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Information on EC 2.4.1.288 - galactofuranosylgalactofuranosylrhamnosyl-N-acetylglucosaminyl-diphospho-decaprenol beta-1,5/1,6-galactofuranosyltransferase
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EC Tree
2.4.1.288 galactofuranosylgalactofuranosylrhamnosyl-N-acetylglucosaminyl-diphospho-decaprenol beta-1,5/1,6-galactofuranosyltransferaseIUBMB 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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Word Map
- 2.4.1.288
- galactan
-
mycobacterial
- tuberculosis
-
galf
- polysaccharide
-
udp-galf
- udp-galactofuranose
- glycosyltransferases
- arabinogalactan
- glycoconjugate
-
mycolic
- trisaccharide
- tetrasaccharide
-
mycolyl-arabinogalactan-peptidoglycan
-
galactosyltransferase
-
polymerizing
- l-arabinofuranose
- galactomannans
-
anti-tuberculosis
-
fungal-type
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
28
+
=
28
+
28
+
=
28
+
Synonyms
glft2, galactofuranosyltransferase, rv3808c, lpg1l, lpg1g, galactofuranosyl transferase 2, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
galactofuranosyltransferase
galactosyl transferase
GalTr
GlfT2
Rv3808c
GlfT2
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
28 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 = 28 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
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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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.
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CAS REGISTRY NUMBER
COMMENTARY
364048-29-3
-
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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
dTDP-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
GDP-alpha-D-glucopyranose + methyl alpha-D-mannopyrannoside
UDP + ?
-
-
-
?
GDP-alpha-D-mannopyranose + methyl alpha-D-mannopyrannoside
UDP + ?
-
-
-
?
UDP-2''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-3''-deoxy-alpha-D-xylo-hexofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-3-deoxy-alpha-D-threo-hexofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-5''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-5-deoxy-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-5-deoxy-alpha-D-galactofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-6''-O-methyl-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-6-deoxy-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-6-deoxy-alpha-D-galactofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-alpha-D-arabinofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-alpha-D-arabinofuranose + beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl
UDP + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + 12-phenoxy-dodec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
UDP-alpha-D-galactofuranose + 19-phenoxy-nondec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
UDP-alpha-D-galactofuranose + 9-phenoxy-non-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
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
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
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
UDP + ?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->6)-beta-D-Galf-(1->5)-beta-D-Galf-O(CH2)7CH3
?
-
-
-
-
?
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
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-Galf-(1->5)-beta-Galf-(1->6)-beta-Galf-octyl
UDP + ?
-
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 + ?
-
-
-
-
?
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
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
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
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
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
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
nonnatural substrate
-
-
?
UDP-alpha-D-galactofuranose + dec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + methyl alpha-D-mannopyrannoside
UDP + ?
-
-
-
?
UDP-alpha-D-galactofuranose + octyl beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-glucopyranoside
UDP + octyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-glucopyranoside
-
-
-
-
?
UDP-alpha-D-galactopyranose + methyl alpha-D-mannopyrannoside
UDP + ?
-
-
-
?
UDP-alpha-D-glucopyranose + methyl alpha-D-mannopyrannoside
UDP + ?
-
-
-
?
UDP-alpha-D-arabinofuranose + octyl beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf
?
-
-
-
?
UDP-alpha-D-arabinofuranose + octyl beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf
?
-
-
-
?
UDP-alpha-D-galactofuranose + 12-phenoxy-dodec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
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 + 12-phenoxy-dodec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
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 + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + 19-phenoxy-nondec-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + 9-phenoxy-non-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + 9-phenoxy-non-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
UDP + ?
-
-
-
-
?
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
-
-
-
-
?
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
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-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
-
the enzyme adds the third and subsequent alpha-D-galactofuranosyl residues to the growing galactan chain
-
-
?
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
-
-
-
-
?
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
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
UDP + ?
-
-
-
-
?
