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Information on EC 2.4.1.288 - galactofuranosylgalactofuranosylrhamnosyl-N-acetylglucosaminyl-diphospho-decaprenol beta-1,5/1,6-galactofuranosyltransferase and Organism(s) Mycobacterium tuberculosis and UniProt Accession O53585

for references in articles please use BRENDA:EC2.4.1.288
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EC Tree
IUBMB Comments
Isolated from Mycobacterium tuberculosis. The enzyme adds approximately twenty-eight galactofuranosyl residues with alternating 1->5 and 1->6 links forming a galactan domain with approximately thirty galactofuranosyl residues. Involved in the formation of the cell wall in mycobacteria.
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Mycobacterium tuberculosis
UNIPROT: O53585
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The taxonomic range for the selected organisms is: Mycobacterium tuberculosis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
glft2, galactofuranosyltransferase, rv3808c, lpg1l, lpg1g, galactofuranosyl transferase 2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
galactofuranosyltransferase
-
galactofuranosyltransferase
-
-
galactosyl transferase
-
-
GlfT2
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
UDP-alpha-D-galactofuranose:beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol 4-beta/5-beta-D-galactofuranosyltransferase
Isolated from Mycobacterium tuberculosis. The enzyme adds approximately twenty-eight galactofuranosyl residues with alternating 1->5 and 1->6 links forming a galactan domain with approximately thirty galactofuranosyl residues. Involved in the formation of the cell wall in mycobacteria.
CAS REGISTRY NUMBER
COMMENTARY hide
364048-29-3
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-alpha-D-arabinofuranose + octyl beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf
?
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
UDP + [beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)]14-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
show the reaction diagram
the beta-(1->5)-transferase activity of the enzyme first glycosylates the galactofuranosyl residue at the nonreducing terminus of the polyprenol-bound tetrasaccharide acceptor. The resulting product is then a substrate for the beta-(1->6)-transferase activity of the enzyme
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
UDP + ?
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
show the reaction diagram
nonnatural substrate
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
show the reaction diagram
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
natural substrate
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
nonnatural substrate
-
-
?
dTDP-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-2''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-3''-deoxy-alpha-D-xylo-hexofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-3-deoxy-alpha-D-threo-hexofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-5''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-5-deoxy-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-5-deoxy-alpha-D-galactofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-6''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-6-deoxy-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-6-deoxy-alpha-D-galactofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-arabinofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-arabinofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + 12-phenoxy-dodec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
show the reaction diagram
-
the enzyme functions as a processive polymerase only with 12-phenoxy-dodec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
-
-
?
UDP-alpha-D-galactofuranose + 19-phenoxy-nondec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + 9-phenoxy-non-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
UDP + [beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)]14-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
show the reaction diagram
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
beta-D-Galf-(1->6)-beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->6)-beta-D-Galf-(1->5)-beta-D-Galf-O(CH2)7CH3
?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->6)-beta-D-Galf-(1->5)-beta-D-Galf-O(CH2)7CH3
UDP + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-(1->5)-beta-D-Galf-O(CH2)7CH3
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
best donor-acceptor combination, dual recognition of both the terminal C-5 and C-6 hydroxyl groups of the acceptor substrate are required for GlfT2 activity
-
-
?
UDP-alpha-D-galactofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-galactofuranose + dec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
show the reaction diagram
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
show the reaction diagram
natural substrate
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mn2+
Mn2+ is bound to the active site
Mg2+
-
essential for catalysis
Mn2+
-
essential for catalysis
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1S,2S,3S,4S,5R)-1-[(1S)-1,2-dihydroxyethyl]-4-[[(furan-2-yl)methyl]amino]bicyclo[3.1.0]hexane-2,3-diol
UDP-Gal analogue, 82% inhibition at 4 mM
(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl hydrogen ((E)-((3R,4R,5S)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-ylidene)fluoromethyl)phosphonate
-
(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl hydrogen ((Z)-((3R,4R,5S)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-ylidene)fluoromethyl)phosphonate
-
(3S,4S)-3-(1,2-dihydroxyethyl)-4-hydroxy-1-(2-phenylethyl)tetrahydrothiophenium chloride
sulfonium ion compound as analogue of the donor substrate, uridine diphosphategalactofuranose. The compound contains moieties that mimic both galactofuranose and uridine diphosphate domains, and carries a permanent positive charge to mimic the oxocarbenium ion-like transition state. About 60% inhibition at 4 mM
(3S,4S)-3-(1,2-dihydroxyethyl)-4-hydroxy-1-[2-(4-nitrophenyl)ethyl]tetrahydrothiophenium bromide
sulfonium ion compound as analogue of the donor substrate, uridine diphosphategalactofuranose. The compound contains moieties that mimic both galactofuranose and uridine diphosphate domains, and carries a permanent positive charge to mimic the oxocarbenium ion-like transition state. About 50% inhibition at 4 mM
2-[(5E)-5-[(3,4-dichlorophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-(4-iodophenyl)propanoic acid
UDP-galactopyranose mutase inhibitor, binding energy value of -8.08 kcal/mol. Compound passes the ADME evaluation and the predicted toxicity evaluation
UDP-3''-deoxy-alpha-D-xylo-hexofuranose
-
68% inhibition at 1.25 mM
UDP-5''-O-methyl-alpha-D-galactofuranose
-
15% inhibition at 1.25 mM
UDP-5-deoxy-alpha-D-galactofuranose
-
10% inhibition at 1.25 mM
