KEGG   ENZYME: 5.3.3.19Help
Entry
EC 5.3.3.19                 Enzyme                                 

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
Biosynthesis of antibiotics
Orthology
K19547  
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
Genes
LPA: 
MAQU: 
BSU: 
BSU37730(bacB)
BSR: 
BSL: 
BSH: 
BSY: 
BSUT: 
BSUL: 
BSUS: 
BSS: 
BST: 
BSO: 
BSN: 
BSQ: 
BSX: 
C663_3678(bacB)
BSP: 
BAY: 
BAQ: 
BYA: 
BAMP: 
BAML: 
BAMA: 
RBAU_3630(bacB)
BAMN: 
BASU_3406(bacB)
BAMB: 
BAMT: 
BAMY: 
BMP: 
BAO: 
BAMF_3606(bacB)
BAZ: 
BQL: 
LL3_03917(bacB)
BXH: 
BQY: 
MUS_4151(bacB)
BAMI: 
BAMC: 
BAMF: 
BPU: 
BPUM_3421(bacB)
BPUM: 
BJS: 
BACW: 
BACP: 
BACB: 
BACY: 
BACL: 
BALM: 
STRM: 
SRO: 
MAR: 
MPK: 
ACY: 
 » show all
Taxonomy
Reference
1  [PMID:20052993]
  Authors
Mahlstedt SA, Walsh CT
  Title
Investigation of anticapsin biosynthesis reveals a four-enzyme pathway to tetrahydrotyrosine in Bacillus subtilis.
  Journal
Biochemistry. 49 (2010) 912-23.
Reference
2  [PMID:22483065]
  Authors
Parker JB, Walsh CT
  Title
Olefin isomerization regiochemistries during tandem action of BacA and BacB on prephenate in bacilysin biosynthesis.
  Journal
Biochemistry. 51 (2012) 3241-51.
Reference
3  [PMID:23317005]
  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
Biochemistry. 52 (2013) 889-901.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

DBGET integrated database retrieval system