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Information on EC 2.4.1.384 - NDP-glycosyltransferase
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2.4.1.384 NDP-glycosyltransferaseIUBMB Comments
The enzyme, characterized from the bacterium Bacillus licheniformis DSM-13, is an extremely promiscuous glycosyltransferase. It can accept ADP-, GDP-, CDP-, TDP-, or UDP-activated glycose molecules as donors, and can glycosylate a large number of substrates, catalysing O-, N-, or S-glycosylation. While D-glucose is the primarily reported sugar being transferred, the enzyme has been shown to transfer D-galactose, 2-deoxy-D-glucose, N-acetyl-D-glucosamine, N-acetyl-D-galactosamine, L-fucose, L-rhamnose, D-glucuronate, and D-viosamine.
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Word Map
- 2.4.1.384
- rhamnose
- rhamnolipids
-
biosurfactant
-
rhlab
-
rhamnosylation
- dtdp-l-rhamnose
-
glycopeptidolipids
-
mono-rhamnolipids
- udp-rhamnose
-
3-o-glucoside
-
di-rhamnolipids
The expected taxonomic range for this enzyme is: Bacillus subtilis group
Reaction Schemes
an NDP-glycose
+
an acceptor
=
a glycosylated acceptor
+
Synonyms
rhamnosyltransferase, macrolide glycosyltransferase, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
macrolide glycosyltransferase
MGT
rhamnosyltransferase
UDP glucosyltransferase
UDP-glucosyltransferase
UDP-glycosyltransferase
UGT
YjiC
YjiC
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an NDP-glycose + an acceptor = a glycosylated acceptor + NDP
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
NDP-glycose:acceptor glycosyltransferase
The enzyme, characterized from the bacterium Bacillus licheniformis DSM-13, is an extremely promiscuous glycosyltransferase. It can accept ADP-, GDP-, CDP-, TDP-, or UDP-activated glycose molecules as donors, and can glycosylate a large number of substrates, catalysing O-, N-, or S-glycosylation. While D-glucose is the primarily reported sugar being transferred, the enzyme has been shown to transfer D-galactose, 2-deoxy-D-glucose, N-acetyl-D-glucosamine, N-acetyl-D-galactosamine, L-fucose, L-rhamnose, D-glucuronate, and D-viosamine.
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
GDP-alpha-D-glucose + 3-hydroxyflavone
GDP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 87% conversion
-
-
?
GDP-alpha-L-fucose + 3-hydroxyflavone
GDP + 3-hydroxyflavone 3-O-beta-L-fucoside
-
-
-
-
?
TDP-alpha-D-2-deoxyglucoside + 3-hydroxyflavone
TDP + 3-hydroxyflavone 3-O-beta-D-2-deoxyglucoside
-
-
-
-
?
TDP-alpha-D-glucose + 3-hydroxyflavone
TDP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 75% conversion
-
-
?
TDP-alpha-D-viosaminose + 3-hydroxyflavone
TDP + 3-hydroxyflavone 3-O-beta-D-viosaminoside
-
-
-
-
?
TDP-alpha-L-rhamnose + 3-hydroxyflavone
TDP + 3-hydroxyflavone 3-O-beta-L-rhamnoside
-
-
-
-
?
UDP-alpha-D-galactose + 3-hydroxyflavone
UDP + 3-hydroxyflavone 3-O-beta-D-galactoside
-
-
-
-
?
UDP-alpha-D-glucose + 3,4-dichloroaniline
3,4-dichloroaniline N-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-glucoside + UDP
UDP-alpha-D-glucose + 3,4-dichlorophenol
3,4-dichlorophenol O-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3-hydroxyflavone
UDP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 87% conversion
-
-
?
UDP-alpha-D-glucose + 6-(dibutylamino)-1,3,5-triazine-2,4-dithiol
? + UDP
-
-
-
-
?
UDP-alpha-D-glucose + alpha-mangostin
alpha-mangostin 3,6-di-O-beta-D-glucopyranoside + alpha-mangostin 3-O-beta-D-glucopyranoside + alpha-mangostin 6-O-beta-D-glucopyranoside + UDP
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-beta-D-glucoside + apigenin 7-O-beta-D-glucoside + apigenin 4',7-O-beta-D-diglucoside + UDP
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-glucoside + apigenin 7-O-glucoside + apigenin 4',7-O-diglucoside + UDP
UDP-alpha-D-glucose + fisetin
UDP + fisetin 3-O-beta-D-glucoside
-
about 99% conversion
-
-
?
