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Information on EC 2.7.8.35 - UDP-N-acetylglucosamine-decaprenyl-phosphate N-acetylglucosaminephosphotransferase
for references in articles please use BRENDA:EC2.7.8.35
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EC Tree 2 Transferases
2.7 Transferring phosphorus-containing groups
2.7.8 Transferases for other substituted phosphate groups
2.7.8.35 UDP-N-acetylglucosamine-decaprenyl-phosphate N-acetylglucosaminephosphotransferase
IUBMB Comments
Isolated from Mycobacterium tuberculosis and Mycobacterium smegmatis. This enzyme catalyses the synthesis of monotrans,octacis-decaprenyl-N-acetyl-α-D-glucosaminyl diphosphate (mycobacterial lipid I), an essential lipid intermediate for the biosynthesis of various bacterial cell envelope components. cf. EC 2.7.8.33, UDP-GlcNAc:undecaprenyl-phosphate GlcNAc-1-phosphate transferase.
The enzyme appears in viruses and cellular organisms
- 2.7.8.35
- dolichol
-
udp-glcnac:dolichol
- tunicamycin
- lipopolysaccharide
- phospholipids
- pyrophosphate
- tuberculosis
-
enterobacterial
-
delipidated
- drug development
- peptidoglycan
-
n-linked
- n-acetylglucosamine-1-phosphate
-
lipid-linked
- phosphatidylethanolamine
-
mycobacterial
- prolactin
-
o-antigen
- phosphatidylcholine
- cardiolipin
Reaction Schemes
showSynonyms
glcnac-1-phosphate transferase, msmeg_4947, rv1302, polyprenyl phosphate-glcnac-1-phosphate transferase, udp-glcnac undecaprenyl phosphate glcnac-1-phosphate transferase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
decaprenyl-phosphate N-acetylglucosaminephosphotransferase
GlcNAc-1-phosphate transferase
MSMEG 4947
MSMEG_4947
N-acetylglucosamine-1-phosphate transferase
polyprenyl phosphate-GlcNAc-1-phosphate transferase
UDP-GlcNAc: undecaprenyl phosphate GlcNAc-1-phosphate transferase
UDP-GlcNAc:undecaprenyl phosphate GlcNAc-1-phosphate transferase
-
-
-
-
WecA
WecA transferase
-
-
-
-
decaprenyl-phosphate N-acetylglucosaminephosphotransferase
UniProt
decaprenyl-phosphate N-acetylglucosaminephosphotransferase
UniProt
-
GlcNAc-1-phosphate transferase
-
-
-
-
polyprenyl phosphate-GlcNAc-1-phosphate transferase
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
-
UDP-GlcNAc: undecaprenyl phosphate GlcNAc-1-phosphate transferase
-
-
UDP-GlcNAc: undecaprenyl phosphate GlcNAc-1-phosphate transferase
-
-
UDP-GlcNAc: undecaprenyl phosphate GlcNAc-1-phosphate transferase
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
-
-
WecA
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate = UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
mycolyl-arabinogalactan-peptidoglycan complex biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-N-acetyl-alpha-D-glucosamine:trans,octacis-decaprenyl-phosphate N-acetylglucosaminephosphotransferase
Isolated from Mycobacterium tuberculosis and Mycobacterium smegmatis. This enzyme catalyses the synthesis of monotrans,octacis-decaprenyl-N-acetyl-alpha-D-glucosaminyl diphosphate (mycobacterial lipid I), an essential lipid intermediate for the biosynthesis of various bacterial cell envelope components. cf. EC 2.7.8.33, UDP-GlcNAc:undecaprenyl-phosphate GlcNAc-1-phosphate transferase.
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CAS REGISTRY NUMBER
COMMENTARY
313355-28-1
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
-
Substrates: -
Products: -
Products: -
r
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
-
Substrates: -
Products: -
Products: -
r
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
Substrates: -
Products: -
Products: -
r
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: specificity of WecA against truncated prenyl phosphates, overview. Decaprenyl phosphate and undecaprenyl phosphate are equally effective, no activity with substrates that have shorter prenyl chains
Products: -
Products: -
?
additional information
?
-
Substrates: specificity of WecA against truncated prenyl phosphates, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: specificity of WecA against truncated prenyl phosphates, overview
Products: -
Products: -
?
additional information
?
