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Literature summary for 3.2.1.169 extracted from

  • He, Y.; Macauley, M.S.; Stubbs, K.A.; Vocadlo, D.J.; Davies, G.J.
    Visualizing the Reaction Coordinate of an O-GlcNAc Hydrolase (2010), J. Am. Chem. Soc., 132, 1807-1809.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
visualization of the reaction coordinate of O-GlcNAc hydrolases Bacteroides thetaiotaomicron

Protein Variants

Protein Variants Comment Organism
D242N mutant is active on the substrate 4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside, with an efficiency 320fold times lower than that of wild-type enzyme. D242 activates the 2-acetamido group for nucleophilic attack Bacteroides thetaiotaomicron
D243N variant in which the general acid/base is impaired. D243 plays the role of general acid to aid departure of the leaving group. Crystals of the D242N variant grown at pH 8.5 with the substrate 4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside, an intact trapped oxazoline intermediate is observed Bacteroides thetaiotaomicron

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.08
-
4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside D242N mutant, at a pH value of 8.5 the apparent Km is 12fold reduced (1 mM to 0.08 mM) Bacteroides thetaiotaomicron
1
-
4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside D242N mutant, at a pH value of 8.5 the apparent Km is 12fold reduced (1 mM to 0.08 mM) Bacteroides thetaiotaomicron

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Bacteroides thetaiotaomicron when a substrate contains a modest leaving group as well as a poor nucleophile, the catalytic efficiency of the enzyme is synergistically impaired ?
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?

Organism

Organism UniProt Comment Textmining
Bacteroides thetaiotaomicron Q89ZI2
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-acetamido-2-deoxy-5-fluoro-beta-D-glucopyranosyl fluoride + H2O a substrate contains a modest leaving group as well as a poor nucleophile, the catalytic efficiency of the enzyme is synergistically impaired. Testing a wide range of such substrates and obtained co-crystals of BtGH84, to test if under the right conditions, such a substrate might be trapped in the active site unhydrolyzed Bacteroides thetaiotaomicron fluoride + N-acetyl-beta-D-glucosaminide
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?
3,4-difluorophenyl 2-deoxy-2-difluoroacetamido-beta-D-glucopyranoside + H2O a substrate contains a modest leaving group as well as a poor nucleophile, the catalytic efficiency of the enzyme is synergistically impaired. Testing a wide range of such substrates and obtained co-crystals of BtGH84, to test if under the right conditions, such a substrate might be trapped in the active site unhydrolyzed Bacteroides thetaiotaomicron 3,4-difluorophenol + 2-deoxy-2-difluoroacetamido-beta-D-glucopyranose
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?
4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside + H2O substrate with a 4-methylumbelliferone leaving group. A substrate contains a modest leaving group as well as a poor nucleophile, the catalytic efficiency of the enzyme is synergistically impaired. Testing a wide range of such substrates and obtained co-crystals of BtGH84, to test if under the right conditions, such a substrate might be trapped in the active site unhydrolyzed Bacteroides thetaiotaomicron 4-methylumbelliferone + 2-acetamido-2-deoxy-beta-D-glucopyranose
-
?
additional information when a substrate contains a modest leaving group as well as a poor nucleophile, the catalytic efficiency of the enzyme is synergistically impaired Bacteroides thetaiotaomicron ?
-
?

Synonyms

Synonyms Comment Organism
BtGH84
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Bacteroides thetaiotaomicron
O-GlcNAc hydrolase
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Bacteroides thetaiotaomicron
O-GlcNAcase
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Bacteroides thetaiotaomicron
OGA
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Bacteroides thetaiotaomicron