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Information on EC 2.4.2.28 - S-methyl-5'-thioadenosine phosphorylase and Organism(s) Arabidopsis thaliana and UniProt Accession Q9T0I8

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     2 Transferases
         2.4 Glycosyltransferases
             2.4.2 Pentosyltransferases
                2.4.2.28 S-methyl-5'-thioadenosine phosphorylase
IUBMB Comments
Also acts on 5'-deoxyadenosine and other analogues having 5'-deoxy groups.
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This record set is specific for:
Arabidopsis thaliana
UNIPROT: Q9T0I8
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Word Map
The taxonomic range for the selected organisms is: Arabidopsis thaliana
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
methylthioadenosine phosphorylase, 5'-methylthioadenosine phosphorylase, mta phosphorylase, mtap protein, 5'-deoxy-5'-methylthioadenosine phosphorylase, ssmtapii, ssmtap, mtapase, mesado phosphorylase, pfmtap, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5'-methylthioadenosine nucleosidase
-
5'-deoxy-5'-methylthioadenosine phosphorylase
-
-
-
-
5'-methylthioadenosine nucleosidase
5'-methylthioadenosine phosphorylase
-
-
-
-
MeSAdo phosphorylase
-
-
-
-
MeSAdo/Ado phosphorylase
-
-
-
-
methylthioadenosine nucleoside phosphorylase
-
-
-
-
methylthioadenosine phosphorylase
-
-
-
-
MTA phosphorylase
-
-
-
-
MTAPase
-
-
-
-
phosphorylase, methylthioadenosine
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pentosyl group transfer
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-, -
SYSTEMATIC NAME
IUBMB Comments
S-methyl-5'-thioadenosine:phosphate S-methyl-5-thio-alpha-D-ribosyl-transferase
Also acts on 5'-deoxyadenosine and other analogues having 5'-deoxy groups.
CAS REGISTRY NUMBER
COMMENTARY hide
61970-06-7
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
5'-butylthioadenosine + phosphate
adenine + 5-butylthio-D-ribose 1-phosphate
show the reaction diagram
25% relative activity
-
-
?
5'-chloroadenosine + phosphate
adenine + 5-deoxy-5-chloro-D-ribose 1-phosphate
show the reaction diagram
4% relative activity
-
-
?
5'-ethylthioadenosine + phosphate
adenine + 5-ethylthio-D-ribose 1-phosphate
show the reaction diagram
40% relative activity
-
-
?
5'-iodoadenosine + phosphate
adenine + 5-deoxy-5-iodo-D-ribose 1-phosphate
show the reaction diagram
28% relative activity
-
-
?
5'-isobutylthioadenosine + phosphate
adenine + 5-isobutylthio-D-ribose 1-phosphate
show the reaction diagram
17% relative activity
-
-
?
5'-methylthioadenosine + phosphate
adenine + 5-methylthio-D-ribose 1-phosphate
show the reaction diagram
5'-phenylthioadenosine + phosphate
adenine + 5-phenylthio-D-ribose 1-phosphate
show the reaction diagram
12% relative activity
-
-
?
5'-butylthioadenosine + phosphate
adenine + 5-butylthio-D-ribose 1-phosphate
show the reaction diagram
24% relative activity
-
-
?
5'-chloroadenosine + phosphate
adenine + 5-deoxy-5-chloro-D-ribose 1-phosphate
show the reaction diagram
13% relative activity
-
-
?
5'-ethylthioadenosine + phosphate
adenine + 5-ethylthio-D-ribose 1-phosphate
show the reaction diagram
42% relative activity
-
-
?
5'-iodoadenosine + phosphate
adenine + 5-deoxy-5-iodo-D-ribose 1-phosphate
show the reaction diagram
17% relative activity
-
-
?
5'-isobutylthioadenosine + phosphate
adenine + 5-isobutylthio-D-ribose 1-phosphate
show the reaction diagram
32% relative activity
-
-
?