-
Substrates: specificity of WecA against truncated prenyl phosphates, overview
Products: -
Products: -
?
additional information
?
-
Substrates: specificity of WecA against truncated prenyl phosphates, overview. Decaprenyl phosphate and undecaprenyl phosphate are equally effective, no activity with substrates that have shorter prenyl chains
Products: -
Products: -
?
additional information
?
-
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
Substrates: specificity of WecA against truncated prenyl phosphates, overview. Decaprenyl phosphate and undecaprenyl phosphate are equally effective, no activity with substrates that have shorter prenyl chains
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Substrates: -
Products: -
Products: -
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
Substrates: -
Products: -
Products: -
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
CPZEN-45
a caprazamycin derivative, CPZEN-45 shows excellent antitubercular activity against not only drug-sensitive strains but also some multidrug-resistant tuberculosis and extensively drug-resistant tuberculosis strains
Rifampin
the sensitivity of wild-type mc2155 strain against rifampin is enhanced in the presence of low concentrations of tunicamycin, a natural WecA inhibitor. An enzyme knockdown mutant strain also shows increased sensitivity to rifampin
DMSO
50% inhibition at 10% v/v, no inhibition at 2.86% v/v
UT-01320
a selective WecA inhibitor that kills both replicating and non-replicating Mycobacterium tuberculosis cells at 0.0015-0.00258 mg/ml , respectively
additional information
synthesis and evaluation of a series of capuramycin analogues as WecA enzyme inhibitors. No inhibition by capuramycin, UT-01309, and SQ641
-
additional information
synthesis and evaluation of a series of capuramycin analogues as WecA enzyme inhibitors. No inhibition by capuramycin, UT-01309, and SQ641
-
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Tuberculosis
Fluorescence-based assay for polyprenyl phosphate-GlcNAc-1-phosphate transferase (WecA) and identification of novel antimycobacterial WecA inhibitors.
Tuberculosis
Mycobacterium tuberculosis Rv1302 and Mycobacterium smegmatis MSMEG_4947 have WecA function and MSMEG_4947 is required for the growth of M. smegmatis.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
Michaelis-Menten enzyme kinetics
-
additional information
additional information
-
Michaelis-Menten enzyme kinetics
-
additional information
additional information
Michaelis-Menten enzyme kinetics
-
additional information
additional information
Michaelis-Menten enzyme kinetics
-
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00004
CPZEN-45
Mycobacterium tuberculosis
pH and temperature not specified in the publication
0.004
Vancomycin
Mycobacterium tuberculosis
pH and temperature not specified in the publication
additional information
additional information
Escherichia coli
IC50 for tunicamycin is 120 ng/ml at pH 8.0 37°C
-
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
metabolism
physiological function
malfunction
-
the disruption of MSMEG 4947 in the Mycobaterium smegmatis genome results in the loss of viability at 42°C and causes drastic morphological changes like pear shape and larger diameter
malfunction
inhibition of WecA will block the entire biosynthesis of essential cell wall components of Mtb in both replicating and non-replicating states
malfunction
a Mycobacterium smegmatis wecA knockdown strain regulated by antisense RNA has a decreased growth rate and the amount of live bacterial cells drops. In addition, the wecA knockdown strain exhibits dramatically morphological alterations. The wecA knockdown strain is more sensitive to rifampin, compared with the wecA normal-expression strain
malfunction
-
inhibition of WecA will block the entire biosynthesis of essential cell wall components of Mtb in both replicating and non-replicating states
-
malfunction
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
the disruption of MSMEG 4947 in the Mycobaterium smegmatis genome results in the loss of viability at 42°C and causes drastic morphological changes like pear shape and larger diameter
-
malfunction
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
a Mycobacterium smegmatis wecA knockdown strain regulated by antisense RNA has a decreased growth rate and the amount of live bacterial cells drops. In addition, the wecA knockdown strain exhibits dramatically morphological alterations. The wecA knockdown strain is more sensitive to rifampin, compared with the wecA normal-expression strain
-
metabolism
-
the enzyme catalyzes the first step in the biosynthesis of lipopolysaccharide O-antigen
