Oxidation of Cucurbitadienol Catalyzed by CYP87D18 in the Biosynthesis of Mogrosides from Siraitia grosvenorii | |
Zhang, Jiangsheng; Dai, Longhai; Yang, Jiangang; Liu, Can; Men, Yan; Zeng, Yan; Cai, Yi; Zhu, Yueming; Sun, Yuanxia | |
刊名 | PLANT AND CELL PHYSIOLOGY
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2016-05-01 | |
卷号 | 57期号:5页码:1000-1007 |
关键词 | Cucurbitadienol CYP87D18 Cytochrome P450 Mogrosides Siraitia grosvenorii |
英文摘要 | Mogrosides, the principally bioactive compounds extracted from the fruits of Siraitia grosvenorii, are a group of glycosylated cucurbitane-type tetracyclic triterpenoid saponins that exhibit a wide range of notable biological activities and are commercially available worldwide as natural sweeteners. The biosynthesis of mogrosides involves initial cyclization of 2,3-oxidosqualene to the triterpenoid skeleton of cucurbitadienol, followed by a series of oxidation reactions catalyzed by Cyt P450s (P450s) and then glycosylation reactions catalyzed by UDP glycosyltransferases (UGTs). We previously reported the identification of a cucurbitadienol synthase (SgCbQ) and a mogrol C-3 hydroxyl glycosyltransferase (UGT74AC1). However, molecular characterization of further transformation of cucurbitadienol to mogrol by P450s remains unavailable. In this study, we report the successful identification of a multifunctional P450 (CYP87D18) as being involved in C-11 oxidation of cucurbitadienol. In vitro enzymatic activity assays showed that CYP87D18 catalyzed the oxidation of cucurbitadienol at C-11 to produce 11-oxo cucurbitadienol and 11-hydroxy cucurbitadienol. Furthermore, 11-oxo-24,25-epoxy cucurbitadienol as well as 11-oxo cucurbitadienol and 11-hydroxy cucurbitadienol were produced when CYP87D18 was co-expressed with SgCbQ in genetic yeast, and their structures were confirmed by liquid chromatography-solid-phase extraction-nuclear magnetic resonance-mass spectrometry coupling (LC-SPE-NMR-MS). Taken together, these results suggest a role for CYP87D18 as a multifunctional cucurbitadienol oxidase in the mogrosides pathway. |
WOS标题词 | Science & Technology ; Life Sciences & Biomedicine |
类目[WOS] | Plant Sciences ; Cell Biology |
研究领域[WOS] | Plant Sciences ; Cell Biology |
关键词[WOS] | BETA-AMYRIN ; GINSENOSIDE BIOSYNTHESIS ; PANAX-GINSENG ; SACCHAROMYCES-CEREVISIAE ; TRITERPENE ; SYNTHASE ; YEAST ; GENE ; CYTOCHROME-P450 ; DIVERSIFICATION |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000376654200013 |
内容类型 | 期刊论文 |
源URL | [http://124.16.173.210/handle/834782/2895] ![]() |
专题 | 天津工业生物技术研究所_功能糖与天然活性物质研究组 孙媛霞 _期刊论文 |
作者单位 | Chinese Acad Sci, Tianjin Inst Ind Biotechnol, Natl Engn Lab Ind Enzymes, Tianjin 300308, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Jiangsheng,Dai, Longhai,Yang, Jiangang,et al. Oxidation of Cucurbitadienol Catalyzed by CYP87D18 in the Biosynthesis of Mogrosides from Siraitia grosvenorii[J]. PLANT AND CELL PHYSIOLOGY,2016,57(5):1000-1007. |
APA | Zhang, Jiangsheng.,Dai, Longhai.,Yang, Jiangang.,Liu, Can.,Men, Yan.,...&Sun, Yuanxia.(2016).Oxidation of Cucurbitadienol Catalyzed by CYP87D18 in the Biosynthesis of Mogrosides from Siraitia grosvenorii.PLANT AND CELL PHYSIOLOGY,57(5),1000-1007. |
MLA | Zhang, Jiangsheng,et al."Oxidation of Cucurbitadienol Catalyzed by CYP87D18 in the Biosynthesis of Mogrosides from Siraitia grosvenorii".PLANT AND CELL PHYSIOLOGY 57.5(2016):1000-1007. |
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