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Literature summary for 5.4.99.47 extracted from

  • Xue, Z.; Tan, Z.; Huang, A.; Zhou, Y.; Sun, J.; Wang, X.; Thimmappa, R.B.; Stephenson, M.J.; Osbourn, A.; Qi, X.
    Identification of key amino acid residues determining product specificity of 2,3-oxidosqualene cyclase in Oryza species (2018), New Phytol., 218, 1076-1088 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene OsOP, from leaf sheath material, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative RT-PCR expression analysis, recombinant expression in Pichia pastoris strain X33 under the control of the methanol-inducible promoter AOX1 Oryza sativa Japonica Group

Protein Variants

Protein Variants Comment Organism
F124L/F365L/I732A site-directed mutagenesis, the mutant shows reduced parkeol synthesis activity compared to the wild-type and synthesis of other triterpene products Oryza sativa Japonica Group
Y257A site-directed mutagenesis, the mutant shows highly reduced parkeol synthesis activity compared to the wild-type Oryza sativa Japonica Group

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group
-
parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group
-
orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group Guangluai 15
-
parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group Guangluai 15
-
orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group Zhonghua 11
-
parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene Oryza sativa Japonica Group Zhonghua 11
-
orysatinol
-
?

Organism

Organism UniProt Comment Textmining
Oryza sativa Japonica Group H2KWF1
-
-
Oryza sativa Japonica Group Zhonghua 11 H2KWF1
-
-

Reaction

Reaction Comment Organism Reaction ID
(3S)-2,3-epoxy-2,3-dihydrosqualene = parkeol reaction from bicyclic C-8 cation (chair-boat form) via protosteryl cation (chair-boat-chair form) to parkeol, proposed reaction scheme of cyclization, overview Oryza sativa Japonica Group

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group Guangluai 15 parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group Zhonghua 11 parkeol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene produced by the double mutants F124L/I732A and F365L/I732A Oryza sativa Japonica Group orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group Guangluai 15 orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene produced by the double mutants F124L/I732A and F365L/I732A Oryza sativa Japonica Group Guangluai 15 orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Oryza sativa Japonica Group Zhonghua 11 orysatinol
-
?
(3S)-2,3-epoxy-2,3-dihydrosqualene produced by the double mutants F124L/I732A and F365L/I732A Oryza sativa Japonica Group Zhonghua 11 orysatinol
-
?
additional information identification of compounds by GC-MS analysis Oryza sativa Japonica Group ?
-
?
additional information identification of compounds by GC-MS analysis Oryza sativa Japonica Group Guangluai 15 ?
-
?
additional information identification of compounds by GC-MS analysis Oryza sativa Japonica Group Zhonghua 11 ?
-
?

Synonyms

Synonyms Comment Organism
2,3-Oxidosqualene cyclase
-
Oryza sativa Japonica Group
OSC
-
Oryza sativa Japonica Group
OsOP
-
Oryza sativa Japonica Group
OsOSC7
-
Oryza sativa Japonica Group
tetracyclic parkeol synthase
-
Oryza sativa Japonica Group

General Information

General Information Comment Organism
evolution molecular evolutionary analysis. Phylogenetic, network and functional analyses of OsOSC7 variants in Oryza sativa subsp. japonica and in Oryza wild-type species, overview Oryza sativa Japonica Group
additional information identification of three key amino acid residues amongst 46 polymorphic sites that determine functional conversion between tetracyclic parkeol synthase (OsPS) and pentacyclic orysatinol synthase (OsOS), specifically, the chair-semi(chair)-chair and chair-boat-chair interconversions. Mechanism for the function conversion between OsPS and OsOS. The different orientation of a fourth amino acid residue Y257 is important for functional conversion. Three-dimensional modeling of the enzyme proteins generated by using Homo sapiens LAS structure (PDB ID 1W6K) as a template. Ligand docking Oryza sativa Japonica Group
physiological function the OSC from Oryza sativa (OsOP) synthesizes the tetracyclic parkeol as its main product. The OsOP gene is distributed in japonica Oryza sativa Japonica Group