Entry
Name
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase;
BacB
Class
Isomerases;
Intramolecular oxidoreductases;
Transposing C=C bonds
BRITE hierarchy
Sysname
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
Reaction(IUBMB)
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate = 3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate [RN:
R11065 ]
Reaction(KEGG)
Substrate
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate [CPD:
C20953 ]
Product
3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate [CPD:
C21085 ]
Comment
The enzyme, characterized from the bacterium Bacillus subtilis, is involved in the biosynthesis of the nonribosomally synthesized dipeptide antibiotic bacilysin, composed of L-alanine and L-anticapsin. The enzyme can interconvert the (E) isomer formed in the reaction into the (Z) isomer [2], although this isomerization is not part of the pathway leading to bacilysin [3].
History
EC 5.3.3.19 created 2015
Pathway
ec00998 Biosynthesis of various antibiotics
ec01110 Biosynthesis of secondary metabolites
Orthology
K19547 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
Genes
BAZ : BAMTA208_19095(bacB)
SXT : KPP03845_106162(bacB)
PAGH : NIES204_06200(aerE)
PRUN : PCC7821_03673(bacB)
NSPH : BDGGKGIB_04043(suoE)
» show all
Taxonomy
Reference
Authors
Mahlstedt SA, Walsh CT
Title
Investigation of anticapsin biosynthesis reveals a four-enzyme pathway to tetrahydrotyrosine in Bacillus subtilis.
Journal
Sequence
Reference
Authors
Parker JB, Walsh CT
Title
Olefin isomerization regiochemistries during tandem action of BacA and BacB on prephenate in bacilysin biosynthesis.
Journal
Reference
Authors
Parker JB, Walsh CT
Title
Action and timing of BacC and BacD in the late stages of biosynthesis of the dipeptide antibiotic bacilysin.
Journal
Other DBs
ExplorEnz - The Enzyme Database: 5.3.3.19
ExPASy - ENZYME nomenclature database: 5.3.3.19