic acid
-
Homo sapiens
(2S,2'S,4R,4'R)-N,N'-carbonyl-4,4'-dimethyldiglutamic acid
-
Homo sapiens
(2S,2'S,4S)-N,N'-carbonyl-4-methyldiglutamic acid
-
Homo sapiens
(2S,2'S,4S,4'S)-N,N'-carbonyl-4,4'-dimethyldiglutamic acid
-
Homo sapiens
(2S,4R)-2-[([[(1S,3R)-1,3-dicarboxybutyl]amino]carbonyl)amino]-4-methylpentanedioic acid
-
Homo sapiens
(2S,4S)-2-[([[(1S,3S)-1,3-dicarboxybutyl]amino]carbonyl)amino]-4-methylpentanedioic acid
-
Homo sapiens
(4S)-4-[([[(1S)-3-carboxy-1-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid
-
Homo sapiens
(S)-2-[3-((S)-1-carboxy-2-(4-hydroxyphenyl)ethyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-1-carboxy-2-phenylethyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-1-carboxy-3-(1H-tetrazol-5-yl)propyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-1-carboxy-3-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-3-carboxy-1-(1H-tetrazol-5-yl)propyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-3-carboxy-1-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-alpha-carboxy-4-hydroxybenzyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-((S)-alpha-carboxybenzyl)ureido]pentanedioic acid
-
Homo sapiens
(S)-2-[3-(S)-(1,3-dicarboxypropyl)ureido]pentanedioinc acid
-
Homo sapiens
(S,S)-4,4'-bis[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-2,2'-ureylenedibutyric acid
-
Homo sapiens
(S,S)-4,4'-bis[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-4,4'-ureylenedibutyric acid
-
Homo sapiens
(S,S)-4,4'-di-(1H-tetrazol-5-yl)-2,2'-ureylenedibutyric acid
-
Homo sapiens
(S,S)-4,4'-di-(1H-tetrazol-5-yl)-4,4'-ureylenedibutyric acid
-
Homo sapiens
(S,S)-N,N'-carbonyl-2,2'-dimethyldiglutamic acid
-
Homo sapiens
2-(phosphonomethyl)-pentanedioic acid 2-PMPA Homo sapiens
2-(phosphonomethyl)pentanedioic acid
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane type II transmembrane glycoprotein Homo sapiens 16020
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
N-acetyl-alpha-L-aspartyl-L-glutamate + H2O Homo sapiens
-
N-acetyl-alpha-L-aspartate + L-glutamate
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Posttranslational Modification

Posttranslational Modification Comment Organism
glycoprotein type II transmembrane glycoprotein Homo sapiens

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme from CHO cells partially by membrane preparation Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
N-acetyl-alpha-L-aspartyl-L-glutamate + H2O
-
Homo sapiens N-acetyl-alpha-L-aspartate + L-glutamate
-
?
N-acetyl-alpha-L-aspartyl-L-glutamate + H2O i.e. NAAG Homo sapiens N-acetyl-alpha-L-aspartate + L-glutamate
-
?
N-acetyl-Asp-Glu + H2O
-
Homo sapiens N-acetyl-Asp + Glu
-
?