UDP-alpha-D-glucose + genistein
genistein 4'-O-glucoside + genistein 7-O-glucoside + genistein 4',7-O-diglucoside + UDP
UDP-alpha-D-glucose + kaempferol
UDP + keampferol 3-O-beta-D-glucoside
-
about 99% conversion
-
-
?
UDP-alpha-D-glucose + phloretin
phloretin 4'-O-beta-D-glucoside + phloretin 2'-O-beta-D-glucoside + phloretin 4,4'-O-beta-D-diglucoside + phloretin 6,4'-O-beta-D-diglucoside + phloretin 2',4',4-O-beta-D-triglucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + resveratrol
resveratrol 3-O-beta-D-glucoside + UDP
-
-
-
-
?
UDP-beta-D-2-deoxyglucose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-2-deoxyglucoside + UDP
-
-
-
-
?
UDP-beta-D-fucose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-fucoside + UDP
-
-
-
-
?
UDP-beta-D-galactose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-galactoside + UDP
-
-
-
-
?
UDP-beta-D-glucuronose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-glucuronoside + UDP
-
-
-
-
?
UDP-beta-D-N-acetyl-glucosamine + 3,4-dichloroaniline
3,4-dichloroaniline N-beta-D-N-acetyl-glucosamide + UDP
-
-
-
-
?
UDP-beta-D-N-acetyl-glucosamine + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-N-acetyl-glucosamide + UDP
-
-
-
-
?
UDP-beta-D-N-acetyl-glucosamine + 3,4-dichlorophenol
3,4-dichlorophenol O-beta-D-N-acetyl-glucosamide + UDP
-
-
-
-
?
UDP-beta-D-N-acetylgalactosamine + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-N-acetylgalactosamide + UDP
-
-
-
-
?
UDP-beta-D-viosamine + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-viosamide + UDP
-
-
-
-
?
UDP-beta-L-rhamnose + 3,4-dichloroaniline
3,4-dichloroaniline N-beta-L-rhamnoside + UDP
-
-
-
-
?
UDP-beta-L-rhamnose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-L-rhamnoside + UDP
-
-
-
-
?
UDP-beta-L-rhamnose + 3,4-dichlorophenol
3,4-dichlorophenol O-beta-L-rhamnoside + UDP
-
-
-
-
?
UDP-D-galactose + resveratrol
UDP + resveratrol 4'-O-beta-D-galactoside
-
-
-
-
?
ADP-alpha-D-glucose + 3-hydroxyflavone
ADP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 88% conversion
-
-
?
ADP-alpha-D-glucose + 3-hydroxyflavone
ADP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 88% conversion
-
-
?
an NDP-glycose + an acceptor
a glycosylated acceptor + NDP
-
-
-
-
?
an NDP-glycose + an acceptor
a glycosylated acceptor + NDP
-
-
-
?
CDP-alpha-D-glucose + 3-hydroxyflavone
CDP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 65% conversion
-
-
?
CDP-alpha-D-glucose + 3-hydroxyflavone
CDP + 3-hydroxyflavone 3-O-beta-D-glucoside
-
about 65% conversion
-
-
?
dTDP-L-rhamnose + 3-hydroxyflavone
3-hydroxyflavone 3-O-beta-D-rhamnoside + dTDP
-
-
-
-
?
dTDP-L-rhamnose + 3-hydroxyflavone
3-hydroxyflavone 3-O-beta-D-rhamnoside + dTDP
-
-
-
-
?
GDP-L-fucose + resveratrol
GDP + resveratrol 3-O-beta-L-fucoside
-
-
-
-
?
GDP-L-fucose + resveratrol
GDP + resveratrol 3-O-beta-L-fucoside
-
-
-
-
?
TDP-D-2-deoxyglucose + resveratrol
TDP + resveratrol 3-O-beta-D-2-deoxyglucoside
-
-
-
-
?
TDP-D-2-deoxyglucose + resveratrol
TDP + resveratrol 3-O-beta-D-2-deoxyglucoside
-
-
-
-
?
TDP-D-viosamine + resveratrol
resveratrol 4'-O-beta-D-viosaminoside
-
-
-
-
?
TDP-D-viosamine + resveratrol
resveratrol 4'-O-beta-D-viosaminoside
-
-
-
-
?
TDP-L-rhamnose + resveratrol
TDP + resveratrol 3-O-beta-L-rhamnoside
-
-
-
-
?
TDP-L-rhamnose + resveratrol
TDP + resveratrol 3-O-beta-L-rhamnoside
-
-
-
-
?
UDP-alpha-D-glucose + 1,2-dihydroxy-9,10-anthracenedione
? + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 2-mercaptobenzothiazole
? + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3,4-dichlorobenzenethiol
3,4-dichlorobenzenethiol S-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3-hydroxyflavone
3-hydroxyflavone 3-O-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3-hydroxyflavone
3-hydroxyflavone 3-O-beta-D-glucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + 3-hydroxyflavone
? + UDP
-
-
-
-
?