metabolism
-
the enzyme catalyzes the first step in the biosynthesis of lipopolysaccharide O-antigen
metabolism
the enzyme is involved in the biosynthesis of the mycolylarabinogalactan of the cell wall of Mycobacterium tuberculosis
metabolism
-
the enzyme is involved in the biosynthesis of the mycolylarabinogalactan of the cell wall of Mycobacterium tuberculosis
-
metabolism
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
the enzyme catalyzes the first step in the biosynthesis of lipopolysaccharide O-antigen
-
physiological function
WecA catalyzes the transformation from UDP-N-acetyl-alpha-D-glucosamine to N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol the first membrane-anchored glycophospholipid that is responsible for the biosynthesis of mycolylarabinogalactan
physiological function
wecA is an essential gene for mycobacterial growth
physiological function
-
WecA catalyzes the transformation from UDP-N-acetyl-alpha-D-glucosamine to N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol the first membrane-anchored glycophospholipid that is responsible for the biosynthesis of mycolylarabinogalactan
-
physiological function
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
wecA is an essential gene for mycobacterial growth
-
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). WECA_MYCS2
Mycolicibacterium smegmatis (strain ATCC 700084 / mc(2)155)
406
11
42390
Swiss-Prot
-
WECA_MYCTU
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
404
11
42257
Swiss-Prot
-
WECA_MYCTO
Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh)
404
11
42257
Swiss-Prot
-
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
construction of a Mycobacterium smegmatis wecA knockdown strain by using a tetracycline-inducible expression vector pMind, the expression of WecA is regulated by antisense RNA
additional information
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
construction of a Mycobacterium smegmatis wecA knockdown strain by using a tetracycline-inducible expression vector pMind, the expression of WecA is regulated by antisense RNA
-
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
preparation of membrane fraction
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in wecA-defective Escherichia coli MV501 cells
gene wecA, recombinant expression in Mycobacterium smegmatis strain 8a10
gene wecA, recombinant overexpression in Escherichia coli strain BL21
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
drug development
drug development
enzyme WecA is a promising target for the development of antituberculous drugs as a countermeasure of drug resistant tuberculosis
drug development
the enzyme is a target for development of drugs
drug development
-
enzyme WecA is a promising target for the development of antituberculous drugs as a countermeasure of drug resistant tuberculosis
-
drug development
-
the enzyme is a target for development of drugs
-
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Jin, Y.; Xin, Y.; Zhang, W.; Ma, Y.
Mycobacterium tuberculosis Rv1302 and Mycobacterium smegmatis MSMEG 4947 have WecA function and MSMEG 4947 is required for the growth of M. smegmatis
FEMS Microbiol. Lett.
310
54-61
2010
Mycobacterium tuberculosis, Mycolicibacterium smegmatis, Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
brenda
Mitachi, K.; Siricilla, S.; Yang, D.; Kong, Y.; Skorupinska-Tudek, K.; Swiezewska, E.; Franzblau, S.G.; Kurosu, M.
Fluorescence-based assay for polyprenyl phosphate-GlcNAc-1-phosphate transferase (WecA) and identification of novel antimycobacterial WecA inhibitors
Anal. Biochem.
512
78-90
2016
Escherichia coli (P0AC78), Mycobacterium tuberculosis (P9WMW5), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WMW5), Mycolicibacterium smegmatis (A0R211), Mycolicibacterium smegmatis mc(2)155 / ATCC 700084 (A0R211)
brenda
Xu, L.; Qian, L.; Kang, J.; Sha, S.; Xin, Y.; Lu, S.; Ma, Y.
Down-regulation of N-acetylglucosamine-1-phosphate transferase (WecA) enhanced the sensitivity of Mycobacterium smegmatis against rifampin
J. Appl. Microbiol.
121
966-972
2016
Mycolicibacterium smegmatis (A0R211), Mycolicibacterium smegmatis mc(2)155 / ATCC 700084 (A0R211)
brenda
Ishizaki, Y.; Hayashi, C.; Inoue, K.; Igarashi, M.; Takahashi, Y.; Pujari, V.; Crick, D.C.; Brennan, P.J.; Nomoto, A.
Inhibition of the first step in synthesis of the mycobacterial cell wall core, catalyzed by the GlcNAc-1-phosphate transferase WecA, by the novel caprazamycin derivative CPZEN-45
J. Biol. Chem.
288
30309-30319
2013
Mycobacterium tuberculosis (P9WMW5), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WMW5)
brenda
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