Synonyms

Synonyms Comment Organism
GCPII
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000009
-
(2S)-2-[([[(1S)-1-carboxy-3-(1H-tetrazol-5-yl)propyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.0000009
-
(S)-2-[3-((S)-1-carboxy-3-(1H-tetrazol-5-yl)propyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000014
-
2-(phosphonomethyl)pentanedioic acid pH 7.4, 37°C Homo sapiens
0.0000014
-
2-(phosphonomethyl)-pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000021
-
(S)-2-[3-((S)-alpha-carboxybenzyl)ureido]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.0000021
-
(S)-2-[3-((S)-alpha-carboxybenzyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000003
-
(2S)-2-[([[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.000003
-
(S)-2-[3-((S)-1-carboxy-2-(4-hydroxyphenyl)ethyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000053
-
(2S)-2-[[([(1S)-1-carboxy-3-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl]amino)carbonyl]amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.0000053
-
(S)-2-[3-((S)-1-carboxy-3-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000059
-
(2S)-2-[([[(S)-carboxy(4-hydroxyphenyl)methyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.0000059
-
(S)-2-[3-((S)-alpha-carboxy-4-hydroxybenzyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000008
-
(2S)-2-[([[(1S)-1,3-dicarboxypropyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.000008
-
(S)-2-[3-(S)-(1,3-dicarboxypropyl)ureido]pentanedioinc acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000012
-
(2S)-2-[([[(1S)-1-carboxy-2-phenylethyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.000012
-
(S)-2-[3-((S)-1-carboxy-2-phenylethyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000014
-
(2S,2'S,4S)-N,N'-carbonyl-4-methyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000144
-
(2S,2'S,4S)-N,N'-carbonyl-4-methyldiglutamic acid pH 7.4, 37°C Homo sapiens
0.0000149
-
(2S)-2-[([[(1S)-1-carboxy-3-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid pH 7.4, 37°C Homo sapiens
0.0000149
-
N-[[(1S)-1-carboxy-3-(1H-tetrazol-5-yl)propyl]carbamoyl]-L-glutamic acid pH 7.4, 37°C Homo sapiens
0.000015
-
(S,S)-4,4'-di-(1H-tetrazol-5-yl)-2,2'-ureylenedibutyric acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000095
-
(2S,2'S,4R)-4-benzyl-N,N'-carbonyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.0000953
-
(2S,2'S,4R)-4-benzyl-N,N'-carbonyldiglutamic acid pH 7.4, 37°C Homo sapiens
0.000335
-
(2S)-2-[([[(1S)-3-carboxy-1-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.000335
-
(S)-2-[3-((S)-3-carboxy-1-(1H-tetrazol-5-yl)propyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000392
-
(2S,2'S,4R,4'R)-4,4'-dibenzyl-N,N'-carbonyldiglutamic acid pH 7.4, 37°C Homo sapiens
0.000392
-
(2S,2'S,4R,4'R)-4,4'-dibenzyl-N,N'-carbonyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.000939
-
(S,S)-N,N'-carbonyl-2,2'-dimethyldiglutamic acid pH 7.4, 37°C Homo sapiens
0.000939
-
(S,S)-N,N'-carbonyl-2,2'-dimethyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.001109
-
(2S,4S)-2-[([[(1S,3S)-1,3-dicarboxybutyl]amino]carbonyl)amino]-4-methylpentanedioic acid pH 7.4, 37°C Homo sapiens
0.00111
-
(2S,2'S,4S,4'S)-N,N'-carbonyl-4,4'-dimethyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.001285
-
(2S,4R)-2-[([[(1S,3R)-1,3-dicarboxybutyl]amino]carbonyl)amino]-4-methylpentanedioic acid pH 7.4, 37°C Homo sapiens
0.00129
-
(2S,2'S,4R,4'R)-N,N'-carbonyl-4,4'-dimethyldiglutamic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.00271
-
(S)-2-[3-((S)-3-carboxy-1-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]propyl)ureido]pentanedioic acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.002711
-
(2S)-2-[[([(1S)-3-carboxy-1-[2-(2-cyanoethyl)-2H-tetrazol-5-yl]propyl]amino)carbonyl]amino]pentanedioic acid pH 7.4, 37°C Homo sapiens
0.004388
-
(4S)-4-[([[(1S)-3-carboxy-1-(2H-tetrazol-5-yl)propyl]amino]carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid pH 7.4, 37°C Homo sapiens
0.00439
-
(S,S)-4,4'-di-(1H-tetrazol-5-yl)-4,4'-ureylenedibutyric acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.00443
-
(S,S)-4,4'-bis[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-2,2'-ureylenedibutyric acid pH 7.4, 37°C, recombinant enzyme Homo sapiens
0.004434
-
(S,S)-4,4'-bis[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-2,2'-ureylenedibutyric acid pH 7.4, 37°C Homo sapiens
1
-
(S,S)-4,4'-bis[1-(2-cyanoethyl)-1H-tetrazol-5-yl]-4,4'-ureylenedibutyric acid above, pH 7.4, 37°C, recombinant enzyme Homo sapiens