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2.4.1.7: sucrose phosphorylase

This is an abbreviated version!
For detailed information about sucrose phosphorylase, go to the full flat file.

Word Map on EC 2.4.1.7

Reaction

sucrose
+
phosphate
=
D-fructose
 +
alpha-D-glucose 1-phosphate

Synonyms

1149SPase, 1355SPase, 742SPase, BiSP, disaccharide glucosyltransferase, LmSPase, More, SPase, sucrose glucosyltransferase, sucrose: orthophosphate, alpha-D-glucosyltransferase, sucrose: phosphate alpha-D-glucosyltransferase, unspase

ECTree

     2 Transferases
         2.4 Glycosyltransferases
             2.4.1 Hexosyltransferases
                2.4.1.7 sucrose phosphorylase

Substrates Products

Substrates Products on EC 2.4.1.7 - sucrose phosphorylase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-O-azido-alpha-D-glucose + phosphate
?
show the reaction diagram
-
-
-
-
?
4-nitophenyl-alpha-D-glucopyranoside + phosphate
4-nitrophenol + alpha-D-glucose 1-phosphate
show the reaction diagram
-
-
-
-
?
4-nitrophenyl alpha-D-glucopyranoside + H2O
4-nitrophenol + alpha-D-glucose
show the reaction diagram
-
hydrolytic activity
-
-
?
4-nitrophenyl-alpha-D-galactopyranoside + H2O
4-nitrophenol + alpha-D-galactose
show the reaction diagram
-
hydrolytic activity
-
-
?
alpha-D-glucopyranosyl fluoride + phosphate
fluoride + alpha-D-glucose 1-phosphate
show the reaction diagram
-
-
-
-
?
alpha-D-glucose 1-acetic acid ester + phosphate
2-O-acetyl D-glucose + ?
show the reaction diagram
-
alpha-D-glucose 1-acetic acid ester is converted primarily into the alpha- and beta-anomers of 2-O-acetyl D-glucose
-
-
?
alpha-D-glucose 1-fluoride + phosphate
fluoride + alpha-D-glucose 1-phosphate
show the reaction diagram
alpha-D-glucose 1-phosphate + (R,S)-1,2-butandiol
phosphate + 2-O-(alpha-D-glucopyranosyl)-1,2-butandiol
show the reaction diagram
-
regioselective glucosylation
-
-
?
alpha-D-glucose 1-phosphate + arsenate
?
show the reaction diagram
-
-
-
-
?
alpha-D-glucose 1-phosphate + arsenate
alpha-D-glucose 1-arsenate + phosphate
show the reaction diagram
-
-
-
-
?
alpha-D-glucose 1-phosphate + cis-1,2-cyclohexanediol
hydroxycyclohexylglucoside + phosphate
show the reaction diagram
-
-
-
?
alpha-D-glucose 1-phosphate + D-arabitol
?
show the reaction diagram
transglucosylation
-
-
?
alpha-D-glucose 1-phosphate + D-arabitol
phosphate + alpha-D-glucosyl-D-arabitol
show the reaction diagram
soluble recombinant enzyme
-
-
?
alpha-D-glucose 1-phosphate + D-xylulose
alpha-D-glucopyranosyl-D-xylulofuranoside + phosphate
show the reaction diagram
alpha-D-glucose 1-phosphate + ethanol
alpha-D-ethylglucoside + phosphate
show the reaction diagram
-
low glycosyl-acceptor efficiency
-
?
alpha-D-glucose 1-phosphate + ethylene glycol
alpha-hydroxyethyl-D-glucoside + phosphate
show the reaction diagram
-
-
-
?
alpha-D-glucose 1-phosphate + glycerol
phosphate + 2-O-alpha-D-glucopyranosyl-sn-glycerol
show the reaction diagram
-
The glucoside yield is higher when sucrose is used as a donor rather than alpha-D-glucose 1-phosphate, due to the fact that the released phosphate is a stronger inhibitor of the enzyme in case of alpha-D-glucose 1-phosphate than the released fructose in case of sucrose
-
-
?
alpha-D-glucose 1-phosphate + H2O
alpha-D-glucose + phosphate
show the reaction diagram
alpha-D-glucose 1-phosphate + L-arabinose
?
show the reaction diagram
alpha-D-glucose 1-phosphate + L-arabinulose
?
show the reaction diagram
-
-
-
-
r
alpha-D-glucose 1-phosphate + L-arabitol
phosphate + alpha-D-glucosyl-L-arabitol
show the reaction diagram
soluble recombinant enzyme
-
-
?
alpha-D-glucose 1-phosphate + methanol
alpha-D-methylglucoside + phosphate
show the reaction diagram
-
-
-
?
alpha-D-glucose 1-phosphate + phosphate