UDP-alpha-D-glucose + alpha-mangostin
alpha-mangostin 3,6-di-O-beta-D-glucopyranoside + alpha-mangostin 3-O-beta-D-glucopyranoside + alpha-mangostin 6-O-beta-D-glucopyranoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + alpha-mangostin
alpha-mangostin 3,6-di-O-beta-D-glucopyranoside + alpha-mangostin 3-O-beta-D-glucopyranoside + alpha-mangostin 6-O-beta-D-glucopyranoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-beta-D-glucoside + apigenin 7-O-beta-D-glucoside + apigenin 4',7-O-beta-D-diglucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-beta-D-glucoside + apigenin 7-O-beta-D-glucoside + apigenin 4',7-O-beta-D-diglucoside + UDP
-
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-glucoside + apigenin 7-O-glucoside + apigenin 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-glucoside + apigenin 7-O-glucoside + apigenin 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-glucoside + apigenin 7-O-glucoside + apigenin 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + apigenin
apigenin 4'-O-glucoside + apigenin 7-O-glucoside + apigenin 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + genistein
genistein 4'-O-glucoside + genistein 7-O-glucoside + genistein 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + genistein
genistein 4'-O-glucoside + genistein 7-O-glucoside + genistein 4',7-O-diglucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + ginsenoside Rh2
ginsenoside F12 + UDP
-
-
-
?
UDP-alpha-D-glucose + myricetin
UDP + myricetin 3-O-beta-D-glucoside
-
about 75% conversion
-
-
?
UDP-alpha-D-glucose + myricetin
UDP + myricetin 3-O-beta-D-glucoside
-
about 75% conversion
-
-
?
UDP-alpha-D-glucose + oleanic acid
oleanic acid 3-O-beta-D-glucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + oleanic acid
oleanic acid 3-O-beta-D-glucoside + UDP
-
-
-
?
UDP-alpha-D-glucose + protopanaxadiol
ginsenoside Rh2 + UDP
-
-
-
?
UDP-alpha-D-glucose + pterostilbene
pterostilbene 4'-O-beta-glucopyranoside + UDP
-
-
-
?
UDP-alpha-D-glucose + pterostilbene
pterostilbene 4'-O-beta-glucopyranoside + UDP
-
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 3-O-beta-D-glucoside
-
about 95% conversion
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 3-O-beta-D-glucoside
-
about 95% conversion
-
-
?
additional information
?
-
-
no activity with 7-amino-4-methylcoumarin 3-acetic acid, N-4-aminobenzoyl-L-glutamic acid, 4-amino-1-benzylpiperidine, harmaline and benzylmercaptan
-
-
-
additional information
?
-
-
no product is detected with 3-hydroxyflavone plus UDP-N-acetylglucosamine or UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
-
no products are detected when UDP-D-glucuronic acid and UDP-N-acetylglucosamine are used as sugar donors
-
-
-
additional information
?
-
-
no product is detected with 3-hydroxyflavone plus UDP-N-acetylglucosamine or UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
-
no products are detected when UDP-D-glucuronic acid and UDP-N-acetylglucosamine are used as sugar donors
-
-
-
additional information
?
-
-
no activity with 7-amino-4-methylcoumarin 3-acetic acid, N-4-aminobenzoyl-L-glutamic acid, 4-amino-1-benzylpiperidine, harmaline and benzylmercaptan
-
-
-
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
an NDP-glycose + an acceptor
a glycosylated acceptor + NDP
-
-
-
-
?
an NDP-glycose + an acceptor
a glycosylated acceptor + NDP
-
-
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Ca2+
the enzyme activity is significantly improved in the presence of Ca2+
Mg2+
Mn2+
the enzyme activity is significantly improved in the presence of Mn2+ with the optimal activity at 10 mM
Mg2+
the enzyme activity is significantly improved in the presence of Mg2+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Infections
Complex Structure of Pseudomonas aeruginosa Arginine Rhamnosyltransferase EarP with Its Acceptor Elongation Factor P.
Tuberculosis
Development of a microtitre plate-based assay for lipid-linked glycosyltransferase products using the mycobacterial cell wall rhamnosyltransferase WbbL.
Tuberculosis
Inactivation of the mycobacterial rhamnosyltransferase, which is needed for the formation of the arabinogalactan-peptidoglycan linker, leads to irreversible loss of viability.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6 - 9
the enzyme displays at least 60% of its maximal activity between pH 6.0 and 9.0
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
