2.4.1.85: cyanohydrin beta-glucosyltransferase
This is an abbreviated version!
For detailed information about cyanohydrin beta-glucosyltransferase, go to the full flat file.
Word Map on EC 2.4.1.85
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2.4.1.85
-
sorghum
-
cyanogenic
-
dhurrin
-
bicolor
-
glucosylates
-
cyp71e1
-
three-fold
-
bitterness
-
stereo-selectively
-
r-mandelonitrile
-
quantitative-pcr
-
diglucoside
-
testa
-
mill
-
amygdalus
-
kernels
-
batsch
-
prunus
-
prunasin
-
metabolons
-
compartmentalised
-
non-bitter
-
dulcis
-
rosaceae
-
almond
-
erratum
-
hypervariable
-
regiospecificity
-
geraniol
-
udp-glucosyltransferase
-
agriculture
-
biotechnology
-
synthesis
- 2.4.1.85
- sorghum
-
cyanogenic
- dhurrin
- bicolor
-
glucosylates
- cyp71e1
-
three-fold
-
bitterness
-
stereo-selectively
-
r-mandelonitrile
-
quantitative-pcr
- diglucoside
- testa
-
mill
- amygdalus
- kernels
- batsch
-
prunus
- prunasin
-
metabolons
-
compartmentalised
-
non-bitter
- dulcis
- rosaceae
- almond
-
erratum
-
hypervariable
-
regiospecificity
- geraniol
- udp-glucosyltransferase
- agriculture
- biotechnology
- synthesis
Reaction
Synonyms
cyanohydrin glucosyltransferase, cyanohydrin glycosyltransferase, glucosyltransferase, uridine diphosphoglucose-p-hydroxymandelonitrile, mandelonitrile glucosyltransferase, sbHMNGT, UDP-glucose-p-hydroxymandelonitrile glucosyltransferase, UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase, UDP-glucosyltransferase, UGT85B1, uridine diphosphoglucose-cyanohydrin glucosyltransferase, uridine diphosphoglucose-p-hydroxymandelonitrile glucosyltransferase, uridine diphosphoglucose:aldehyde cyanohydrin beta-glucosyltransferase
ECTree
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Substrates Products
Substrates Products on EC 2.4.1.85 - cyanohydrin beta-glucosyltransferase
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REACTION DIAGRAM
UDP-alpha-D-glucose + phenol
UDP + phenyl beta-D-glucopyranoside
-
very poor substrate
-
-
?
UDP-D-glucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
UDP-glucose + 3-methyl-2-buten-1-ol
UDP + 3-methyl-2-butenyl-beta-D-glucoside
-
-
-
-
?
UDP-glucose + 3-methyl-3-buten-1-ol
UDP + 3-methyl-3-butenyl-beta-D-glucoside
-
-
-
-
?
UDP-glucose + 4-hydroxybenzaldehyde
UDP + 4-formylphenyl beta-D-glucopyranoside
-
poor substrate, mixture of 4-hydroxybenzaldehyde with NaCN: good substrate
-
-
?
UDP-glucose + 4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
-
-
-
?
UDP-glucose + beta-citronellol
UDP + beta-citronellol beta-D-glucoside
-
-
-
-
?
UDP-glucose + cis-3-hexen-1-ol
UDP + cis-3-hexenyl-beta-D-glucoside
-
-
-
-
?
UDP-glucose + mandelonitrile
UDP + 2-(beta-D-glucopyranosyl)-2-phenylacetonitrile
-
-
-
-
?
UDP-glucose + mandelonitrile
UDP + mandelonitrile beta-D-glucoside
specific for UDP-glucose
-
-
?
UDP-glucose + trans-2-hexen-1-ol
UDP + trans-2-hexenyl-beta-D-glucoside
-
-
-
-
?
UDPalpha-D-glucose + benzoic acid
UDP + 1-O-benzoyl-beta-D-glucose
at 4% of the rate with p-hydroxymandelonitrile
-
-
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
UDPglucose + 4-hydroxybenzoic acid
UDP + glucosyl-4-hydroxybenzoate
-
poor substrate
-
-
?
UDPglucose + 4-hydroxybenzyl alcohol
UDP + 4-hydroxybenzyl glucoside
-
at 36% the rate of 4-hydroxymandelonitrile
-
-
?
UDPglucose + benzyl alcohol
UDP + benzylglucoside
at 13% of the rate with p-hydroxymandelonitrile
-
-
?
UDPglucose + geraniol
UDP + geraniol glucoside
at 11% of the rate with p-hydroxymandelonitrile
-
?
UDPglucose + hydroquinone
UDP + hydroquinone glucoside
-
at 41% the rate of 4-hydroxymandelonitrile
-
-
?
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
i.e. dhurrin
-
?
UDP-D-glucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
-
i.e. dhurrin
-
?
UDP-D-glucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
the glucosylation stabilizes the labile cyanohydrin
i.e. dhurrin
-
?
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
-
identical with dhurrin
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
-
identical with dhurrin
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
C-terminal region encodes the UDPglucose binding domain
identical with dhurrin
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
stereospecific for the S-enantiomer
identical with dhurrin
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
stereospecific for the S-enantiomer
identical with dhurrin
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
-
involved in dhurrin biosynthesis
dhurrin is the cyanogenic glucoside characteristic of Sorghum species
?
UDPglucose + (S)-4-hydroxymandelonitrile
UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside
endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form
-
?
UDP + (S)-mandelonitrile beta-D-glucoside
at 78% of the rate with p-hydroxymandelonitrile
-
-
?
UDPglucose + (S)-mandelonitrile
UDP + (S)-mandelonitrile beta-D-glucoside
-
as good as 4-hydroxymandelonitrile
-
-
?
additional information
?
-
UGT85B1 has a broad substrate specificity
-
-
?
additional information
additional information
-
-
reaction is specific for an aromatic group, but not for a p-hydroxy substituent on the aromatic group, no substrates: catechol, resorcinol, phloroglucinol, fructose, glucose, dhurrin, acetone cyanohydrin, acetaldehyde cyanohydrin, GDPglucose, TDPglucose, ADPglucose
no product: taxiphyllin
?
additional information
additional information
-
exclusively specific for the presence of a benzyl group in the substrate, no substrate: acetone cyanohydrin, hydroquinone, p-hydroxybenzaldehyde, gentisic acid, caffeic acid, 2-hydroxy cinnamic acid, resveratrol, salicylic acid, p-hydroxymandelic acid, quercetin, caynidin, biochanin A, naringenin, apigenin, indole acetic acid, tomatidine
-
-
?
additional information
additional information
-
-
exclusively specific for the presence of a benzyl group in the substrate, no substrate: acetone cyanohydrin, hydroquinone, p-hydroxybenzaldehyde, gentisic acid, caffeic acid, 2-hydroxy cinnamic acid, resveratrol, salicylic acid, p-hydroxymandelic acid, quercetin, caynidin, biochanin A, naringenin, apigenin, indole acetic acid, tomatidine
-
-
?