UDP-alpha-D-galactofuranose + beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
UDP + ?
-
-
-
?
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
-
-
-
?
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
natural 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
-
-
-
?
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
natural substrate
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
-
-
-
?
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
-
-
-
?
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
natural substrate
-
-
?
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donor: UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donor: UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donor: UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donor: UDP-alpha-D-glucuronic acid
-
-
-
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donors: UDP-alpha-D-glucopyranose, UDP-alpha-D-glucuronic acid, GDP-alpha-D-glucopyranose, GDP-alpha-D-mannopyranose
-
-
-
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donors: UDP-alpha-D-glucopyranose, UDP-alpha-D-glucuronic acid, GDP-alpha-D-glucopyranose, GDP-alpha-D-mannopyranose
-
-
-
additional information
?
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donors: UDP-alpha-D-glucopyranose, UDP-alpha-D-glucuronic acid, GDP-alpha-D-glucopyranose, GDP-alpha-D-mannopyranose
-
-
-
additional information
?
-
-
among hexoses, monosaccharides, 4-nitrophenyl-furanoses, 4-nitorphenyl-hexoses and disaccharides tested, only methyl alpha-D-mannopyrannoside efficiently reacts as an acceptor. No donors: UDP-alpha-D-glucopyranose, UDP-alpha-D-glucuronic acid, GDP-alpha-D-glucopyranose, GDP-alpha-D-mannopyranose
-
-
-
additional information
?
-
-
GlfT2 has one active site pocket capable of catalyzing both beta-(1->5) and beta-(1->6) galactofuranosyl transfer reactions
-
-
?
additional information
?
-
-
GlfT2 mediates synthesis of the galactan polymer, which contains between 20 and 40 D-galactofuranose residues connected by alternating beta-D-galactofuranosyl-(1->5)-D-galactofuranose and beta-D-galactofuranosyl-(1->6)-D-galactofuranose linkages. Elongation occurs by addition of D-galactofuranose residues from UDP-alpha-D-galactofuranose to the nonreducing end of a lipid-linked acceptor
-
-
?
additional information
?
-
-
no activity with 4-phenoxy-but-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
-
-
?
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->6)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->6)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->6)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
-
GlfT2 mediates synthesis of the galactan polymer, which contains between 20 and 40 D-galactofuranose residues connected by alternating beta-D-galactofuranosyl-(1->5)-D-galactofuranose and beta-D-galactofuranosyl-(1->6)-D-galactofuranose linkages. Elongation occurs by addition of D-galactofuranose residues from UDP-alpha-D-galactofuranose to the nonreducing end of a lipid-linked acceptor
-
-
?
additional information
?
-
-
no activity with 4-phenoxy-but-2-enyl beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranoside
-
-
?
additional information
?
-
-
octyl alpha-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-glucopyranoside and octyl alpha-D-galactofuranosyl-(1->4)-alpha-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-glucopyranoside are no effective substrates
-
-
?
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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
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
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
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
-
-
-
?
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
natural 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
-
-
-
?
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
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
-
-
-
?
UDP-alpha-D-galactofuranose + D-galactofuranosyl-(1->6)-beta-D-galactofuranose
UDP + D-galactofuranosyl-(1->5)-beta-D-galactofuranosyl-(1->6)-beta-D-galactofuranose
-
-
-
?
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
additional information
?
-
GlfT2 is promiscuous in its substrate preferences. It preferentially acts on substrates in which the lipid-bearing Gal residue is connected to the sequence by a (1->)-beta-glycosidic linkage. The preferential formation of alternating (1->6)-beta-Galf and (1->5)-beta-Galf residues arises not from substrate binding but during catalytic processive polymerization
-
-
-
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mn2+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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-6''-O-methyl-alpha-D-galactofuranose
-
26% inhibition at 1.25 mM
additional information
-
not inhibited by UDP-2''-O-methyl-alpha-D-galactofuranose
-
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Tuberculosis
Biosynthesis of Galactan in Mycobacterium tuberculosis as a Viable TB Drug Target?
