Search Substrates and Products (Substrate)

5.3.3.19

3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate

(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 from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin

(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

3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate also undergoes a nonenzymatic isomerization

(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

nonenzymatic isomerization gives (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate and (3Z)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate in the ratio 50:1. Isomerization by BacB gives a 3:1 mixture of the E- and Z-isomers

(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

(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 from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin

(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

3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate also undergoes a nonenzymatic isomerization

(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

nonenzymatic isomerization gives (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate and (3Z)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate in the ratio 50:1. Isomerization by BacB gives a 3:1 mixture of the E- and Z-isomers

(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

(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

(3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate

?