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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
ec01130  Biosynthesis of antibiotics
Orthology
K19547  3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
Genes
LPA: lpa_03408
MAQU: Maq22A_c18580
BSU: BSU37730(bacB)
BSR: I33_3921
BSL: A7A1_0192
BSH: BSU6051_37730(bacB)
BSY: I653_18510
BSUT: BSUB_04009(bacB)
BSUL: BSUA_04009(bacB)
BSUS: Q433_20780
BSS: BSUW23_18635(bacB)
BST: GYO_4159
BSO: BSNT_10431(ywfC)
BSQ: B657_37730(bacB)
BSX: C663_3678(bacB)
BAY: RBAM_034920(bacB)
BAQ: BACAU_3521(bacB)
BYA: BANAU_3674(bacB)
BAMP: B938_17920(bacB)
BAML: BAM5036_3422(bacB)
BAMA: RBAU_3630(bacB)
BAMN: BASU_3406(bacB)
BAMB: BAPNAU_3688(bacB)
BAMT: AJ82_19705
BAMY: V529_37640(bacB)
BMP: NG74_03667(bacB)
BAO: BAMF_3606(bacB)
BAZ: BAMTA208_19095(bacB)
BQL: LL3_03917(bacB)
BXH: BAXH7_03909(bacB)
BQY: MUS_4151(bacB)
BAMI: KSO_001600
BAMC: U471_36370
BAMF: U722_18655
BPU: BPUM_3421
BPUM: BW16_18165
BPUS: UP12_17610
BJS: MY9_3864
BACW: QR42_17165
BACP: SB24_11235
BACB: OY17_01125
BACY: QF06_17305
BACL: BS34A_40910(bacB)
BALM: BsLM_3803
STRM: M444_35585
SRO: Sros_3664
MAR: MAE_56550
MPK: VL20_296
 » 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.
  Sequence
[bsu:BSU37730]
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: 5.3.3.19
IUBMB Enzyme Nomenclature: 5.3.3.19
ExPASy - ENZYME nomenclature database: 5.3.3.19
BRENDA, the Enzyme Database: 5.3.3.19

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