- Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis
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ApUGT, a diterpene glycosyltransferase from Andrographis paniculata, could transfer a glucose to the C-19 hydroxyl moiety of andrograpanin to form neoandrographolide. This glycosyltransferase has a broad substrate scope, and it can glycosylate 26 natural and unnatural compounds of different structural types. This study provides a basis for exploring the glycosylation mechanism of ent-labdane-type diterpenes and plays an important role in diversifying the structures used in drug discovery.
- Li, Yuan,Lin, Hui-Xin,Wang, Jian,Yang, Jian,Lai, Chang-Jiang-Sheng,Wang, Xing,Ma, Bao-Wei,Tang, Jin-Fu,Li, Yong,Li, Xin-Lin,Guo, Juan,Gao, Wei,Huang, Lu-Qi
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supporting information
p. 5999 - 6002
(2018/10/20)
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- Development of Photoaffinity Probe for the Discovery of Steviol Glycosides Biosynthesis Pathway in Stevia rebuadiana and Rapid Substrate Screening
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Functional discovery and characterization of the target enzymes responsible for the biosynthesis pathway coded for the genes is ongoing, and the unknown functional diversity of this class of enzymes has been revealed by genome sequencing. Commonly, it is feasible in annotating of biosynthetic genes of prokaryotes due to the existence of gene clusters of secondary metabolites. However, in eukaryotes, the biosynthetic genes are not compactly clustered in the way of prokaryotes. Hence, it remains challenging to identify the biosynthetic pathways of newly discovered natural products in plants. Steviol glycosides are one class of natural sweeteners found in high abundance in the herb Stevia rebaudiana. Here, we applied the chemoproteomic strategy for the proteomic profiling of the biosynthetic enzymes of steviol glycosides in Stevia rebaudiana. We not only identified a steviol-catalyzing UDP-glycosyltransferase (UGT) UGT73E1 involved in steviol glycoside biosynthesis but also built up a probe-based platform for the screening of potential substrates of functional uncharacterized UGT rapidly. This approach would be a complementary tool in mining novel synthetic parts for assembling of synthetic biological systems for the biosynthesis of other complex natural products.
- Li, Weichao,Zhou, Yiqing,You, Wenjing,Yang, Mengquan,Ma, Yanrong,Wang, Mingli,Wang, Yong,Yuan, Shuguang,Xiao, Youli
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p. 1944 - 1949
(2018/06/11)
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- A complete specific cleavage of glucosyl and ester linkages of stevioside for preparing steviol with a β-galactosidase from Sulfolobus solfataricus
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β-Galactosidases from Sulfolobus solfataricus have been used to synthesize galactooligosaccharide and lactulose. In this work, a β-galactosidase from S. solfataricus with weak β-glucosidase activity but high lipase activity was employed as catalyst to assist hydrolysis of stevioside to obtain steviol, an important starting reagent of synthetic bioactive materials and the main metablite of stevioside in human digistion. The β-galactosidase presented a strict substrate specifity on converting stevioside to steviol in a stoichiometric yield. The β-galactosidase favors the cleavage of glycoside linkages prior to cleavage of glycosyl ester linkage. The hydrolysis is external diffusion controlled and hence has to bear low substrate concentration in regular process, but this can be solved with product removal or enzyme immobilization. The immobilization of the β-galactosidase onto cross-linked chitosan microspheres did not enhance the enzyme's thermal or pH stability but eliminated the external diffusion, and therefore speeded the hydrolysis in 3 folds. The relative reaction activity dropped only 1.75% after 6 runs of using the immobilized β-galactosidase.
- Chen, Jun-Ming,Xia, Yong-Mei,Wan, Hui-Da,Wang, Hai-Jun,Liu, Xiang
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p. 126 - 131
(2014/06/10)
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- Synthesis of ent-kaurane diterpene monoglycosides
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Synthesis of two ent-kaurane diterpene glycosides, steviol 19-O-β-D-glucopyranosiduronic acid (steviol glucuronide, 5), and 13-hydroxy ent-kaur-16-en-19-oic acid-β-D-glucopyranosyl ester (7) has been achieved from a common starting material, steviol, usin
- Chaturvedula, Venkata Sai Prakash,Klucik, Josef,Upreti, Mani,Prakash, Indra
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p. 8402 - 8409
(2011/12/15)
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- REBAUDIOSIDE A DERIVATIVE PRODUCTS AND METHODS FOR MAKING
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Exemplary embodiments of this invention encompass a method for degrading rebaudioside A and the rebaudioside A derivative products derived therefrom. In particular, this invention relates to a method for degrading rebaudioside A compositions to obtain rebaudioside A derivative products suitable for use as sweetener compositions.
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Page/Page column 38-43
(2009/10/21)
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- BIOTRANSFORMATION OF STEVIOL BY CULTURED CELLS OF EUCALYPTUS PERRINIANA AND COFFEE ARABICA
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A new biotransformation product, steviol 19-β-gentiobiosyl ester, together with steviol 19-β-glucopyranosyl ester and steriol-13-O-β-glucopyranosyl ester (rubusoside), was isolated from Eucalyptus perriniana jar fermentor culture following the administration of steviol.Only rubusoside was isolated as a biotransformation product of steviol from Coffea arabica cell suspension culture.Key Word Index: Eucalyptus perriniana; Myrtaceae; Coffee arabica: Rubiaceae; cell suspension culture; biotransformation; steviol; rubusoside; steviol 19-β-gentiobiosyl ester; glucosylation.
- Orihara, Yutaka,Saiki, Kenji,Furuya, Tsutomu
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p. 3989 - 3992
(2007/10/02)
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