Information on EC 2.4.99.17 - S-adenosylmethionine:tRNA ribosyltransferase-isomerase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.4.99.17
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RECOMMENDED NAME
GeneOntology No.
S-adenosylmethionine:tRNA ribosyltransferase-isomerase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + 7-aminomethyl-7-carbaguanosine34 in tRNA = L-methionine + adenine + epoxyqueuosine34 in tRNA
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
queuosine biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:7-aminomethyl-7-deazaguanosine ribosyltransferase (ribosyl isomerizing; L-methionine, adenine releasing)
The reaction is a combined transfer and isomerization of the ribose moiety of S-adenosyl-L-methionine to the modified guanosine base in the wobble position in tRNAs specific for Tyr, His, Asp or Asn. It is part of the queuosine biosynthesis pathway.
CAS REGISTRY NUMBER
COMMENTARY hide
149719-25-5
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 7-(aminomethyl)-7-deazaguanine-tRNATyr
L-methionine + adenine + epoxyqueuosine-tRNATyr
show the reaction diagram
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?
S-adenosyl-L-methionine + 7-aminomethyl-7-carbaguanosine in tRNA
L-methionine + adenine + epoxyqueuosine in tRNA
show the reaction diagram
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?
S-adenosyl-L-methionine + 7-aminomethyl-7-carbaguanosine in tRNA(Asp)
L-methionine + adenine + epoxyqueuosine in tRNA(Asp)
show the reaction diagram
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ir
S-adenosyl-L-methionine + 7-aminomethyl-7-carbaguanosine34 in tRNA
L-methionine + adenine + epoxyqueuosine34 in tRNA
show the reaction diagram
S-adenosyl-L-methionine + 7-aminomethyl-7-deazaguanine in minihelix RNA
L-methionine + adenine + epoxyqueuosine in minihelix RNA
show the reaction diagram
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efficient substrate
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ir
S-adenosyl-L-methionine + 7-aminomethyl-7-deazaguanine in tRNA(Tyr)
L-methionine + adenine + epoxyqueuosine in tRNA(Tyr)
show the reaction diagram
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ir
S-adenosyl-L-methionine + 7-aminomethyl-7-deazaguanine34 in tRNA
L-methionine + adenine + epoxyqueuosine34 in tRNA
show the reaction diagram
the enzyme catalyzes the formation of the 2,3-epoxy-4,5-dihydroxycyclopentane ring of the queuosine precursor epoxyqueuosine
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?
S-adenosyl-L-methionine + 7-aminomethyl-7-deazaguanosine in tRNA
L-methionine + adenine + epoxyqueuosine in tRNA
show the reaction diagram
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ir
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 7-aminomethyl-7-deazaguanine in tRNA(Tyr)
L-methionine + adenine + epoxyqueuosine in tRNA(Tyr)
show the reaction diagram
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ir
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-adenosyl-L-methionine
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
adenine
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noncompetitive inhibition against S-adenosyl-L-methionine and 7-(aminomethyl)-7-deazaguanine-tRNATyr
CaCl2
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43% residual activity at 10 mM
epoxyqueuosine-tRNATyr
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competitive inhibition against 7-(aminomethyl)-7-deazaguanine-tRNATyr and noncompetitive inhibition against S-adenosyl-L-methionine
KCl
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28% residual activity at 100 mM
L-methionine
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uncompetitive inhibition versus 7-(aminomethyl)-7-deazaguanine-tRNATyr and noncompetitive inhibition against S-adenosyl-L-methionine
Na2PO4
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80% residual activity at 25 mM
Na2SO4
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33% residual activity at 25 mM
NaCl
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25% residual activity at 100 mM
NaSCN
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60% residual activity at 0.01 mM
potassium fluoride
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78% residual activity at 500 mM
S-adenosylhomocysteine
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competitive inhibition against S-adenosyl-L-methionine and noncompetitive inhibition against 7-(aminomethyl)-7-deazaguanine-tRNATyr
sinefungin
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competitive inhibition against S-adenosyl-L-methionine and noncompetitive inhibition against 7-(aminomethyl)-7-deazaguanine-tRNATyr
Tris-HCl
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11% residual activity at 100 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Carbonate
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100% activity in the presence of 25 mM carbonate
DNA
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activity is highest in the presence of 0.2 mg/ml DNA
EDTA
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100% activity in the presence of 100 mM EDTA
Sodium acetate
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100% activity in the presence of 750 mM sodium acetate
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0019
7-(aminomethyl)-7-deazaguanine-tRNATyr
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in 100 mM glycylglycine (pH 8.7), 100 mM KCl, 0.5 mM dithiothreitol, 100 mM EDTA, at 37C
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0.0377
7-aminomethyl-7-deazaguanine in minihelix RNA
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in 100 mM glycylglycine (pH 8.7), 100 mM EDTA, 100 mM KCl, 0.5 mM dithiothreitol, at 37C
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0.0015
7-aminomethyl-7-deazaguanine in tRNA(Tyr)
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in 100 mM glycylglycine (pH 8.7), 100 mM EDTA, 100 mM KCl, 0.5 mM dithiothreitol, at 37C
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0.098 - 0.1014
S-adenosyl-L-methionine
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.245
7-aminomethyl-7-deazaguanine in minihelix RNA
Escherichia coli
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in 100 mM glycylglycine (pH 8.7), 100 mM EDTA, 100 mM KCl, 0.5 mM dithiothreitol, at 37C
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0.042
7-aminomethyl-7-deazaguanine in tRNA(Tyr)
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6.67
7-aminomethyl-7-deazaguanine in minihelix RNA
Escherichia coli
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in 100 mM glycylglycine (pH 8.7), 100 mM EDTA, 100 mM KCl, 0.5 mM dithiothreitol, at 37C
42208
28.3
7-aminomethyl-7-deazaguanine in tRNA(Tyr)
Escherichia coli
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in 100 mM glycylglycine (pH 8.7), 100 mM EDTA, 100 mM KCl, 0.5 mM dithiothreitol, at 37C
42209
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0008 - 0.133
S-adenosylhomocysteine
0.0046 - 0.0055
sinefungin
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.6
calculated from amino acid sequence
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40000
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native enzyme, gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 38529, calculated from amino acid sequence
monomer
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1 * 39000, native enzyme, estimated from amino acid sequence; 1 * 65000, His-tagged enzyme, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sitting drop vapor diffusion method, using 100 mM Tris/HCl (pH 8.0), 200 mM (NH4)2SO4, 3 mM dithiothreitol, and 25-29% (w/v) PEG 4000
nanodroplet vapor diffusion method, using 12% (w/v) polyethylene glycol 4000, 0.1 M citric acid at pH 5.0
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
replacing Tris buffer with glycyclglycine increases activity 2fold
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DEAE cellulose column chromatography
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DEAE-cellulose column chromatography, glutathione-Sepharose column chromatography, and MonoQ anion-exchange column chromatography
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glutathione-Sepharose column chromatography and POROS HQ column chromatography
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nickel-resin column chromatography, RESOURCE Q column chromatography, and Superdex 200 gel filtration
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli DH5apha cells
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expressed in Escherichia coli strain DL41
the enzyme is overexpressed as a fusion protein with the glutathione S-transferase from Schistosoma japonicum in Escherichia coli strain DH5alpha
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Show AA Sequence (9783 entries)
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