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Literature summary for 3.2.1.52 extracted from

  • Scaffidi, A.; Stubbs, K.A.; Dennis, R.J.; Taylor, E.J.; Davies, G.J.; Vocadlo, D.J.; Stick, R.V.
    A 1-acetamido derivative of 6-epi-valienamine: an inhibitor of a diverse group of beta-N-acetylglucosaminidases (2007), Org. Biomol. Chem., 5, 3013-3019.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Homo sapiens
expressed in Escherichia coli BL21 Bacteroides thetaiotaomicron

Crystallization (Commentary)

Crystallization (Comment) Organism
complex of Bacteroides thetaiotaomicron BtGH84 with the inhibitor, analysis at 2 A resolution, data quality and structure refinement statistics shown, unsaturated ring is distorted away from its favoured solution phase conformation indicating potential for improved inhibitor potency Bacteroides thetaiotaomicron

Inhibitors

Inhibitors Comment Organism Structure
N-[(1S,2R,5R,6R)-2-amino-5,6-dihydroxy-4-(hydroxymethyl)-cyclohex-3-en-1-yl]acetamide hydrochloride 1-acetamido derivative of 6-epi-valienamine, route enabling synthesis described Bacteroides thetaiotaomicron
N-[(1S,2R,5R,6R)-2-amino-5,6-dihydroxy-4-(hydroxymethyl)-cyclohex-3-en-1-yl]acetamide hydrochloride 1-acetamido derivative of 6-epi-valienamine, route enabling synthesis described Homo sapiens

Organism

Organism UniProt Comment Textmining
Bacteroides thetaiotaomicron
-
BtGH84 complex
-
Homo sapiens
-
inhibition assay of human beta-N-acetyglucosaminidase by an analogue of 6-epi-valienamine
-

Purification (Commentary)

Purification (Comment) Organism
-
Homo sapiens
gel filtration Bacteroides thetaiotaomicron

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
reaction velocities for continuous based assays determined by monitoring the liberation of 4-nitrophenolate Homo sapiens
additional information
-
reaction velocities for continuous based assays determined by monitoring the liberation of 4-nitrophenolate Bacteroides thetaiotaomicron

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O
-
Homo sapiens 4-nitrophenol + N-acetyl-D-glucosamine
-
?
4-nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O
-
Bacteroides thetaiotaomicron 4-nitrophenol + N-acetyl-D-glucosamine
-
?

Synonyms

Synonyms Comment Organism
beta-N-acetylglucosaminidase
-
Homo sapiens
beta-N-acetylglucosaminidase
-
Bacteroides thetaiotaomicron

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
37
-
assay at Homo sapiens
37
-
assay at Bacteroides thetaiotaomicron

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0062
-
N-[(1S,2R,5R,6R)-2-amino-5,6-dihydroxy-4-(hydroxymethyl)-cyclohex-3-en-1-yl]acetamide hydrochloride substrate concentration 0.5 mM, two enzyme concentrations of 0.0406 and 0.012 micrograms per microliter Homo sapiens
0.026
-
N-[(1S,2R,5R,6R)-2-amino-5,6-dihydroxy-4-(hydroxymethyl)-cyclohex-3-en-1-yl]acetamide hydrochloride substrate concentration 0.5 mM, two enzyme concentrations of 0.04 and 0.012 micrograms per microliter Bacteroides thetaiotaomicron