BRENDA - Enzyme Database
show all sequences of 5.3.2.6

Total chemical synthesis and catalytic properties of the enzyme enantiomers L- and D-4-oxalocrotonate tautomerase

Fitzgerald, M.; Chernushevich, I.; Standing, K.; Kent, S.; Whitman, C.; J. Am. Chem. Soc. 117, 11075-11080 (1995)
No PubMed abstract available

Data extracted from this reference:

KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.09
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
0.103
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2-oxo-4(E)-hexenedioate
Pseudomonas putida
1,3-allylic isomerization
2-oxo-3(E)-hexenedioate
-
-
?
2-oxo-4(E)-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
1,3-allylic isomerization
2-oxo-3(E)-hexenedioate
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Pseudomonas putida
-
-
-
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-oxo-4(E)-hexenedioate
1,3-allylic isomerization
719636
Pseudomonas putida
2-oxo-3(E)-hexenedioate
-
-
-
?
2-oxo-4(E)-hexenedioate
1,3-allylic isomerization
719636
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
2-oxo-3(E)-hexenedioate
-
-
-
?
additional information
the achiral substrate 2-hydroxymuconate is processed with equal efficiency by either the D- or the L-enzyme, stereochemical analysis of the D-4OT-catalyzed reaction, overviewn
719636
Pseudomonas putida
?
-
-
-
-
additional information
the achiral substrate 2-hydroxymuconate is processed with equal efficiency by either the D- or the L-enzyme, stereochemical analysis of the D-4OT-catalyzed reaction, overviewn
719636
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
hexamer
the noncovalent structures of each 4OT enantiomer are similar, the predominant form of the enzyme is a hexameric complex of identical subunits
Pseudomonas putida
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Pseudomonas putida
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
2890
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
2940
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at
Pseudomonas putida
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.09
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
0.103
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2-oxo-4(E)-hexenedioate
Pseudomonas putida
1,3-allylic isomerization
2-oxo-3(E)-hexenedioate
-
-
?
2-oxo-4(E)-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
1,3-allylic isomerization
2-oxo-3(E)-hexenedioate
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-oxo-4(E)-hexenedioate
1,3-allylic isomerization
719636
Pseudomonas putida
2-oxo-3(E)-hexenedioate
-
-
-
?
2-oxo-4(E)-hexenedioate
1,3-allylic isomerization
719636
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
2-oxo-3(E)-hexenedioate
-
-
-
?
additional information
the achiral substrate 2-hydroxymuconate is processed with equal efficiency by either the D- or the L-enzyme, stereochemical analysis of the D-4OT-catalyzed reaction, overviewn
719636
Pseudomonas putida
?
-
-
-
-
additional information
the achiral substrate 2-hydroxymuconate is processed with equal efficiency by either the D- or the L-enzyme, stereochemical analysis of the D-4OT-catalyzed reaction, overviewn
719636
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
hexamer
the noncovalent structures of each 4OT enantiomer are similar, the predominant form of the enzyme is a hexameric complex of identical subunits
Pseudomonas putida
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Pseudomonas putida
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
2890
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
2940
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at
Pseudomonas putida
General Information
General Information
Commentary
Organism
metabolism
4-oxalocrotonate tautomerase is part of a set of inducible enzymes that converts aromatic hydrocarbons to intermediates in the Krebs cycle
Pseudomonas putida
General Information (protein specific)
General Information
Commentary
Organism
metabolism
4-oxalocrotonate tautomerase is part of a set of inducible enzymes that converts aromatic hydrocarbons to intermediates in the Krebs cycle
Pseudomonas putida
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
29000
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
32000
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
29000
-
2-oxo-4(E)-hexenedioate
L-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
32000
-
2-oxo-4(E)-hexenedioate
D-4OT enantiomer, pH 7.3, 30°C
Pseudomonas putida
Other publictions for EC 5.3.2.6
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
747133
Stack
Inactivation of 4-oxalocroton ...
Leptothrix cholodnii, Leptothrix cholodnii SP-6, Pseudomonas putida
Biochemistry
57
1012-1021
2018
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18
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3
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4
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1
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749336
Diemen
The S. aureus 4-oxalocrotonat ...
Staphylococcus aureus, Staphylococcus aureus MRSA252
Sci. Rep.
7
1745
2017
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1
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3
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2
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5
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748503
Lazic
-
Importance of N-terminal prol ...
Pseudomonas putida
J. Serb. Chem. Soc.
81
871-881
2016
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1
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748742
van der Meer
Using mutability landscapes o ...
Pseudomonas putida
Nat. Commun.
7
10911
2016
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1
1
6
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2
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1
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1
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10
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6
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10
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747290
