BRENDA - Enzyme Database show
show all sequences of 6.2.1.12

Three 4-coumarate:coenzyme A ligases in Arabidopsis thaliana represent two evolutionarily divergent classes in angiosperms

Ehlting, J.; Buttner, D.; Wang, Q.; Douglas, C.J.; Somssich, I.E.; Kombrink, E.; Plant J. 19, 9-20 (1999)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expressed in Escherichia coli as His-tag fusion protein and in native form
Arabidopsis thaliana
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.011
-
caffeate
room temperature
Arabidopsis thaliana
0.02
-
caffeate
room temperature
Arabidopsis thaliana
0.023
-
4-coumarate
room temperature
Arabidopsis thaliana
0.038
-
4-coumarate
room temperature
Arabidopsis thaliana
0.166
-
ferulate
room temperature
Arabidopsis thaliana
0.199
-
ferulate
room temperature
Arabidopsis thaliana
0.252
-
4-coumarate
room temperature
Arabidopsis thaliana
0.374
-
caffeate
room temperature
Arabidopsis thaliana
2.07
-
cinnamate
room temperature
Arabidopsis thaliana
6.32
-
cinnamate
room temperature
Arabidopsis thaliana
6.63
-
cinnamate
room temperature
Arabidopsis thaliana
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
66000
-
SDS-PAGE
Arabidopsis thaliana
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ATP + 4-coumarate + CoA
Arabidopsis thaliana
plant phenylpropanoid metabolism, class II enzymes part of flavonoid pathway, class I enzymes probably involved in lignin formation and phenolic compound other than flavonoids
AMP + diphosphate + 4-coumaroyl-CoA
-
Arabidopsis thaliana
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Arabidopsis thaliana
Q42524
isoform Cl1, genomic DNA; three isoforms with different substrate specificity and preference, isoforms clustered in class I and II with 4Cl1 and 4Cl2 belonging to class I and 4Cl3 belonging to class II
-
Arabidopsis thaliana
Q9S725
isoform 4Cl2, genomic DNA; three isoforms with different substrate specificity and preference, isoforms clustered in class I and II with 4Cl1 and 4Cl2 belonging to class I and 4Cl3 belonging to class II; isoform 4Cl3, genomic DNA; three isoforms with different substrate specificity and preference, isoforms clustered in class I and II with 4Cl1 and 4Cl2 belonging to class I and 4Cl3 belonging to class II
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ATP + 4-coumarate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + 4-coumaroyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + 4-coumarate + CoA
plant phenylpropanoid metabolism, class II enzymes part of flavonoid pathway, class I enzymes probably involved in lignin formation and phenolic compound other than flavonoids
653477
Arabidopsis thaliana
AMP + diphosphate + 4-coumaroyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + caffeate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + caffeoyl-CoA
-
-
-
-
ATP + caffeate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + caffeoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + cinnamate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
-
-
-
ATP + cinnamate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + cinnamate + CoA
same Vmax like 4-coumarate
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + ferulate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + feruloyl-CoA
-
-
-
-
ATP + ferulate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + feruloyl-CoA
-
653477
Arabidopsis thaliana
?
additional information
inactive against sinapic acid
653477
Arabidopsis thaliana
?
-
653477
Arabidopsis thaliana
?
additional information
inactive against sinapic acid and ferulic acid
653477
Arabidopsis thaliana
?
-
653477
Arabidopsis thaliana
?
