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Information on EC 2.3.2.10 - UDP-N-acetylmuramoylpentapeptide-lysine N6-alanyltransferase and Organism(s) Weissella viridescens and UniProt Accession Q9EY50

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IUBMB Comments
Also acts on L-seryl-tRNASer.
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This record set is specific for:
Weissella viridescens
UNIPROT: Q9EY50
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The taxonomic range for the selected organisms is: Weissella viridescens
The enzyme appears in selected viruses and cellular organisms
Synonyms
femxwv, alanyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
alanyl-transfer ribonucleate-uridine diphosphoacetylmuramoylpentapeptide transferase
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-
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alanyltransferase
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alanyltransferase, uridine diphosphoacetylmuramoylpentapeptide lysine N6-
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FemXWv transferase
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UDP-N-acetylmuramoylpentapeptide lysine N6-alanyltransferase
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uridine diphosphoacetylmuramoylpentapeptide lysine N6-alanyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
L-alanyl-tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine = tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
aminoacyl group transfer
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
L-alanyl-tRNAAla:UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine N6-alanyltransferase
Also acts on L-seryl-tRNASer.
CAS REGISTRY NUMBER
COMMENTARY hide
37257-26-4
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
L-alanyl-tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
glycyl-tRNAGly + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAGly + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(glycyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
-
poor substrate
-
-
ir
L-alanyl-tRNA(Ala) + UDP-N-acetylmuramoyl-pentapeptide containing L-lysine
?
show the reaction diagram
-
-
-
-
r
L-alanyl-tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
-
-
-
-
?
L-alanyl-tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
L-alanyl-tRNASer + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNASer + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
-
-
-
?
L-cysteinyl-tRNACys + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNACys + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-cysteinyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
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-
-
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ir
L-seryl-tRNASer + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNASer + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-seryl)-L-lysyl-D-alanyl-D-alanine
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
L-alanyl-tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
production of precursors for branched chain peptidoglycans, involved in the synthesis of bacterial cell walls
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-
?
L-alanyl-tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
-
-
-
-
?
L-alanyl-tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
tRNAAla + UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-N6-(L-alanyl)-L-lysyl-D-alanyl-D-alanine
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
no activation by EDTA or metal ions
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
aminoacyl-tRNA analogue C
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aminoacyl-tRNA analogue C'
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oxa-helixAla
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oxa-helixGly
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oxa-helixSer
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Ser-tRNA
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versus UDP-acetylmuramoylpentapeptide
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
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product inhibition
additional information
-
no inhibition by EDTA or metal ions
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0017
L-alanyl-tRNA
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pH 7.5, 30°C
0.015 - 0.061
L-alanyl-tRNA(Ala)
0.0002 - 0.165
UDP-acetylmuramoylpentapeptide
0.079
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
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pH 7.5, 30°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
26.7
L-alanyl-tRNA
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pH 7.5, 30°C
0.183 - 11
L-alanyl-tRNAAla
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.248
Ser-tRNA
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versus UDP-acetylmuramoylpentapeptide
0.048
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
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product inhibition
additional information
additional information
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0024
aminoacyl-tRNA analogue C
Weissella viridescens
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0.0041
aminoacyl-tRNA analogue C'
Weissella viridescens
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0.0014
oxa-helixAla
Weissella viridescens
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0.067
oxa-helixGly
Weissella viridescens
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0.015
oxa-helixSer
