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.

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

     2 Transferases

         2.4 Glycosyltransferases

             2.4.1 Hexosyltransferases

                2.4.1.85 cyanohydrin beta-glucosyltransferase

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Results	in table
3	Activating Compound
43	AA Sequence
3	Application
1	CAS Registry Number
7	Cloned(Commentary)
6	General Information
2	General Stability
6	Inhibitors
12	KM Value [mM]
8	Localization
1	Metals/Ions
1	Molecular Weight [Da]
7	Natural Substrates/ Products (Substrates)
12	Organism
4	Pathway
2	PDB ID
2	pH Optimum
6	Protein Variants
3	Purification (Commentary)
1	Reaction
1	Reaction Type
12	Reference
16	Source Tissue
2	Specific Activity [micromol/min/mg]
2	Storage Stability
46	Substrates and Products (Substrate)
2	Subunits
17	Synonyms
1	Systematic Name
4	Temperature Optimum [°C]
10	Turnover Number [1/s]

Substrates Products

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Substrates Products on EC 2.4.1.85 - cyanohydrin beta-glucosyltransferase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

UDP-alpha-D-glucose + phenol

UDP + phenyl beta-D-glucopyranoside

Sorghum bicolor

-

very poor substrate

489458

-

-

?

UDP-D-glucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

3 entries

UDP-glucose + (R,S)-mandelonitrile

UDP + prunasin

Prunus dulcis

B2XBQ5

-

703819

-

-

ir

UDP-glucose + 1-hexanol

UDP + hexyl beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + 2-hydroxy-2-methylbutyronitrile

UDP + ?

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + 2-hydroxy-3-methoxybenzyl alcohol

UDP + ?

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + 3-methyl-2-buten-1-ol

UDP + 3-methyl-2-butenyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + 3-methyl-3-buten-1-ol

UDP + 3-methyl-3-butenyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + 4-hydroxybenzaldehyde

UDP + 4-formylphenyl beta-D-glucopyranoside

Sorghum bicolor

-

poor substrate, mixture of 4-hydroxybenzaldehyde with NaCN: good substrate

489458

-

-

?

UDP-glucose + 4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

-

660095, 723366

-

-

?

UDP-glucose + acetone cyanohydrin

UDP + ?

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + alpha-terpinol

UDP + alpha-terpinyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + benzyl alcohol

UDP + benzyl beta-D-glucoside

Prunus dulcis

B2XBQ5

-

703819

-

-

?

UDP-glucose + beta-citronellol

UDP + beta-citronellol beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + cis-3-hexen-1-ol

UDP + cis-3-hexenyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + farnesol

UDP + farnesyl beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + geraniol

UDP + geranyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + linalool

UDP + linalool beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + mandelonitrile

UDP + 2-(beta-D-glucopyranosyl)-2-phenylacetonitrile

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + mandelonitrile

UDP + mandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

specific for UDP-glucose

660260

-

-

?

UDP-glucose + nerol

UDP + nerol beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + trans-2-hexen-1-ol

UDP + trans-2-hexenyl-beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + vanillic acid

UDP + vanillic acid beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDP-glucose + vanillin

UDP + vanillin beta-D-glucoside

Sorghum bicolor

-

-

660095

-

-

?

UDPalpha-D-glucose + benzoic acid

UDP + 1-O-benzoyl-beta-D-glucose

Sorghum bicolor

Q9SBL1

at 4% of the rate with p-hydroxymandelonitrile

489461

-

-

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

7 entries

UDPglucose + (S)-mandelonitrile

UDP + (S)-mandelonitrile beta-D-glucoside

2 entries

UDPglucose + 4-hydroxybenzoic acid

UDP + glucosyl-4-hydroxybenzoate

Sorghum bicolor

-

poor substrate

489458

-

-

?

UDPglucose + 4-hydroxybenzyl alcohol

UDP + 4-hydroxybenzyl glucoside

Sorghum bicolor

-

at 36% the rate of 4-hydroxymandelonitrile

489458

-

-

?

UDPglucose + benzyl alcohol

UDP + benzylglucoside

Sorghum bicolor

Q9SBL1

at 13% of the rate with p-hydroxymandelonitrile

489461

-

-

?

UDPglucose + geraniol

UDP + geraniol glucoside

Sorghum bicolor

Q9SBL1

at 11% of the rate with p-hydroxymandelonitrile

489461

-

489461

?

UDPglucose + hydroquinone

UDP + hydroquinone glucoside

Sorghum bicolor

-

at 41% the rate of 4-hydroxymandelonitrile

489458

-

-

?

additional information

?

-

6 entries

UDP-D-glucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

-

736574, 736976

i.e. dhurrin

-

?

UDP-D-glucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

-

736976

i.e. dhurrin

-

?

UDP-D-glucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

the glucosylation stabilizes the labile cyanohydrin

736976

i.e. dhurrin

-

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

-

4892

identical with dhurrin

4892

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

-

489460

identical with dhurrin

489460

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

C-terminal region encodes the UDPglucose binding domain

489461

identical with dhurrin

489461

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

stereospecific for the S-enantiomer

489458

identical with dhurrin

489458

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

stereospecific for the S-enantiomer

489461

identical with dhurrin

489461

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

-

involved in dhurrin biosynthesis

489458

dhurrin is the cyanogenic glucoside characteristic of Sorghum species

489458

?

UDPglucose + (S)-4-hydroxymandelonitrile

UDP + (S)-4-hydroxymandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

endogenous substrate is p-hydroxymandelonitrile, final step in the biosynthesis of dhurrin, transformation of the labile cyanohydrin into a stable storage form

489461

-

489461

?

UDPglucose + (S)-mandelonitrile

UDP + (S)-mandelonitrile beta-D-glucoside

Sorghum bicolor

Q9SBL1

at 78% of the rate with p-hydroxymandelonitrile

489461

-

-

?

UDPglucose + (S)-mandelonitrile

UDP + (S)-mandelonitrile beta-D-glucoside

Sorghum bicolor

-

as good as 4-hydroxymandelonitrile

489458

-

-

?

additional information

?

-

Sorghum bicolor

-

final enzyme of dhurrin biosynthesis

4892

-

-

?

additional information

?

-

Sorghum bicolor

Q9SBL1

UGT85B1 has a broad substrate specificity

736574

-

-

?

additional information

?

-

Sorghum bicolor

-

UGT85B1 has a broad substrate specificity

736574

-

-

?

additional information

additional information

-

Sorghum bicolor

-

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

489458

no product: taxiphyllin

489458

?

additional information

additional information

-

Sorghum bicolor

Q9SBL1

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

489461

-

-

?

additional information

additional information

-

Sorghum bicolor

-

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

489461

-

-

?