?
show the reaction diagram
alpha-D-glucose 1-phosphate + trans-1,2-cyclohexanediol
hydroxycyclohexylglucoside + phosphate
show the reaction diagram
-
-
-
?
alpha-D-glucose-1-phosphate + arabitol
?
show the reaction diagram
-
D- and L-arabitol
-
-
r
alpha-D-glucose-1-phosphate + L-sorbose
alpha-D-glucosyl-alpha-L-sorbose + phosphate
show the reaction diagram
alpha-D-glucose-1-phosphate + xylitol
4-O-alpha-D-glucopyranosyl-xylitol + phosphate
show the reaction diagram
-
-
-
r
alpha-L-glucose 1-phosphate + D-arabitol
?
show the reaction diagram
transglucosylation
-
-
?
D-allulose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-D-allulofuranoside + phosphate
show the reaction diagram
-
D-allulose is the best acceptor substrate
product analysis by NMR
-
r
D-arabinose + alpha-D-glucose 1-phosphate
alpha-D-Glc(1-1)-beta-D-Ara + phosphate
show the reaction diagram
Q84HQ2
-
-
-
?
D-arabitol + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
-
-
-
?
D-fructose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
D-fructose + alpha-D-glucose 1-phosphate
sucrose + phosphate
show the reaction diagram
D-fructose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-D-fructofuranoside + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
D-fucose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
D-galactose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
D-glucose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
D-sorbitol + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
-
-
-
?
D-sorbose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-D-sorbose + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
D-tagatose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-D-tagatose + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
D-xylitol + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
high activity
-
-
?
D-xylose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
glucose-1-phosphate + arsenate
glucose-1-arsenate + phosphate
show the reaction diagram
glycosyl-glucose + arsenate
glucose-1-arsenate + glucose
show the reaction diagram
-
-
glucose-1-arsenate is further hydrolyzed to form glucose and arsenate
?
L-allulose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-L-allulofuranoside + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
L-arabinose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
high activity
-
-
?
L-arabitol + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
high activity
-
-
?
L-fructose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-L-fructofuranoside + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
L-fucose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
-
-
-
?
L-sorbose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
-
-
-
?
L-sorbose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-L-sorbose + phosphate
show the reaction diagram
L-tagatose + alpha-D-glucose-1-phosphate
alpha-D-glucopyranosyl-(1->2)-beta-L-tagatose + phosphate
show the reaction diagram
-
-
product analysis by NMR
-
r
L-xylose + alpha-D-glucose 1-phosphate
? + phosphate
show the reaction diagram
Q84HQ2
low activity
-
-
?
resveratrol + alpha-D-glucose 1-phosphate
3-O-alpha-D-glucopyranosyl-(E)-resveratrol + phosphate
show the reaction diagram
Q84HQ2
establishing of a resveratrol glycosylation method using the enzyme and IL AMMOENG 101 as the most effective cosolvent, solubility at pH 6.5 and 60°C, in the presence of 20% of different cosolvents and 1 M sucrose, overview
-
-
r
sucrose + (+)-catechin
D-fructose + (+)-catechin 3'-O-alpha-D-glucopyranoside
show the reaction diagram
-
-
-
?
sucrose + (+)-catechin
D-fructose + (+)-catechin 3'-O-alpha-D-glucoside + (+)-catechin 3',5-O-alpha-D-diglucoside