Cloned(Commentary) (protein specific)
Commentary
Organism
expressed in Escherichia coli as His-tag fusion protein and in native form
Arabidopsis thaliana
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.011
-
caffeate
room temperature
Arabidopsis thaliana
0.02
-
caffeate
room temperature
Arabidopsis thaliana
0.023
-
4-coumarate
room temperature
Arabidopsis thaliana
0.038
-
4-coumarate
room temperature
Arabidopsis thaliana
0.166
-
ferulate
room temperature
Arabidopsis thaliana
0.199
-
ferulate
room temperature
Arabidopsis thaliana
0.252
-
4-coumarate
room temperature
Arabidopsis thaliana
0.374
-
caffeate
room temperature
Arabidopsis thaliana
2.07
-
cinnamate
room temperature
Arabidopsis thaliana
6.32
-
cinnamate
room temperature
Arabidopsis thaliana
6.63
-
cinnamate
room temperature
Arabidopsis thaliana
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
66000
-
SDS-PAGE
Arabidopsis thaliana
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ATP + 4-coumarate + CoA
Arabidopsis thaliana
plant phenylpropanoid metabolism, class II enzymes part of flavonoid pathway, class I enzymes probably involved in lignin formation and phenolic compound other than flavonoids
AMP + diphosphate + 4-coumaroyl-CoA
-
Arabidopsis thaliana
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ATP + 4-coumarate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + 4-coumaroyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + 4-coumarate + CoA
plant phenylpropanoid metabolism, class II enzymes part of flavonoid pathway, class I enzymes probably involved in lignin formation and phenolic compound other than flavonoids
653477
Arabidopsis thaliana
AMP + diphosphate + 4-coumaroyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + caffeate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + caffeoyl-CoA
-
-
-
-
ATP + caffeate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + caffeoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + cinnamate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
-
-
-
ATP + cinnamate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + cinnamate + CoA
same Vmax like 4-coumarate
653477
Arabidopsis thaliana
AMP + diphosphate + cinnamoyl-CoA
-
653477
Arabidopsis thaliana
?
ATP + ferulate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + feruloyl-CoA
-
-
-
-
ATP + ferulate + CoA
-
653477
Arabidopsis thaliana
AMP + diphosphate + feruloyl-CoA
-
653477
Arabidopsis thaliana
?
additional information
inactive against sinapic acid
653477
Arabidopsis thaliana
?
-
653477
Arabidopsis thaliana
?
additional information
inactive against sinapic acid and ferulic acid
653477
Arabidopsis thaliana
?
-
653477
Arabidopsis thaliana
?
Other publictions for EC 6.2.1.12
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)
745004
Liu
Cloning, functional character ...
Peucedanum praeruptorum
Front. Plant Sci.
8
4-4
2017
-
-
1
-
-
-
-
-
1
-
-
3
-
3
-
-
1
-
-
4
-
-
10
-
-
-
-
-
-
-
-
1
-
-
-
-
-
3
3
-
-
-
-
-
-
-
2
-
-
3
-
-
-
3
-
12
-
-
10
-
-
-
-
-
-
-
-
-
2
-
-
3
-
-
745743
Guo
Effect of flexible linker len ...
Arabidopsis thaliana
Mol. Biosyst.
13
598-606
2017
-
-
1
-
-
-
-
-
-
-
-
1
-
5
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
745107
Kovalitskaya
-
RNA interference-mediated dow ...
Populus tremula
Int. J. Environ. Sci. Educ.
11
12259-12271
2016
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
744736
Wen
-
Cloning and tissue expression ...
Angelica sinensis
China J. Chin. Mater. Med.
40
4824-4829
2015
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
4
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
4
-
-
1
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
746000
Gao
Cloning and functional charac ...
Plagiochasma appendiculatum
Phytochemistry
111
48-58
2015
-
-
1
-
3
-
-
8
-
-
-
1
-
7
-
-
-
-
-
-
16
-
6
1
-
-
-
8
-
-
-
1
-
1
-
-
-
1
1
-
3
-
-
-
-
8
-
-
-
1
-
-
-
-
-
-
16
-
6
1
-
-
-
8
-
-
-
1
1
-
-
1
-
-
746098
Rao
-
Divergent and overlapping fun ...
Populus tomentosa
Plant Mol. Biol. Rep.
33
841-854
2015
-
-
1
-
2
-
-
20
-
-
-
5
-
5
-
-
-
-
-
6
-
-
25
-
-
-
-
20
-
-
-
1
-
-
-
-
-
5
5
-
2
-
-
-
-
20
-
-
-
5
-
-
-
-
-
23
-
-
25
-
-
-
-
20
-
-
-
-
-
-
-
-
20
20
746109
Li
Four isoforms of Arabidopsis ...
Arabidopsis thaliana
Plant Physiol.
169
2409-2421
2015
-
-
-
-
-
-
-
-
-
-
-
4
-
6
-
-
-
-
-
12
-
-
10
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
39
-
-
10
-
-
-
-
-
-
-
-
-
-
3
3
-
-
-
746513
Li
Structural basis for specific ...
