Glyceollin synthase

Glyceollin synthase
Identifiers
EC no.1.14.14.135
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
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NCBIproteins

Glyceollin synthase is an enzyme that catalyzes the last committed step in glyceollin biosynthesis. It has been classified as a cytochrome dependent monooxygenase. It cyclizes a prenyl residue in its starting materials to convert glyceollidins (I and II) into glyceollins (I - III).[1]

This enzyme catalyzes three chemical reactions, for example:[2][3]

2D representation of the chemical structure of Q27121915.
glyceocarpin
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 
2D representation of the chemical structure of Q27104787.
glyceollin II

Glyceocarpin can alternatively be converted to glyceollin III

2D representation of the chemical structure of Q27121915.
glyceocarpin
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 

Glyceollin synthase is a cytochrome P450 protein containing heme. It requires a partner cytochrome P450 reductase for functional expression. This uses nicotinamide adenine dinucleotide phosphate. The systematic name of this enzyme class is 2-(or 4-)dimethylallyl-(6aS,11aS)-3,6a,9-trihydroxypterocarpan,NADPH:oxygen oxidoreductase (cyclizing).[4]

The previous enzyme in the pathway to glyceollins, trihydroxypterocarpan dimethylallyltransferase also produces the isomeric compound 4-dimethylallylglycinol. This is also a substrate for glyceollin synthase:[1]

2D representation of the chemical structure of Q27121834.
4-dimethylallylglycinol
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 

References

  1. 1 2 Welle R, Grisebach H (May 1988). "Induction of phytoalexin synthesis in soybean: enzymatic cyclization of prenylated pterocarpans to glyceollin isomers". Archives of Biochemistry and Biophysics. 263 (1): 191–198. doi:10.1016/0003-9861(88)90627-3. PMID 3369863.
  2. ↑ Bauters L, Stojilković B, Gheysen G (November 2021). "Pathogens pulling the strings: Effectors manipulating salicylic acid and phenylpropanoid biosynthesis in plants". Molecular Plant Pathology. 22 (11). British Society for Plant Pathology (W-B): 1436–1448. doi:10.1111/mpp.13123. PMC 8518561. PMID 34414650.
  3. ↑ Khatri P, Kuflu K, McDowell T, Lin J, Kovinich N, Dhaubhadel S (May 2025). "Discovery of three cytochrome P450 monooxygenase prenyl cyclases that catalyze the final step of glyceollin biosynthesis in soybean". Molecular Plant. 18 (5): 721–724. doi:10.1016/j.molp.2025.01.022. PMID 39891385.
  4. ↑ Enzyme 1.14.14.135 at KEGG Pathway Database.