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Literature summary extracted from

  • Parker, J.B.; Walsh, C.T.
    Stereochemical outcome at four stereogenic centers during conversion of prephenate to tetrahydrotyrosine by BacABGF in the bacilysin pathway (2012), Biochemistry, 51, 5622-5632.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.3.1.B7
-
 Bacillus subtilis
5.3.3.19
-
 Bacillus subtilis

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.3.3.19 additional information formation of the the 3Z isomer is severely inhibited by high concentrations of salt (above 250 mM) Bacillus subtilis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ Bacillus subtilis
-
 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ Bacillus subtilis 168
-
 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.B7 Bacillus subtilis P39644
-
-
1.3.1.B7 Bacillus subtilis 168 P39644
-
-
5.3.3.19 Bacillus subtilis P39639
-
-
5.3.3.19 Bacillus subtilis 168 P39639
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.3.1.B7
-
 Bacillus subtilis
5.3.3.19
-
 Bacillus subtilis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
-
 Bacillus subtilis 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ the enzyme is involved in the biosynthesis of the antibiotic bacilysin Bacillus subtilis 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+
-
 Bacillus subtilis 168 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?
1.3.1.B7 (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ the enzyme is involved in the biosynthesis of the antibiotic bacilysin Bacillus subtilis 168 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+
-
 ?
5.3.3.19 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 Bacillus subtilis (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
 ?
5.3.3.19 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 Bacillus subtilis 168 (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
 ?
5.3.3.19 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 Bacillus subtilis (3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
 ?
5.3.3.19 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 Bacillus subtilis 168 (3E)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.3.1.B7 BacG
-
 Bacillus subtilis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.B7 8
-
 assay at Bacillus subtilis

General Information

EC Number General Information Comment Organism
1.3.1.B7 physiological function the enzyme is involved in the biosynthesis of the antibiotic bacilysin Bacillus subtilis