Nicotiana tabacum
Structure
23
2032-2042
2015
-
-
1
1
11
-
-
13
-
1
-
1
-
3
-
-
1
-
-
-
-
-
4
-
-
-
-
12
-
-
-
1
-
-
-
-
-
1
1
1
11
-
-
-
-
13
-
1
-
1
-
-
-
1
-
-
-
-
4
-
-
-
-
12
-
-
-
-
-
-
-
-
13
13
727118
Li
Molecular cloning and function ...
Pueraria montana var. lobata
Biol. Pharm. Bull.
37
113-122
2014
-
-
1
-
-
-
-
6
-
-
-
8
-
5
-
-
-
-
-
2
-
-
10
-
1
-
-
6
1
-
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
6
-
-
-
8
-
-
-
-
-
4
-
-
10
-
2
-
-
6
2
-
-
-
2
2
4
2
6
6
727643
Yuan
Predicting the function of 4-c ...
Lonicera japonica
Int. J. Mol. Sci.
15
2386-2399
2014
-
-
1
-
-
-
-
-
-
1
-
4
-
6
-
-
-
-
-
1
-
-
4
-
-
-
-
-
1
-
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
-
-
2
-
4
-
-
-
-
-
2
-
-
4
-
-
-
-
-
2
-
-
-
-
3
6
-
-
-
745872
Kim
Overexpression of cinnamate 4 ...
Scutellaria baicalensis
Nat. Prod. Commun.
9
803-807
2014
-
-
-
-
-
-
-
-
-
-
-
1
-
4
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
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-
1
-
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-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
746036
Chen
Ectopic expression of a loblo ...
Pinus taeda
Plant Cell Physiol.
55
1669-1678
2014
-
-
1
-
-
-
-
8
-
-
-
2
-
5
-
-
1
-
-
3
-
-
10
-
-
-
-
8
-
-
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
8
-
-
-
2
-
-
-
2
-
5
-
-
10
-
-
-
-
8
-
-
-
-
-
-
-
-
8
8
726875
Sun
Analysis of five rice 4-coumar ...
Oryza sativa
Biochem. Biophys. Res. Commun.
430
1151-1156
2013
-
-
1
-
-
-
-
14
-
-
-
10
-
6
-
-
1
-
-
1
-
-
24
-
1
-
-
-
-
-
-
1
-
-
-
-
-
5
5
-
-
-
-
-
-
14
-
-
-
10
-
-
-
5
-
1
-
-
24
-
5
-
-
-
-
-
-
-
2
2
10
5
-
-
728464
Rastogi
4-coumarate: CoA ligase partit ...
Agastache rugosa, Ocimum basilicum, Ocimum basilicum CIM SAUMYA, Ocimum tenuiflorum, Ocimum tenuiflorum CIM AYU
Plant Cell Physiol.
54
1238-1252
2013
-
-
3
-
1
-
-
4
-
2
1
9
-
8
-
-
-
-
-
9
-
-
13
1
2
-
-
4
2
-
-
2
-
-
-
-
-
3
2
-
1
-
-
-
-
4
-
2
1
9
-
-
-
-
-
9
-
-
13
1
2
-
-
4
2
-
-
-
-
7
7
-
-
-
728495
Chowdhury
-
Regulation of 4CL, encoding 4- ...
Hibiscus cannabinus
Plant OMICS
6
254-262
2013
-
-
1
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
5
-
-
-
1
-
-
-
-
-
-
-
1
-
1
-
-
-
1
1
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
5
-
-
-
1
-
-
-
-
-
-
-
1
2
2
2
2
-
-
728481
Alberstein
Removing allosteric feedback i ...
Solanum lycopersicum
Plant J.
69
57-69
2012
-
-
1
-
21
-
1
12
-
1
-
2
-
5
-
-
1
1
-
-
-
-
2
1
1
-
-
11
1
-
-
1
-
-
-
-
-
1
1
-
21
-
-
1
-
12
-
1
-
2
-
-
-
1
-
-
-
-
2
1
1
-
-
11
1
-
-
-
-
1
1
-
11
11
727669
Wang
Structural and kinetic analysi ...
Arabidopsis thaliana
J. Am. Chem. Soc.
133
20684-20687
2011
-
-
1
1
1
-
-
1
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
728204
Gaid
4-Coumarate:CoA ligase family ...
Sorbus aucuparia
J. Plant Physiol.
168
944-951
2011
-
-
1
-
-
-
-
13
1
4
3
6
-
5
-
-
-
-
-
1
-
-
18
1
2
-
-
12
2
-
-
1
-
2
-
-
-
3
3
-
-
-
-
-
-
15
1
12
3
6
-
-
-
-
-
3
-
-
18
3
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Lignin manipulations in the co ...