Tuberculosis
Cell wall core galactofuran synthesis is essential for growth of mycobacteria.
Tuberculosis
Comparing Galactan Biosynthesis in Mycobacterium tuberculosis and Corynebacterium diphtheriae.
Tuberculosis
Expression, purification and characterisation of soluble GlfT and the identification of a novel galactofuranosyltransferase Rv3782 involved in priming GlfT-mediated galactan polymerisation in Mycobacterium tuberculosis.
Tuberculosis
Expression, purification, and characterization of a galactofuranosyltransferase involved in Mycobacterium tuberculosis arabinogalactan biosynthesis.
Tuberculosis
Fluorosugar chain termination agents as probes of the sequence specificity of a carbohydrate polymerase.
Tuberculosis
Galactan biosynthesis in Mycobacterium tuberculosis. Identification of a bifunctional UDP-galactofuranosyltransferase.
Tuberculosis
How Mycobacterium Tuberculosis Galactofuranosyltransferase GlfT2 Generates Alternating ?-(1-6) and ?-(1-5) linkages: QM/MM Molecular Dynamics Study of the Chemical Steps.
Tuberculosis
Identification of a novel galactosyl transferase involved in biosynthesis of the mycobacterial cell wall.
Tuberculosis
Inhibition of Escherichia coli glycosyltransferase MurG and Mycobacterium tuberculosis Gal transferase by uridine-linked transition state mimics.
Tuberculosis
STD-NMR studies of two acceptor substrates of GlfT2, a galactofuranosyltransferase from Mycobacterium tuberculosis: epitope mapping studies.
Tuberculosis
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.
Tuberculosis
Synthesis of sugar-amino acid-nucleosides as potential glycosyltransferase inhibitors.
Tuberculosis
The LPG1x family from Leishmania major is constituted of rare eukaryotic galactofuranosyltransferases with unprecedented catalytic properties.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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
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
0.6
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
wild type enzyme, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
1.54
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme H413S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
1.78
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme E300S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
1.78
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme W399S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.0038
UDP-alpha-D-galactofuranose
-
apparent value, spectrophotometric assay, in 50 mM MOPS, pH 7.9, 50 mM KCl, 20 mM MgCl2, at 37°C
0.25
UDP-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
0.38
UDP-alpha-D-galactofuranose
wild type enzyme, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.41
UDP-alpha-D-galactofuranose
mutant enzyme W399S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.42
UDP-alpha-D-galactofuranose
mutant enzyme E300S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.43
UDP-alpha-D-galactofuranose
mutant enzyme H413S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
1
UDP-alpha-D-galactofuranose
-
using beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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
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
0.004
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme H413S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.005
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme E300S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.006
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
mutant enzyme W399S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
7.2
beta-D-Galf-(1->5)-beta-D-Galf-(1->6)-beta-D-Galf-O(CH2)7CH3
wild type enzyme, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.004
UDP-alpha-D-galactofuranose
mutant enzyme H413S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.005
UDP-alpha-D-galactofuranose
mutant enzyme E300S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.006
UDP-alpha-D-galactofuranose
mutant enzyme W399S, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
0.33
UDP-alpha-D-galactofuranose
-
using beta-Galf-(1->6)-beta-Galf-(1->5)-beta-Galf-octyl as cosubstrate, in 50 mM MOPS pH 7.6 with 20 mM MgCl2, 5 mM 2-mercaptoethanol, at 37°C
2.18
UDP-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
7.2
UDP-alpha-D-galactofuranose
-
spectrophotometric assay, in 50 mM MOPS, pH 7.9, 50 mM KCl, 20 mM MgCl2, at 37°C
7.2
UDP-alpha-D-galactofuranose
wild type enzyme, in 50 mM MOPS, pH 7.6, 50 mM KCl, 20 mM MgCl2, at 37°C
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
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