show the reaction diagram
Q84HQ2
activity of enzyme mutant Q345F
-
-
?
sucrose + (-)-epicatechin
?
show the reaction diagram
-
-
-
-
?
sucrose + (-)-epicatechin
D-fructose + (-)-epicatechin 3'-O-alpha-D-glucoside + (-)-epicatechin 5-O-alpha-D-glucoside + (-)-epicatechin 3',5-O-alpha-D-diglucoside
show the reaction diagram
Q84HQ2
activity of enzyme mutant Q345F
-
-
?
sucrose + (-)-epicatechin gallate
?
show the reaction diagram
-
-
-
-
?
sucrose + (-)-epigallocatechin
?
show the reaction diagram
-
-
-
-
?
sucrose + (-)-epigallocatechin gallate
?
show the reaction diagram
-
-
-
-
?
sucrose + (R)-1,2-propanediol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + (R,S)-1,2-butandiol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-1,2-butandiol
show the reaction diagram
-
regioselective glucosylation, sucrose is the preferred glucosyl donor with 1,2-butandiol compared to alpha-D-glucose 1-phosphate
-
-
?
sucrose + (R,S)-1,2-propanediol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + (R,S)-3-methoxy-1,2-propanediol
D-fructose + 3-methoxy-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + (S)-1,2-propanediol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 1,2-propanediol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 2,6-difluorophenol
D-fructose + 2,6-difluorophenyl alpha-D-glucoside
show the reaction diagram
-
with the wild-type enzyme, hydrolysis of the sugar 1-phosphate prevails about 10fold over glucosyl transfer to the 2,6-difluorophenol acceptor. Glucosylation of 2,6-difluorophenol is also catalyzed by enzyme mutant E237Q
-
-
r
sucrose + 2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone
2-ethyl-5-methyl-3(2H)-furanone-4-O-alpha-D-glucopyranoside
show the reaction diagram
-
-
-
?
sucrose + 3-(3-methoxyphenoxy)-1,2-propanediol
D-fructose + 3-(3-methoxyphenoxy)-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 3-allyloxy-1,2-propanediol
D-fructose + 3-allyloxy-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 3-ethoxy-1,2-propanediol
D-fructose + 3-ethoxy-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
product distribution resulting from conversion of sucrose in the presence of 3-ethoxy-1,2-propanediol, overview
-
?
sucrose + 3-methoxy-1,2-propanediol
D-fructose + 3-methoxy-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 3-tert-butoxy-1,2-propanediol
D-fructose + 3-tert-butoxy-2-O-(alpha-D-glucopyranosyl)-1,2-propanediol
show the reaction diagram
-
regioselective glucosylation
-
-
?
sucrose + 4-hydroxy-2,5-dimethyl-3(2H)-furanone
2,5-dimethyl-3(2H)-furanone-4-O-alpha-D-glucopyranoside
show the reaction diagram
-
-
-
?
sucrose + 5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone
5-ethyl-2-methyl-3(2H)-furanone-4-O-alpha-D-glucopyranoside
show the reaction diagram
-
-
-
?
sucrose + acarbose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + acetate
D-fructose + 1-O-acetyl-alpha-D-glucopyranose
show the reaction diagram
-
substrate and product structure determination, overview
-
-
?
sucrose + arsenate
D-fructose + alpha-D-glucose 1-arsenate
show the reaction diagram
sucrose + ascorbate
D-fructose + 2-O-alpha-D-glucopyranosyl-L-ascorbic acid
show the reaction diagram
-
-
LC-MS product analysis
-
?
sucrose + benzoic acid
1-O-benzoyl-alpha-D-glucopyranoside + 2-O-benzoyl-alpha-D-glucopyranoside + 2-O-benzoyl-beta-D-glucopyranoside + D-fructose
show the reaction diagram
sucrose + benzoic acid
D-fructose + ?
show the reaction diagram
sucrose + caffeic acid
D-fructose + caffeoyl-beta-D-glucoside
show the reaction diagram
-
reaction in both aqueous buffer and aqueous-supercritical carbon dioxide media, with lower activity in the latter medium, overview
the enzymatic reaction products were caffeic acid monoglucosides and diglucosides, LC/MS/MS analysis product analysis