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Production of plant-specific t ...
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p-Coumarate: CoA ligase as a k ...
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Accumulation of phenylpropanoi ...
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692504
Khatab
Phylogeography of Eurasian Lar ...
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Kienow
Jasmonates meet fatty acids: f ...
Arabidopsis thaliana
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Katsuyama
Production of curcuminoids by ...
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Microbiology
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694601
Silber
Identification of a 4-coumarat ...
Physcomitrella patens
Phytochemistry
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2449-2456
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Zhang
Comparative analysis of gene e ...
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553-561
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Endler
Unusually divergent 4-coumarat ...
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2008
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694771
Shan
Characterization of cDNAs asso ...
Eriobotrya japonica
Planta
227
1243-1254
2008
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Lee
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Enzymatic synthesis of phenoli ...
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365-366
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Chemler
Combinatorial mutasynthesis of ...
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1855-1858
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Yun
Propanil and swep inhibit 4-co ...
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Beekwilder
Production of resveratrol in r ...
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672722
Soltani
Genetic analysis and epigeneti ...
Arabidopsis thaliana
Biotechnol. J.
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1124-1136
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Chen
Changes and subcellular locali ...
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163
115-127
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676302
Yun
An in vitro screening assay to ...
Nicotiana tabacum
Pest Manag. Sci.
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1065-1071
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Sanchez
Regulation of Arabidopsis thal ...
Arabidopsis thaliana
Plant Biotechnol. J.
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103-114
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Soltani
Multiple cis-regulatory elemen ...
Arabidopsis thaliana
Planta
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1239-1240
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660760
Jiang
Metabolic engineering of the p ...
Arabidopsis thaliana
Appl. Environ. Microbiol.
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2962-2969
2005
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662750
Martinez-Cuesta
Heterologous expression of the ...
Arabidopsis thaliana
Lett. Appl. Microbiol.
40
44-49
2005
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1
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Lu
Stable and specific expression ...
Populus tomentosa
Biotechnol. Lett.
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1147-1152
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Hamada
4-Coumarate:coenzyme A ligase ...
Robinia pseudoacacia
J. Plant Res.
117
303-310
2004
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1
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1
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652422
Lindermayr
Deletion of a single amino aci ...
Glycine max
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278
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Pietrowska-Borek
4-Coumarate:coenzyme A ligase ...
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Plant Physiol.
131
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2003
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Schneider
The substrate specificity-dete ...
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Proc. Natl. Acad. Sci. USA
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Lindermayr
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12
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
22
-
3
-
-
2
-
-
1
-
1
1
1
12
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
609
Rohdes
-
The p-coumaryl CoA ligase of p ...
Solanum tuberosum
Phytochemistry
14
2161-2164
1975
-
-
-
-
-
-
-
5
-
-
-
-
-
1
-
-
-
-
-
1
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
-
-
-
-
-
-
-
-
1
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
610
Vance
-
Isolation and properties of hy ...
Polyporus hispidus, Polyporus hispidus UBC 513
Phytochemistry
14
967-969
1975
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
1
-
-
-
1
-
6
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
6
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
607
Gross
Isolation and properties of hy ...
Forsythia suspensa
Eur. J. Biochem.
42
453-459
1974
-
-
-
-
-
-
2
3
-
1
1
-
-
1
-
-
1
-
-
1
1
1
7
-
-
-
1
-
2
-
1
-
-
-
-
-
-
-
-
-
-
-
-
2
-
3
-
1
1
-
-
-
-
1
-
1
1
1
7
-
-
-
1
-
2
-
1
-
-
-
-
-
-
-
606
Lindl
Synthesis of p-coumaryl coenzy ...
Glycine max
Biochim. Biophys. Acta
302
457-464
1973
-
-
-
-
-
-
-
-
-
1
1
-
-
1
-
-
1
-
-
1
1
1
5
-
1
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
1
-
1
1
1
5
-
1
1
-
-
1
1
-
-
-
-
-
-
-
-
389482
Gross
-
Three novel enzymes involved i ...
Forsythia sp.
FEBS Lett.
31
283-286
1973
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-
-
-
-
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-
-
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1
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-
1
-
-
-
-
-
1
-
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2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
1
-
-
2
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-
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-