5'-methylthioadenosine + phosphate
adenine + 5-methylthio-D-ribose 1-phosphate
show the reaction diagram
5'-phenylthioadenosine + phosphate
adenine + 5-phenylthio-D-ribose 1-phosphate
show the reaction diagram
39% relative activity
-
-
?
adenosine + phosphate
adenine + D-ribose 1-phosphate
show the reaction diagram
6% relative activity
-
-
?
S-adenosylhomocysteine + ?
?
show the reaction diagram
-
-
-
?
S-adenosylhomocysteine + phosphate
?
show the reaction diagram
14% relative activity
-
-
?
additional information
?
-
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5'-methylthiotubercidin
combination of a more occluded active site in its open state and reduced ligand-induced conformational changes in the plant in contrast to Escherichia coli MTAN
calcineurin B-like 3
inhibits only in the presence of Ca2+, MTAN interacts specifically with calcineurin B-like 3, but not with calcineurin B-like 1 and calcineurin B-like 4. The 91-amino acid region of calcineurin B-like 3 is sufficient for the interaction with MTAN. Calcineurin B-like 3 and MTAN associate with each other in plant cells, they interact in vitro and in vivo, form a complex outside of the nucleus, colocalize mainly at the plasma membrane
-
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0071 - 0.0276
5'-methylthioadenosine
0.0034 - 0.0334
5'-methylthioadenosine
0.2009
S-adenosylhomocysteine
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
18.7
5'-methylthioadenosine
-
2
5'-methylthioadenosine
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2600
5'-methylthioadenosine
-
588
5'-methylthioadenosine
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0083
5'-methylthiotubercidin
at 0.005 mM
0.048
Formycin A
at 0.05 mM
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.46
with 5'-choroadenosine as substrate
1.36
with 5'-phenylthioadenosine as substrate
1.85
with 5'-isobutylthioadenosine as substrate
11.5
with 5'-methylthioadenosine as substrate
2.72
with 5'-butylthioadenosine as substrate
3.14
with 5'-iodoadenosine as substrate
4.42
with 5'-ethylthioadenosine as substrate
0.38
with adenosine as substrate
0.83
with 5'-choroadenosine as substrate
0.96
with S-adenosylhomocysteine as substrate
1.06
with 5'-iodoadenosine as substrate
1.5
with 5'-butylthioadenosine as substrate
1.98
with 5'-isobutylthioadenosine as substrate
2.44
with 5'-phenylthioadenosine as substrate
2.6
with 5'-ethylthioadenosine as substrate
6.25
with 5'-methylthioadenosine as substrate
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
highest level
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
localized at the plasma membrane, in the cytoplasm and in the nucleus of transgenic tobacco plants. Abundant in the membrane structure and weak in the cytoplasm of onion epidermal cells
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
none of MTAN deletion mutants interact with calcineurin B-like 3
physiological function
MTAN is involved in pollen development
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
MTN1_ARATH
267
0
28451
Swiss-Prot
-
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
28450
sequence analysis
27460
sequence analysis
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
dimer
gel filtration
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
MTAN1 in its apo form and in complex with formycin A and 5'-methylthiotubercidin to a resolution of 2.0 A, 1.9 A and 1.8 A, respectively. By hanging-drop, vapor-diffusion technique. Belongs to space group P21. The monomer of MTAN1 has a mixed alpha/beta structure composed of a twisted, ten-stranded mixed beta sheet flanked by seven alpha helices and two short 3(10) helices. In the MTAN1 crystals, the asymmetric unit contains two monomers, which interact via an interface involving the four loops beta2-beta3, beta4-alpha2, beta6-alpha2b and beta8-alpha4, and the alpha2, alpha2b, and alpha5 helices. Both polar and apolar residues are involved in hydrogen bond and van der Waals interactions
