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Literature summary for 3.2.1.52 extracted from

  • Stubbs, K.A.; Zhang, N.; Vocadlo, D.J.
    A divergent synthesis of 2-acyl derivatives of PUGNAc yields selective inhibitors of O-GlcNAcase (2006), Org. Biomol. Chem., 4, 839-845.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-butamido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-hexamido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-isobutamido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-isovaleramido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-propamido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens
O-(2-deoxy-2-valeramido-D-glucopyranosylidene)amino N-phenylcarbamate inhibitor of both human O-GlcNAcase and human beta-hexosaminidase Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
p-nitrophenyl-GlcNAc + H2O
-
Homo sapiens ?
-
?

Synonyms

Synonyms Comment Organism
beta-hexosaminidase
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
O-(2-deoxy-2-isovaleramido-D-glucopyranosylidene)amino N-phenylcarbamate above 1200 microM Homo sapiens
additional information
-
O-(2-deoxy-2-hexamido-D-glucopyranosylidene)amino N-phenylcarbamate above 900 microM Homo sapiens
0.000036
-
O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate
-
Homo sapiens
0.0012
-
O-(2-deoxy-2-propamido-D-glucopyranosylidene)amino N-phenylcarbamate 33fold increase in the KI value for beta-hexosaminidase as compared to the parent O-(2-acetamido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate Homo sapiens
0.02
-
O-(2-deoxy-2-isobutamido-D-glucopyranosylidene)amino N-phenylcarbamate
-
Homo sapiens
0.026
-
O-(2-deoxy-2-butamido-D-glucopyranosylidene)amino N-phenylcarbamate
-
Homo sapiens
0.22
-
O-(2-deoxy-2-valeramido-D-glucopyranosylidene)amino N-phenylcarbamate
-
Homo sapiens