2-hydroxyisoflavanone dehydratase

The enzyme 2-hydroxyisoflavanone dehydratase (EC 4.2.1.105) catalyzes the chemical reaction

2-hydroxyisoflavanone dehydratase
Identifiers
EC no.4.2.1.105
CAS no.56022-25-4
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Search
PMCarticles
PubMedarticles
NCBIproteins
2D representation of the chemical structure of Q27123131.
2,4',7-trihydroxyisoflavanone
 
 
H2O
Rightward reaction arrow with minor product(s) to top right
 
 
 

This enzyme belongs to the family of lyases, specifically the hydro-lyases, which cleave carbon-oxygen bonds. The systematic name of this enzyme class is 2,7,4′-trihydroxyisoflavanone hydro-lyase (daidzein-forming). This enzyme is also called 2,7,4′-trihydroxyisoflavanone hydro-lyase.[1] This enzyme forms part of the pathway to isoflavones from flavonoids.[2][3] The starting material, 2,4',7-trihydroxyisoflavanone, is produced from liquiritigenin by the enzyme isoflavonoid synthase[4]

Synthase
 
 
Rightward reaction arrow
 
 
 
2D representation of the chemical structure of Q27123131.
2,4',7-trihydroxyisoflavanone

2-hydroxyisoflavanone dehydratase also acts on the intermediate tetrahydroxyisoflavanone produced from naringenin, leading to genistein.[5]

Synthase
 
 
Rightward reaction arrow
 
 
 
2,4',5,7-tetrahydroxyisoflavanone
 
Dehydratase
 
H2O
Rightward reaction arrow with minor product(s) to top right
 
 
 

The variant GmHID1 from Glycine max shows both these activities.[5].

References

edit
  1. Enzyme 4.2.1.105 at KEGG Pathway Database.
  2. Hakamatsuka T, Mori K, Ishida S, Ebizuka Y, Sankawa U (1998). "Purification of 2-hydroxyisoflavanone dehydratase from the cell cultures of Pueraria lobata". Phytochemistry. 49 (2): 497–505. doi:10.1016/S0031-9422(98)00266-0.
  3. Ververidis Filippos, F; Trantas Emmanouil; Douglas Carl; Vollmer Guenter; Kretzschmar Georg; Panopoulos Nickolas (October 2007). "Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part I: Chemical diversity, impacts on plant biology and human health". Biotechnology Journal. 2 (10): 1214–34. doi:10.1002/biot.200700084. PMID 17935117.
  4. Sawada Y, Kinoshita K, Akashi T, Aoki T, Ayabe S (September 2002). "Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase". The Plant Journal. 31 (5): 555–64. doi:10.1046/j.1365-313x.2002.01378.x. PMID 12207646.
  5. 1 2 Bauters, Lander; Lander Bauers; Stojilković, Boris; Gheysen, Godelieve (2021-08-19). "Pathogens pulling the strings: Effectors manipulating salicylic acid and phenylpropanoid biosynthesis in plants". Molecular Plant Pathology. 22 (11). British Society for Plant Pathology (Wiley): 1436–1448. Bibcode:2021MolPP..22.1436B. doi:10.1111/mpp.13123. ISSN 1464-6722. PMC 8518561. PMID 34414650.