BRENDA - Enzyme Database
show all sequences of 5.3.3.19

Stereochemical outcome at four stereogenic centers during conversion of prephenate to tetrahydrotyrosine by BacABGF in the bacilysin pathway

Parker, J.B.; Walsh, C.T.; Biochemistry 51, 5622-5632 (2012)

Data extracted from this reference:

Cloned(Commentary)
Cloned (Commentary)
Organism
-
Bacillus subtilis
Inhibitors
Inhibitors
Commentary
Organism
Structure
additional information
formation of the the 3Z isomer is severely inhibited by high concentrations of salt (above 250 mM)
Bacillus subtilis
Organism
Organism
UniProt
Commentary
Textmining
Bacillus subtilis
P39639
-
-
Bacillus subtilis 168
P39639
-
-
Purification (Commentary)
Purification (Commentary)
Organism
-
Bacillus subtilis
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis
(3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis 168
(3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis
(3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis 168
(3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
Cloned(Commentary) (protein specific)
Commentary
Organism
-
Bacillus subtilis
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
additional information
formation of the the 3Z isomer is severely inhibited by high concentrations of salt (above 250 mM)
Bacillus subtilis
Purification (Commentary) (protein specific)
Commentary
Organism
-
Bacillus subtilis
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis
(3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis 168
(3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis
(3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate
the enzyme generates a mixture of 3E- and 3Z-isomers. It equilibrates the more stable 3E and less stable 3Z geometric isomers to give up to 25% of the 3Z isomer, which on subsequent reduction by BacG gives the desired 4S stereochemistry of the cyclohexanol scaffold
729215
Bacillus subtilis 168
(3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
-
-
?
Other publictions for EC 5.3.3.19
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
Synonyms
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)
729047
Wu
Bacilysin from Bacillus amylol ...
Bacillus amyloliquefaciens
Appl. Environ. Microbiol.
80
7512-7520
2014
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1
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2
2
-
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-
729211
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Olefin isomerization regiochem ...
Bacillus subtilis 168, Bacillus subtilis
Biochemistry
51
3241-3251
2012
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1
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6
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1
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4
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1
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1
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1
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4
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-
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-
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729215
Parker
Stereochemical outcome at four ...
Bacillus subtilis 168, Bacillus subtilis
Biochemistry
51
5622-5632
2012
-
-
1
-
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-
1
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6
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1
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4
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1
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1
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1
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4
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-
728865
Rajavel
Analysis of multiple crystal f ...
Bacillus subtilis 168, Bacillus subtilis
Acta Crystallogr. Sect. D
66
635-639
2010
-
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1
1
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1
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6
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1
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1
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1
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1
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1
1
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729204
Mahlstedt
Investigation of anticapsin bi ...
Bacillus subtilis 168, Bacillus subtilis
Biochemistry
49
912-923
2010
-
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1
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1
-
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-
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2
-
6
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1
1
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4
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1
1
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1
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1
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1
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2
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1
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4
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1
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1
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1
1
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729968
Rajavel
Role of Bacillus subtilis BacB ...
Bacillus subtilis 168, Bacillus subtilis
J. Biol. Chem.
284
31882-31892
2009
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-
1
1
1
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1
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1
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7
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1
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2
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2
2
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1
1
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2
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2
1
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1
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1
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2
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2
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2
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1
2
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1
1
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