UDP-6''-O-methyl-alpha-D-galactofuranose
-
26% inhibition at 1.25 mM
UDP-alpha-D-arabinofuranose
-
less than 1% inhibition at 1.25 mM
additional information
-
not inhibited by UDP-2''-O-methyl-alpha-D-galactofuranose
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.6 - 1.78
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
0.029
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.19
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.066
D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.013
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.013
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.034
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.38 - 0.43
UDP-alpha-D-galactofuranose
1.9
dTDP-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.5
UDP-3-deoxy-alpha-D-threo-hexofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.9
UDP-5-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
1
UDP-6-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.9
UDP-alpha-D-arabinofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.0038 - 1
UDP-alpha-D-galactofuranose
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.004 - 7.2
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
0.87
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.72
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
1
D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
3.7
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
2.9
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
5.3
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.004 - 7.2
UDP-alpha-D-galactofuranose
1.62
dTDP-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.02
UDP-3-deoxy-alpha-D-threo-hexofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.17
UDP-5-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
1.32
UDP-6-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.25
UDP-alpha-D-arabinofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.33 - 7.2
UDP-alpha-D-galactofuranose
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
30
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
3.8
D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
15
D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
280
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
220
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
160
D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
pH not specified in the publication, temperature not specified in the publication
0.33
dTDP-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.04
UDP-3-deoxy-alpha-D-threo-hexofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.2
UDP-5-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
1.17
UDP-6-deoxy-alpha-D-galactofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.25
UDP-alpha-D-arabinofuranose
-
using beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.33 - 8.3
UDP-alpha-D-galactofuranose
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.12
UDP-3''-deoxy-alpha-D-xylo-hexofuranose
-
in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.18
(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl hydrogen ((E)-((3R,4R,5S)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-ylidene)fluoromethyl)phosphonate
Mycobacterium tuberculosis
pH not specified in the publication, temperature not specified in the publication
0.55
(2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl hydrogen ((Z)-((3R,4R,5S)-5-((R)-1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-ylidene)fluoromethyl)phosphonate
Mycobacterium tuberculosis
pH not specified in the publication, temperature not specified in the publication
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0008
-
using UDP-5-deoxy-alpha-D-galactofuranose and beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.004
-
using UDP-2''-O-methyl-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.006
-
using UDP-5''-O-methyl-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.007
-
using UDP-6''-O-methyl-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.012
-
using UDP-6-deoxy-alpha-D-galactofuranose and beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.1
-
using UDP-5-deoxy-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.35
-
using dTDP-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
0.9
-
using UDP-6-deoxy-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
1.6
-
using UDP-alpha-D-galactofuranose and beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl as substrates, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
metabolism
physiological function
-
the enzyme mediates the cell wall galactan production through a sequence-specific polymerization
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
71506
-
x * 71506, calculated from amino acid sequence
73500
-
x * 73500, His-tagged enzyme, estimated from SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homotetramer
x-ray crystallography
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging drop vapor diffusion method, free enzyme is crystallized using 5-7% (w/v) PEG 4000, 100 mM sodium cacodylate, pH 6.5, 100 mM sodium acetate. UDP-bound enzyme is crystallized using 6-7% (w/v) PEG 4000, 100 mM sodium acetate, 10% (v/v) glycerol, 5 mM TCEP, at 22°C
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D372S
the mutant shows no detectable activity
E300S
the mutant exhibits increased Km and strongly decreased kcat values compare to the wild type enzyme
E371S
the mutant shows no detectable activity
H413S
the mutant exhibits increased Km and strongly decreased kcat values compare to the wild type enzyme
W399S
the mutant exhibits increased Km and strongly decreased kcat values compare to the wild type enzyme
D256A
-
the mutant shows almost no activity even in the presence of Mn2+ or Mg2+
D256E
-
the mutant shows almost no activity even in the presence of Mn2+ or Mg2+
D258A
-
the mutant shows almost no activity in the presence of Mg2+, but wild type activity in the presence of Mn2+
D258E
-
the mutant shows almost no activity in the presence of Mg2+, and about 10% activity in the presence of Mn2+ as compared to the wild type enzyme
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-80°C, purified enzyme with 20% (v/v) glycerol, four months, no significant loss of activity
-
4°C, purified enzyme with 20% (v/v) glycerol, 2 weeks, no significant loss of activity
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
nickel-Sepharose column chromatography and Sephacryl S-200 gel filtration
HisTrap column chromatography, gel filtration
-
Ni2+-NTA agarose column chromatography and Sephacryl S-100 gel filtration
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli C41(DE3) cells
expressed in Escherichia coli Rosetta (DE3) Quarters cells
-
expressed in Escherichia coli Tuner (DE3) cells
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
May, J.F.; Levengood, M.R.; Splain, R.A.; Brown, C.D.; Kiessling, L.L.