-
?
sucrose + cellobiose
?
show the reaction diagram
sucrose + cis-1,2-cyclohexanediol
?
show the reaction diagram
-
-
-
-
?
sucrose + CMP
D-fructose + CMP 1-glucoside
show the reaction diagram
sucrose + D-arabinose
?
show the reaction diagram
sucrose + D-arabitol
pyridoxine + alpha-D-glucose 1-phosphate
show the reaction diagram
Q84HQ2
-
-
-
r
sucrose + D-fructose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + D-glucose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + D-glucose
D-fructose + 2-O-alpha-D-glucopyranosyl-alpha-D-glucopyranose
show the reaction diagram
-
kojibiose i.e. 2-O-alpha-D-glucopyranosyl-alpha-D-glucopyranose
-
-
?
sucrose + erythritol
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + ethanol
alpha-D-glucose + beta-D-fructose + alpha-D-ethylglucoside
show the reaction diagram
-
-
-
?
sucrose + ethylene glycol
?
show the reaction diagram
-
-
-
-
?
sucrose + ethylene glycol
D-fructose + 2-O-alpha-D-glucopyranosyl-ethylene glycol
show the reaction diagram
-
-
-
-
?
sucrose + galactose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + glycerol
D-fructose + 2-O-(alpha-D-glucopyranosyl)-sn-glycerol
show the reaction diagram
sucrose + glycerol
D-fructose + 2-O-alpha-D-glucopyranosyl-sn-glycerol
show the reaction diagram
-
regio- and stereoselective glucosylation. The glucoside yield is higher when sucrose is used as a donor rather than alpha-D-glucose 1-phosphate, due to the fact that the released phosphate is a stronger inhibitor of the enzyme in case of alpha-D-glucose 1-phosphate than the released fructose in case of sucrose
-
-
?
sucrose + hydroquinone
D-fructose + ?
show the reaction diagram
-
-
-
-
?
sucrose + hydroquinone
D-fructose + alpha-arbutin
show the reaction diagram
WP_094046414.1
-
-
-
?
sucrose + isomaltotriose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + kojic acid
D-fructose + ?
show the reaction diagram
sucrose + kojic acid
kojic acid 5-O-alpha-D-glucopyranoside + kojic acid 7-O-alpha-D-glucopyranoside
show the reaction diagram
-
-
-
?
sucrose + L-arabinose
D-fructose + ?
show the reaction diagram
-
the enzyme transglucosylated L-arabinose even in phosphate buffer
-
?
sucrose + L-ascorbic acid
2-O-alpha-D-glucopyranosyl-L-ascorbic acid + fructose
show the reaction diagram
-
-
-
-
?
sucrose + L-ascorbic acid
D-fructose + 2-O-alpha-D-glucopyranosyl-L-ascorbic acid
show the reaction diagram
-
-
-
?
sucrose + L-sorbose
D-fructose + ?
show the reaction diagram
-
-
-
?
sucrose + lactose
?
show the reaction diagram
sucrose + maltose
?
show the reaction diagram
sucrose + maltotriose
?
show the reaction diagram
sucrose + methanol
alpha-D-glucose + beta-D-fructose + alpha-D-methylglucoside
show the reaction diagram
-
-
-
?
sucrose + palatinose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + phosphate
alpha-D-glucose 1-phosphate + D-fructose
show the reaction diagram
sucrose + phosphate
beta-D-fructose + alpha-D-glucose 1-phosphate
show the reaction diagram
sucrose + phosphate
D-fructose + alpha-D-glucose 1-phosphate
show the reaction diagram
sucrose + phosphate
D-fructose + D-glucose 1-phosphate
show the reaction diagram
sucrose + resveratrol
D-fructose + resveratrol 3-O-alpha-D-glucoside
show the reaction diagram
Q84HQ2
activity of enzyme mutant Q345F
-
-
?
sucrose + rhamnose
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + salicin
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + sorbitol
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + trans-1,2-cyclohexanediol
?
show the reaction diagram
-
-
-
-
?
sucrose + xylitol
?
show the reaction diagram
transglucosylation
-
-
?
sucrose + xylose
?
show the reaction diagram
transglucosylation
-
-
?
additional information
?
-