Djokic
Immobilization of Escherichia ...
Pseudomonas putida
Bioprocess Biosyst. Eng.
38
2389-2395
2015
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747537
Poddar
Evidence for the formation of ...
Pseudomonas putida
ChemBioChem
16
738-741
2015
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1
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1
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746910
Huddleston
Identification and characteri ...
Pseudomonas putida
Arch. Biochem. Biophys.
564
189-196
2014
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1
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747782
Baas
Demethionylation of Pro-1 var ...
Pseudomonas putida
FEBS Open Bio
4
651-658
2014
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1
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1
749284
Radivojevic
-
Synthesis of gamma-nitroaldeh ...
Pseudomonas putida
RSC Adv.
4
60502-60510
2014
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1
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7
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726816
Terrell
Structural and kinetic charact ...
Methylibium petroleiphilum
Arch. Biochem. Biophys.
537
113-124
2013
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1
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4
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4
4
727187
Narancic
Highly efficient Michael-type ...
Pseudomonas putida
Biores. Technol.
142
462-468
2013
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1
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1
1
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727314
Miao
Promiscuous catalysis of asymm ...
Bacillus subtilis
ChemBioChem
14
191-194
2013
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727327
Geertsema
Biocatalytic Michael-type addi ...
Escherichia coli
Chemistry
19
14407-14410
2013
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720309
Wu
Catalytic mechanism of 4-oxalo ...
Pseudomonas putida
J. Phys. Chem. B
116
6889-6897
2012
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726964
Burks
Kinetic, crystallographic, and ...
Pseudomonas putida
Biochemistry
50
7600-7611
2011
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6
6
718874
Burks
Kinetic and structural charact ...
Chloroflexus aurantiacus, Chloroflexus aurantiacus J-10-fl
Biochemistry
49
5016-5027
2010
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1
1
5
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12
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2
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5
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2
1
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12
1
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5
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12
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1
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12
1
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3
3
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12
12
721792
Almrud
Kinetic and structural charact ...
Archaeoglobus fulgidus, Helicobacter pylori
Bioorg. Chem.
38
252-259
2010
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2
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2
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8
8
704310
Kasai
Uncovering the protocatechuate ...
Paenibacillus sp., Paenibacillus sp. JJ-1b
J. Bacteriol.
191
6758-6768
2009
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1
1
-
-
-
718847
Wang
Kinetic and stereochemical ana ...
Bacillus subtilis, Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
Biochemistry
46
11919-11929
2007
-
-
1
-
2
-
-
-
-
-
-
4
-
21
-
-
1
-
-
-
-
-
10
2
2
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
2
-
-
-
-
-
-
-
-
4
-
-
-
1
-
-
-
-
10
2
2
-
-
-
2
-
-
-
-
1
1
-
-
-
718844
Poelarends
Evolution of enzymatic activit ...
Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
Biochemistry
45
7700-7708
2006
-
-
1
-
3
-
-
5
-
-
-
4
-
21
-
-
1
-
-
-
-
-
4
1
1
-
-
4
1
-
-
-
-
-
-
-
-
1
-
-
3
-
-
-
-
5
-
-
-
4
-
-
-
1
-
-
-
-
4
1
1
-
-
4
1
-
-
-
-
1
1
-
4
4
718840
Azurmendi
Half-of-the-sites binding of r ...
Pseudomonas putida
Biochemistry
44
7725-7737
2005
-
-
-
-
1
-
4
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
1
-
-
4
1
1
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
1
1
-
-
-
718830
Harris
Kinetic, stereochemical, and s ...
Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
Biochemistry
38
12343-12357
1999
-
-
1
-
5
-
1
6
-
-
-
2
-
19
-
-
1
1
-
-
-
-
6
1
1
-
-
7
1
-
-
-
-
-
-
-
-
1
-
-
5
-
-
1
-
6
-
-
-
2
-
-
-
1
-
-
-
-
6
1
1
-
-
7
1
-
-
-
-
2
2
-
7
7
718825
Subramanya
Enzymatic ketonization of 2-hy ...
Pseudomonas sp., Pseudomonas sp. CF 600
Biochemistry
35
792-802
1996
-
-
-
1
-
-
-
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
2
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
718826
Stivers
Catalytic role of the amino-te ...
Pseudomonas sp., Pseudomonas sp. CF 600
Biochemistry
35
803-813
1996
-
-
-
-
-
-
1
-
-
-
-
-
-
9
-
-
-
-
-
-
-
-
2
1
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
1
1
-
-
-
1
-
-
-
-
1
1
-
-
-
719636
Fitzgerald
-
Total chemical synthesis and c ...
Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
J. Am. Chem. Soc.
117
11075-11080
1995
-
-
-
-
-
-
-
2
-
-
-
2
-
19
-
-
-
-
-
-
-
-
4
1
1
-
-
2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
2
-
-
-
-
-
-
-
-
4
1
1
-
-
2
1
-
-
-
-
1
1
-
2
2
719634
Whitman
-
Stereospecific ketonization of ...
Escherichia coli, Escherichia coli C, Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
J. Am. Chem. Soc.
114
10104-10110
1992
-
-
-
-
-
-
-
-
-
-
1
-
-
27
-
-
1
-
-
-
-
-
4
2
2
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
4
2
2
-
-
-
2
-
-
-
-
4
4
-
-
-
719633
Whitman
-
Chemical and enzymatic ketoniz ...
Pseudomonas putida, Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
J. Am. Chem. Soc.
113
3154-3162
1991
-
-
1
-
-
-
-
3
-
-
-
2
-
19
-
-
1
-
-
-
-
-
10
-
1
-
-
2
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
3
-
-
-
2
-
-
-
1
-
-
-
-
10
-
1
-
-
2
1
-
-
-
-
2
2
-
2
2