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Information on EC 2.7.8.35 - UDP-N-acetylglucosamine-decaprenyl-phosphate N-acetylglucosaminephosphotransferase and Organism(s) Mycobacterium tuberculosis and UniProt Accession P9WMW5

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IUBMB Comments
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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This record set is specific for:
Mycobacterium tuberculosis
UNIPROT: P9WMW5
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Word Map
The taxonomic range for the selected organisms is: Mycobacterium tuberculosis
The enzyme appears in selected viruses and cellular organisms
Synonyms
glcnac-1-phosphate transferase, msmeg_4947, rv1302, polyprenyl phosphate-glcnac-1-phosphate transferase, udp-glcnac undecaprenyl phosphate glcnac-1-phosphate transferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decaprenyl-phosphate N-acetylglucosaminephosphotransferase
UniProt
GlcNAc-1-phosphate transferase
-
polyprenyl phosphate-GlcNAc-1-phosphate transferase
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GlcNAc-1-phosphate transferase
-
-
-
-
UDP-GlcNAc: undecaprenyl phosphate GlcNAc-1-phosphate transferase
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UDP-GlcNAc:undecaprenyl phosphate GlcNAc-1-phosphate transferase
-
-
-
-
WecA transferase
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-
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.
CAS REGISTRY NUMBER
COMMENTARY hide
313355-28-1
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
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
show the reaction diagram
-
-
-
?
UDP-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
show the reaction diagram
-
-
-
-
r
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-N-acetyl-alpha-D-glucosamine + trans,octacis-decaprenyl phosphate
UMP + N-acetyl-alpha-D-glucosaminyl-diphospho-trans,octacis-decaprenol
show the reaction diagram
-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
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
tunicamycin
UT-01320
a selective WecA inhibitor that kills both replicating and non-replicating Mycobacterium tuberculosis cells at 0.0015-0.00258 mg/ml , respectively
Vancomycin
weak inhibition
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
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
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
inhibition of WecA will block the entire biosynthesis of essential cell wall components of Mtb in both replicating and non-replicating states
metabolism
the enzyme is involved in the biosynthesis of the mycolylarabinogalactan of the cell wall of Mycobacterium tuberculosis
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
metabolism
-
the enzyme catalyzes the first step in the biosynthesis of lipopolysaccharide O-antigen
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
preparation of membrane fraction
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene wecA, recombinant expression in Mycobacterium smegmatis strain 8a10
expressed in wecA-defective Escherichia coli MV501 cells
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
drug development
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
Manually annotated by BRENDA team
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)
Manually annotated by BRENDA team
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)
Manually annotated by BRENDA team