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Literature summary for 5.4.99.B41 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
Search for more literature for 5.4.99.B41

Cloned(Commentary)

Cloned (Comment) Organism
gene OsOS, 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
A732I site-directed mutagenesis, the mutant acquires parkeol synthase activity, EC 5.4.99.47, the mutant produces parkeol (16.8% of triterpenes) and a small amount of orysatinol (8.7% of triterpenes), compared to wild-type enzyme OsOS Oryza sativa Japonica Group
L124F site-directed mutagenesis,the mutant acquires parkeol synthase activity, EC 5.4.99.47, whereas the synthesis of orysatinol is reduced in comparison to wild-type OsOS Oryza sativa Japonica Group
L124F/A732I site-directed mutagenesis, the mutant acquires parkeol synthase activity, EC 5.4.99.47, whereas the synthesis of orysatinol is reduced in comparison to wild-type OsOS Oryza sativa Japonica Group
L124F/L365F site-directed mutagenesis, the mutant acquires parkeol synthase activity, EC 5.4.99.47, whereas the synthesis of orysatinol is reduced in comparison to wild-type OsOS Oryza sativa Japonica Group
L124F/L365F/A732I site-directed mutagenesis, the mutant acquires parkeol synthase activity, EC 5.4.99.47, whereas the synthesis of orysatinol is reduced in comparison to wild-type OsOS Oryza sativa Japonica Group
L365F site-directed mutagenesis, the mutation causes decreased orysatinol production (43.7% of of triterpenes) with concomitant increases in other non-parkeol triterpenes (56.3% of triterpenes) 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
-
 orysatinol
-
 ?

Organism

Organism UniProt Comment Textmining
Oryza sativa Japonica Group H2KWF1
-
-
Oryza sativa Japonica Group Guangluai 15 H2KWF1
-
-

Reaction

Reaction Comment Organism Reaction ID
(3S)-2,3-epoxy-2,3-dihydrosqualene = orysatinol reaction from bicyclic C8-cation (chair-boat form) via orysatinyl C-17 cation (chair-chair-chair form) to orysatinol, proposed reaction scheme of cyclization, overview Oryza sativa Japonica Group
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
 Oryza sativa Japonica Group 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
OsOS
-
 Oryza sativa Japonica Group
OsOSC7
-
 Oryza sativa Japonica Group
pentacyclic orysatinol 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 promiscuous OSC from Oryza sativa (OsOS) synthesizes a pentacyclic triterpene orysatinol as its main product. The OsOS gene is widely distributed in indica subspecies of cultivated rice and in wild rice accessions Oryza sativa Japonica Group