KEGG   ENZYME: 5.3.3.19
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
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)
R11065
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
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K19547  3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
Genes
BSUBSU37730(bacB)
BSRI33_3921
BSLA7A1_0192
BSHBSU6051_37730(bacB)
BSYI653_18510
BSUTBSUB_04009(bacB)
BSULBSUA_04009(bacB)
BSUSQ433_20780
BSOBSNT_10431(ywfC)
BSNBSn5_09855
BSQB657_37730(bacB)
BSXC663_3678(bacB)
BSPU712_19015
BSSBSUW23_18635(bacB)
BSTGYO_4159
BAYRBAM_034920
BAQBACAU_3521(bacB)
BYABANAU_3674(bacB)
BAMPB938_17920(bacB)
BQYMUS_4151(bacB)
BAMLBAM5036_3422(bacB)
BAMARBAU_3630(bacB)
BAMNBASU_3406(bacB)
BAMBBAPNAU_3688(bacB)
BAMTAJ82_19705
BAMYV529_37640(bacB)
BMPNG74_03667(bacB)
BAOBAMF_3606(bacB)
BAZBAMTA208_19095(bacB)
BQLLL3_03917(bacB)
BXHBAXH7_03909(bacB)
BAMIKSO_001600
BAMCU471_36370
BAMFU722_18655
BSIACWD84_01665
BVMB9C48_17870
BHTDIC78_12110
BMOJHC660_36810(bacB)
BTEQG4P54_19455(bacB)
BIQAN935_19110
BPUBPUM_3421
BPUMBW16_18165
BPUSUP12_17610
BJSMY9_3864
BACWQR42_17165
BACPSB24_11235
BACBOY17_01125
BACYQF06_17305
BACLBS34A_40910(bacB)
BALMBsLM_3803
BALTCFN77_18070
BACSAUL54_12235
BSAFBSL056_18710
BITBIS30_08580
BCABEFK13_19425(bacB)
BRYM0696_19175(bacB)
BGIBGM20_13125
BMURABE28_019120
RHEREHE19_015390
SPHVF9278_21510
SCOECP976_00060
SDECL3078_20875
 » show all
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 49:912-23 (2010)
DOI:10.1021/bi9021186
  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 51:3241-51 (2012)
DOI:10.1021/bi300254u
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 52:889-901 (2013)
DOI:10.1021/bi3016229
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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