Weissella viridescens
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-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
276
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purified enzyme
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.8 - 7.2
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L-alanyl-tRNA
7.2 - 7.6
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L-seryl-tRNA
additional information
-
broad maximum
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.2 - 8.6
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L-alanyl-tRNA, about 80% of maximal activity at pH 5.2 and pH 8.6
6.1 - 8.6
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L-seryl-tRNA, about half-maximal activity at pH 6.1 and about 90% of maximal activity at pH 8.6
additional information
-
pK values of 5.5 and 9.3
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
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inhibition assay
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SwissProt
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
FEMX_WEIVI
336
0
38284
Swiss-Prot
-
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
38000
crystal structure analysis
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 38000, crystal structure analysis
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
crystallized by vapor diffusion method
crystallized in the presence of UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine by vapor diffusion method
-
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D109N
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site-directed mutagenesis, loss of 99% activity compared to the wild-type
E205Q
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site-directed mutagenesis, unaltered activity compared to the wild-type
E215Q
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site-directed mutagenesis, loss of 15% activity compared to the wild-type
E316Q
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site-directed mutagenesis, loss of 60% activity compared to the wild-type
E320Q
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site-directed mutagenesis, loss of 96% activity compared to the wild-type
F70L
-
35% loss of activity
K36M
-
activity complete abolished
K36R
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160-fold reduction of activity, 5.4-fold increased Km for UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
R211K
-
17000-fold reduction of activity, no effect on Km for Ala-tRNA, Km for UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine higher than the highest sample concentration
Y103F
-
no effect on activity
Y215F
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25-fold decrease of activity, increased Km for UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-L-lysyl-D-alanyl-D-alanine
Y215L
-
insoluble protein
Y256F
-
2.6-fold reduction of activity
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged wild-type and mutants from E. coli
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recombinant proteins using His-tag
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed as intein-tagged fusion protein
expression of wild-type and mutants as His-tagged proteins in Escherichia coli, in vitro transcription of tRNAs
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wild type and mutant enzymes expressed as His-tag fusion proteins in Escherichia coli TOP10
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
potential target for antimicrobial drugs
medicine
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Plapp, R.; Strominger, J.L.
Biosynthesis of the peptidoglycan of bacterial cell walls
J. Biol. Chem.
245
3673-3682
1970
Weissella viridescens
-
Manually annotated by BRENDA team
Hegde, S.S.; Blanchard, J.S.
Kinetic and mechanistic characterization of recombinant Lactobacillus viridescens FemX (UDP-N-acetylmuramoyl pentapeptide-lysine N6-alanyltransferase)
J. Biol. Chem.
278
22861-22867
2003
Weissella viridescens
Manually annotated by BRENDA team
Maillard, A.P.; Biarrotte-Sorin, S.; Villet, R.; Mesnage, S.; Bouhss, A.; Sougakoff, W.; Mayer, C.; Arthur, M.
Structure-based site-directed mutagenesis of the UDP-MurNAc-pentapeptide-binding cavity of the FemX alanyl transferase from Weissella viridescens
J. Bacteriol.
187
3833-3838
2005
Weissella viridescens, Weissella viridescens CIP 102810 / ATCC 12706
Manually annotated by BRENDA team
Biarrotte-Sorin, S.; Maillard, A.P.; Delettre, J.; Sougakoff, W.; Arthur, M.; Mayer, C.
Crystal structures of Weissella viridescens FemX and its complex with UDP-MurNAc-pentapeptide: Insights into FemABX family substrates recognition
Structure
12
257-267
2004
Weissella viridescens (Q9EY50)
Manually annotated by BRENDA team
Chemama, M.; Fonvielle, M.; Arthur, M.; Valery, J.M.; Etheve-Quelquejeu, M.
Synthesis of stable aminoacyl-tRNA analogues containing triazole as a bioisoster of esters
Chemistry
15
1929-1938
2009
Weissella viridescens
Manually annotated by BRENDA team
Fonvielle, M.; Chemama, M.; Villet, R.; Lecerf, M.; Bouhss, A.; Valery, J.M.; Etheve-Quelquejeu, M.; Arthur, M.
Aminoacyl-tRNA recognition by the FemXWv transferase for bacterial cell wall synthesis
Nucleic Acids Res.
37
1589-1601
2009
Weissella viridescens
Manually annotated by BRENDA team
Mellal, D.; Fonvielle, M.; Santarem, M.; Chemama, M.; Schneider, Y.; Iannazzo, L.; Braud, E.; Arthur, M.; Etheve-Quelquejeu, M.
Synthesis and biological evaluation of non-isomerizable analogues of Ala-tRNAAla
Org. Biomol. Chem.
11
6161-6169
2013
Weissella viridescens
Manually annotated by BRENDA team