A processive carbohydrate polymerase that mediates bifunctional catalysis using a single active site
Biochemistry
51
1148-1159
2012
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Manually annotated by BRENDA team
Rose, N.L.; Zheng, R.B.; Pearcey, J.; Zhou, R.; Completo, G.C.; Lowary, T.L.
Development of a coupled spectrophotometric assay for GlfT2, a bifunctional mycobacterial galactofuranosyltransferase
Carbohydr. Res.
343
2130-2139
2008
Mycobacterium tuberculosis
Manually annotated by BRENDA team
Szczepina, M.G.; Zheng, R.B.; Completo, G.C.; Lowary, T.L.; Pinto, B.M.
STD-NMR studies suggest that two acceptor substrates for GlfT2, a bifunctional galactofuranosyltransferase required for the biosynthesis of Mycobacterium tuberculosis arabinogalactan, compete for the same binding site
ChemBioChem
10
2052-2059
2009
Mycobacterium tuberculosis
Manually annotated by BRENDA team
Brown, C.D.; Rusek, M.S.; Kiessling, L.L.
Fluorosugar chain termination agents as probes of the sequence specificity of a carbohydrate polymerase
J. Am. Chem. Soc.
134
6552-6555
2012
Mycobacterium tuberculosis
Manually annotated by BRENDA team
Mikusova, K.; Belanova, M.; Kordulakova, J.; Honda, K.; McNeil, M.; Mahapatra, S.; Crick, D.; Brennan, P.
Identification of a novel galactosyl transferase involved in biosynthesis of the mycobacterial cell wall
J. Bacteriol.
188
6592-6598
2006
Mycobacterium tuberculosis
Manually annotated by BRENDA team
Wheatley, R.W.; Zheng, R.B.; Richards, M.R.; Lowary, T.L.; Ng, K.K.
Tetrameric structure of the GlfT2 galactofuranosyltransferase reveals a scaffold for the assembly of mycobacterial arabinogalactan
J. Biol. Chem.
287
28132-28143
2012
Mycobacterium tuberculosis (O53585)
Manually annotated by BRENDA team
Poulin, M.B.; Zhou, R.; Lowary, T.L.
Synthetic UDP-galactofuranose analogs reveal critical enzyme-substrate interactions in GlfT2-catalyzed mycobacterial galactan assembly
Org. Biomol. Chem.
10
4074-4087
2012
Mycobacterium tuberculosis
Manually annotated by BRENDA team
May, J.F.; Splain, R.A.; Brotschi, C.; Kiessling, L.L.
A tethering mechanism for length control in a processive carbohydrate polymerization
Proc. Natl. Acad. Sci. USA
106
11851-11856
2009
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Manually annotated by BRENDA team
Dumitrescu, L.; Eppe, G.; Tikad, A.; Pan, W.; El Bkassiny, S.; Gurcha, S.; Arda, A.; Jimenez-Barbero, J.; Besra, G.; Vincent, S.
Selectfluor and NFSI exo-glycal fluorination strategies applied to the enhancement of the binding affinity of galactofuranosyltransferase GlfT2 inhibitors
Chemistry
20
15208-15215
2014
Mycobacterium tuberculosis (O53585), Mycobacterium tuberculosis ATCC 25618 (O53585)
Manually annotated by BRENDA team
Li, J.; Lowary, T.
Sulfonium ions as inhibitors of the mycobacterial galactofuranosyltransferase GlfT2
MedChemComm
5
1130-1137
2014
Mycobacterium tuberculosis (O53585), Mycobacterium tuberculosis ATCC 25618 (O53585)
-
Manually annotated by BRENDA team
Janos, P.; Kozmon, S.; Tvaroska, I.; Koca, J.
How Mycobacterium tuberculosis galactofuranosyl transferase 2 (GlfT2) generates alternating beta-(1-6) and beta-(1-5) linkages A QM/MM molecular dynamics study of the chemical steps
Chemistry
24
7051-7059
2018
Mycobacterium tuberculosis (O53585), Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618 (O53585)
Manually annotated by BRENDA team
Yamatsugu, K.; Splain, R.A.; Kiessling, L.L.
Fidelity and promiscuity of a mycobacterial glycosyltransferase
J. Am. Chem. Soc.
138
9205-9211
2016
Mycobacterium tuberculosis (O53585), Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618 (O53585)
Manually annotated by BRENDA team
Lowary, T.; Li, J.
Synthesis and evaluation of bicyclo[3.1.0]hexane-based UDP-Galf analogues as inhibitors of the mycobacterial galactofuranosyltransferase GlfT2
Molecules
21
1053
2016
Mycobacterium tuberculosis (O53585), Mycobacterium tuberculosis ATCC 25618 (O53585)
Manually annotated by BRENDA team
Ortiz, C.; Completo, G.; Nacario, R.; Nellas, R.
Potential inhibitors of galactofuranosyltransferase 2 (GlfT2) molecular docking, 3D-QSAR, and in silico ADMETox studies
Sci. Rep.
9
17096
2019
Mycobacterium tuberculosis (O53585)
Manually annotated by BRENDA team