in complex with adenine, by sitting- and hanging-drop formation at 22°C, at 2.9 A resolution. Belongs to space group P3121, monomer consists of seven alpha-helices, ten beta-strands, and a 3(10)-helix. Residues between 216 and 225 demonstrate weak electron density for both subunits, therefore indicating this loop has high flexibility. Bound adenine is located in the deep pocket formed by the monomer with the entrance partially covered by the adjacent subunit. This flap is critical in the formation of a wide dimer interface
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
F148L
can reduce steric hindrance at the end of the 5'-alkylthio binding subsite
I145V
no significant structural change
L181M
has a more extended side chain, may affect the binding of ligands at the 5'-alkylthio position
F135L
can reduce steric hindrance at the end of the 5'-alkylthio binding subsite, so that longer 5'-substituents may be accommodated more easily in the MTAN2 active site
I132V
no significant structural change
L168M
has a more extended side chain, may affect the binding of ligands at the 5'-alkylthio position
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
as a GST fusion form, by gel filtration
by centrifugation and on Ni-NTA column and by gel filtration
by ultrasonication, centrifugation, gel filtration and anion exchange chromatography, to homogeneity
by ultrasonication, centrifugation, gel filtration and anion exchange chromatography, to homogeneity
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
different regions of MTAN cloned into the pGBT9.BS vector and transformed into Y190 yeast cells carrying pGAD.GH or pGAD.CBL3. Expressed in Escherichia coli BL21 cells carrying a GST fusion construct. MTAN promoter-GUS construct (pBI.tMTAN) transformed into Agrobacterium tumefaciens strain GV3101 and introduced into Arabidopsis plants by the floral dip method. 35S::CFP-CBL3-Myc and 35S::YFP-MTANHA constructs introduced, either alone or in combination, into Nicotiana benthamiana leaves by Agrobacterium tumefaciens-mediated infiltration method. CBL3-GFP and MTAN-GFP chimeric genes under the control of the cauliflower mosaic virus 35S promoter (pMD.CBL3 and pMD.MTAN) transiently expressed in Allium cepa epidermal cells. Onion epidermal cells bombarded with fusion constructs CBL3-YN and MTAN-YC
into pGEX-4T3 vector and overexpressed in Escherichia coli BL21 (DE3) RIL
into the pET28a+ vector at the NdeI and HindIII sites, overexpression of the enzyme with a cleavable N-terminal His6 tag in Escherichia coli BL21 Codon+ cells
into pGEX-4T3 vector and overexpressed in Escherichia coli BL21 (DE3) RIL
into the pET28a+ vector at the NdeI and HindIII sites, overexpression of the enzyme with a cleavable N-terminal His6 tag in Escherichia coli BL21 Codon+ cells
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Siu, K.K.; Lee, J.E.; Sufrin, J.R.; Moffatt, B.A.; McMillan, M.; Cornell, K.A.; Isom, C.; Howell, P.L.
Molecular determinants of substrate specificity in plant 5-methylthioadenosine nucleosidases
J. Mol. Biol.
378
112-128
2008
Arabidopsis thaliana (Q7XA67), Arabidopsis thaliana (Q9T0I8), Arabidopsis thaliana, Escherichia coli
Manually annotated by BRENDA team
Oh, S.I.; Park, J.; Yoon, S.; Kim, Y.; Park, S.; Ryu, M.; Nam, M.J.; Ok, S.H.; Kim, J.K.; Shin, J.S.; Kim, K.N.
The Arabidopsis calcium sensor calcineurin B-like 3 inhibits the 5'-methylthioadenosine nucleosidase in a calcium-dependent manner
Plant Physiol.
148
1883-1896
2008
Arabidopsis thaliana (Q9T0I8)
Manually annotated by BRENDA team
Park, E.Y.; Choi, W.S.; Oh, S.I.; Kim, K.N.; Shin, J.S.; Song, H.K.
Biochemical and structural characterization of 5-methylthioadenosine nucleosidases from Arabidopsis thaliana
Biochem. Biophys. Res. Commun.
381
619-624
2009
Arabidopsis thaliana (Q7XA67), Arabidopsis thaliana (Q9T0I8)
Manually annotated by BRENDA team