Cloned (Comment) | Organism |
---|---|
gene CBS, subcloning in Escherichia coli strain DH5alpha, 11-oxo-24,25-epoxy cucurbitadienol as well as 11-oxocucurbitadienol and 11-hydroxycucurbitadienol are produced when enzyme CYP87D18 is co-expressed with Cyt P450 reductase and SgCbQ in Saccharomyces cerevisiae strain BY4741-Z35 microsomes, metabolite structures are confirmed by liquid chromatography-solid-phase extraction-nuclear magnetic resonance-mass spectrometry coupling (LC-SPE-NMR-MS). 11-Oxo-24,25-epoxycucurbitadienol might be a derivative of 24,25-epoxycucurbitadienol, which is assumed to be formed through cyclization of 2,3-(S)-22,23-(S)-dioxidosqualene in yeast cells by recombinant SgCbQ, and then sequentially oxidized by recombinant CYP87D18 at the C-11 position in BY4741-Z5 as the oxidation process of cucurbitadienol | Siraitia grosvenorii |
Protein Variants | Comment | Organism |
---|---|---|
additional information | combination of SgCbQ with UGT74AC1 and CYP87D18 may potentially allow improvement in mogroside production by genetic transformation of Siraitia grosvenorii | Siraitia grosvenorii |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
(3S)-2,3-epoxy-2,3-dihydrosqualene | Siraitia grosvenorii | - |
cucurbitadienol | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Siraitia grosvenorii | K7NBZ9 | cultivated in Guangxi Province of China | - |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
fruit | - |
Siraitia grosvenorii | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
(3S)-2,3-epoxy-2,3-dihydrosqualene | - |
Siraitia grosvenorii | cucurbitadienol | - |
? | |
additional information | 11-oxo-24,25-epoxy cucurbitadienol might be a derivative of 24,25-epoxy cucurbitadienol, which is assumed to be formed through cyclization of 2,3-(S)-22,23-(S)-dioxidosqualene in yeast cells by recombinant SgCbQ, and then sequentially oxidized by recombinant CYP87D18 (EC 1.14.14.71) at the C-11 position in BY4741-Z5 as the oxidation process of cucurbitadienol. Metabolite identification by TLC, metabolite structures are confirmed by liquid chromatography-solid-phase extraction-nuclear magnetic resonance-mass spectrometry coupling (LC-SPE-NMR-MS) | Siraitia grosvenorii | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
SgCbQ | - |
Siraitia grosvenorii |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
30 | - |
coupled assay at | Siraitia grosvenorii |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
coupled assay at | Siraitia grosvenorii |
General Information | Comment | Organism |
---|---|---|
metabolism | cucurbitadienol synthase and a multifunctional P450, CYP87D18, are involved in biosynthesis of mogrosides in Siraitia grosvenorii. Cucurbitadienol synthase synthesizes cucurbitadienol, that is oxidized by CYP87D18 (EC 1.14.14.71) at C-11 to produce 11-oxo cucurbitadienol and 11-hydroxy cucurbitadienol. Proposed biosynthetic pathway of mogrosides, overview | Siraitia grosvenorii |
physiological function | cyclization of 2,3-oxidosqualene to cucurbitadienol catalyzed by cucurbitadienol synthase SgCbQ in the biosynthesis of mogrosides, the major bioactive components isolated from the fruits of Siraitia grosvenorii. Mogrosides are a family of cucurbitane-type tetracyclic triterpenoid saponins that are used worldwide as high-potency sweeteners and possess a variety of notable pharmacological activities | Siraitia grosvenorii |