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cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
direct reaction at carbon-2 of the reducing moiety of the disaccharide
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
a carbanion-type but no keto intermediate
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
mechanism of reversible epimerization involving three histidine residues, overview. His390 is closely related to ring opening/closure by transferring a proton between the O5 and O1 atoms of the ligand. His259 abstracts the H2 proton of the D-mannose residue at the reducing end, and consistently forms the cis-enediol intermediate by facilitated depolarization of the 2-OH group mediated by hydrogen bonding interaction with His200. His390 subsequently donates the proton to the C2 atom of the intermediate to form a D-glucose residue. The reverse reaction is mediated by the three histidines with the inverse roles of acid/base catalysts
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
the enzyme's catalytic mechanism involvies three histidine residues, His374 and His243 act as a general acid/base catalyst, and His184 is essential for the enzyme activity, overview
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cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
Caldicellulosiruptor saccharolyticus ATCC 43494 / DSM 8903 / Tp8T 6331
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
Pedobacter heparinus ATCC 13125 / DSM 2366 / CIP 104194 / JCM 7457 / NBRC 12017 / NCIMB 9290 / NRRL B-14731 / HIM 762-3
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-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
reaction mechansim, overview
-
-
cellobiose = 4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
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2 lactose
lactulose + epilactose
the yields of lactulose and epilactose catalyzed by the wild-type enzyme reaches around 57% and 16%, respectively, after 4 h
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-
r
2 lactulose
lactose + epilactose
4-O-alpha-D-glucopyranosyl-D-mannose
maltose
-
-
-
r
4-O-beta-D-glucopyranosyl-D-mannose
cellobiose
-
-
-
r
4-O-beta-D-glucosyl-D-mannose
4-O-beta-D-galactosyl-D-mannose
4-O-beta-D-glucosyl-D-mannose
cellobiose
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
4-O-beta-D-mannopyranosyl-D-glucose
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
4-O-beta-D-mannopyranosyl-D-glucose
mannobiose
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-
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r
4-O-beta-D-mannopyranosyl-D-mannose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
r
beta-1,4-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
beta-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
-
putative product
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r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
cellobiose
D-glucosyl-D-mannose
cellotetraose
4-O-beta-D-glucopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-4)-D-mannose
the enzyme is found to 2-epimerize the reducing terminal glucose moieties of cellotriose and cellotetraose in addition to cellobiose
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-
?
cellotetraose
beta-D-glucopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)-D-mannose
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r
cellotriose
4-O-beta-D-glucopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-4)-D-mannose
the enzyme is found to 2-epimerize the reducing terminal glucose moieties of cellotriose and cellotetraose in addition to cellobiose
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?
cellotriose
4-O-beta-D-glucopyranosyl-4-O-beta-D-glucopyranosyl-D-mannose
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-
-
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?
cellotriose
4-O-beta-D-glucopyranosyl-O-beta-D-glucopyranosyl-D-mannose
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-
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r
cellotriose
beta-D-glucopyranosyl-(1->4)-beta-D-glucopyranosyl-(1->4)-D-mannose
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r
D-fructose
D-glucose + D-mannose
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-
-
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?
D-lyxose
D-xylose
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-
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?
D-xylose
D-lyxose
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-
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?
D-xylulose
D-xylose + D-lyxose
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low activity
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?
globotriose
O-alpha-D-galactopyranosyl-(1,4)-O-beta-D-galactopyranosyl-(1,4)-D-mannose
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putative product
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r
L-allose
L-altrose
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low activity
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-
?
L-altrose
L-allose
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-
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?
L-arabinose
L-ribose
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low activity
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-
?
L-gulose
L-idose
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low activity
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?
L-idose
L-gulose
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?
L-psicose
L-allose + L-altrose
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low activity
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?
L-ribulose
L-arabinose + L-ribose
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low activity
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?
L-sorbose
L-gulose + L-idose
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low activity
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?
lactose
4-O-beta-D-galactopyranosyl-D-mannose
maltose
4-O-alpha-D-glucopyranosyl-D-mannose
maltotriose
4-O-alpha-D-glucopyranosyl-4-O-alpha-D-glucopyranosyl-D-mannose
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-
-
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?
maltotriose
4-O-alpha-D-glucopyranosyl-O-alpha-D-glucopyranosyl-D-mannose
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-
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r
mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
mannose
D-glucose + D-fructose
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the enzyme exhibits the highest isomerization activity for mannose among monosaccharides
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-
?
mannotriose
4-O-beta-D-mannopyranosyl-O-beta-D-mannopyranosyl-D-glucose
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r
additional information
?
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2 lactulose
lactose + epilactose
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r
2 lactulose
lactose + epilactose
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r
2 lactulose
lactose + epilactose
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-
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r
4-O-beta-D-glucosyl-D-mannose
4-O-beta-D-galactosyl-D-mannose
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-
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r
4-O-beta-D-glucosyl-D-mannose
4-O-beta-D-galactosyl-D-mannose
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-
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r
4-O-beta-D-glucosyl-D-mannose
cellobiose
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-
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r
4-O-beta-D-glucosyl-D-mannose
cellobiose
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-
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r
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
4-O-beta-D-mannopyranosyl-D-glucose
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-
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r
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
4-O-beta-D-mannopyranosyl-D-glucose
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best substrate
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r
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
4-O-beta-D-mannopyranosyl-D-glucose
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-
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r
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
Caldicellulosiruptor saccharolyticus ATCC 43494 / DSM 8903 / Tp8T 6331
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
Pedobacter heparinus ATCC 13125 / DSM 2366 / CIP 104194 / JCM 7457 / NBRC 12017 / NCIMB 9290 / NRRL B-14731 / HIM 762-3
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-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
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?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
-
-
-
?
4-O-beta-D-mannopyranosyl-beta-D-mannopyranose
beta-D-mannopyranosyl-(1->4)-D-glucose
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-
-
?
beta-1,4-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
-
-
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r
beta-1,4-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
Caldicellulosiruptor saccharolyticus ATCC 43494 / DSM 8903 / Tp8T 6331
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-
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r
beta-1,4-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
best substrate
-
-
r
beta-1,4-mannobiose
4-O-beta-D-mannopyranosyl-D-glucose
best substrate
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
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-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
preferred substrate
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-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
Caldicellulosiruptor obsidiansis ATCC BAA-2073 / strain OB47
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-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
Caldicellulosiruptor obsidiansis ATCC BAA-2073 / strain OB47
preferred substrate
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-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
-
the enzyme activity is approximately 100fold higher for cellobiose than for D-glucose
-
-
?
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
i.e. 4-O-beta-D-glucopyranosyl-D-mannose
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r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
Caldicellulosiruptor saccharolyticus ATCC 43494 / DSM 8903 / Tp8T 6331
-
-
-
r
cellobiose
4-O-beta-D-glucopyranosyl-D-mannose
5.1.3.11 cellobiose epimerase
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