Bioconversion of major ginsenosides Rg1 to minor ginsenoside F1 using novel recombinant ginsenoside hydrolyzing glycosidase cloned from Sanguibacter keddieii and enzyme characterization

Journal of Biotechnology

Volumn 161, Issue 3, 2012, Pages 294-301

  Kim, Jin Kwang ^a,b   Cui, Chang Hao ^a   Yoon, Min Ho ^b   Kim, Sun Chang ^a   Im, Wan Taek ^a  

^a Korea Advanced Institute of Science and Technology (KAIST)   (South Korea)

^b Chungnam National University   (South Korea)

Author keywords

Glucosidase; Bioconversion; F1; Ginsenoside; Ginsenoside C K; Ginsenoside C Mc; Ginsenoside C Mc1; Ginsenoside C O; Ginsenoside C Y; Ginsenoside F2; Ginsenoside Rb1; Ginsenoside Rb2; Ginsenoside Rc; Ginsenoside Rd; Ginsenoside Rg3(S); Ginsenoside Rh2(S); Gypenoside LXXV; Gypenoside XVII; Rg1; Sanguibacter keddieii

Indexed keywords

GINSENOSIDE-RD; GINSENOSIDES; GLUCOSIDASE; GYPENOSIDE LXXV; GYPENOSIDE XVII; RG1; SANGUIBACTER KEDDIEII;

BIOCONVERSION; CLONING; ENZYMES; ESCHERICHIA COLI; GENES; HYDROLYSIS; RHODIUM; RUBIDIUM;

PHARMACODYNAMICS;

BETA GLUCOSIDASE; GINSENOSIDE; GINSENOSIDE F1; GINSENOSIDE RB 1; GINSENOSIDE RB 2; GINSENOSIDE RC; GINSENOSIDE RD; GINSENOSIDE RE; GINSENOSIDE RG 1; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL GENE; BACTERIUM; BGLSK GENE; BIOTRANSFORMATION; ENZYME ANALYSIS; ESCHERICHIA COLI; GENE EXPRESSION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR CLONING; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; SANGUIBACTER KEDDIEII; THIN LAYER CHROMATOGRAPHY;

ACTINOMYCETALES; BIOTRANSFORMATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, THIN LAYER; CLONING, MOLECULAR; ELECTROPHORESIS, POLYACRYLAMIDE GEL; ENZYME STABILITY; GINSENOSIDES; GLYCOSIDE HYDROLASES; HYDROGEN-ION CONCENTRATION; HYDROLYSIS; IONS; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY; TEMPERATURE;

ESCHERICHIA COLI; SANGUIBACTER KEDDIEII;

EID: 84864537309     PISSN: 01681656     EISSN: 18734863     Source Type: Journal    
DOI: 10.1016/j.jbiotec.2012.06.021     Document Type: Article

References (36)

1. 1 from Panax ginseng. Journal of Pharmacy and Pharmacology 1998, 50:1155-1160.
2. 1 into the rare gypenosides XVII and LXXV. Applied and Environmental Microbiology 2010, 76:5827-5836.
3. Attele A.S., Wu J.A., Yuan C.S. Ginseng pharmacology: multiple constituents and multiple actions. Biochemical Pharmacology 1999, 58:1685-1693.
4. Chi H., Ji G.E. Transformation of ginsenosides Rb1 and Re from Panax ginseng by food microorganisms. Biotechnology Letters 2005, 27:765-771.
5. Choi J.R., Hong S.W., Kim Y., Jang S.E., Kim N.J., Han M.J., Kim D.H. Metabolic activities of ginseng and its constituents, ginsenoside Rb1 and Rg1, by human intestinal microflora. Journal of Ginseng Research 2011, 35:301-307.
6. Christensen L.P. Ginsenosides chemistry, biosynthesis, analysis, and potential health effects. Advances in Food and Nutrition Research 2009, 55:1-99.
7. Cleland W.W. Statistical analysis of enzyme kinetic data. Methods in Enzymology 1979, 63:103-138.
8. Jia L., Zhao Y. Current evaluation of the millennium phytomedicine-ginseng (I): etymology, pharmacognosy, phytochemistry, market and regulations. Current Medicinal Chemistry 2009, 16:2475-2484.
9. Jin X.F., Yu H.S., Wang D.M., Liu T.Q., Liu C.Y., An D.S., Im W.T., Kim S.G., Jin F.X. Kinetics of a cloned special ginsenosidase hydrolyzing 3-O-glucoside of multi-protopanaxadiol-type ginsenosides, named ginsenosidase type III. Journal of Microbiology and Biotechnology 2012, 22:343-351.
10. Kaya M., Ito J., Kotaka A., Matsumura K., Bando H., Sahara H., Ogino C., Shibasaki S., Kuroda K., Ueda M., Kondo A., Hata Y. Isoflavone aglycones production from isoflavone glycosides by display of β-glucosidase from Aspergillus oryzae on yeast cell surface. Applied Microbiology and Biotechnology 2008, 79:51-60.
11. Kim B.H., Lee S.Y., Cho H.J., You S.N., Kim Y.J., Park Y.M., Lee J.K., Baik M.Y., Park C.S., Ahn S.C. Biotransformation of Korean Panax ginseng by Pectinex. Biological and Pharmaceutical Bulletin 2006, 29:2472-2478.
12. 1 by a purified β-glucosidase from Fusarium moniliforme var. subglutinans. Biotechnology Letters 2011, 33:2457-2461.
13. Ko S.R., Choi K.J., Suzuki K., Suzuki Y. Enzymatic preparation of ginsenosides Rg2, Rh1, and F1. Chemical and Pharmaceutical Bulletin 2003, 51:404-408.
14. 1. Bioscience, Biotechnology, and Biochemistry 2000, 64:2739-2743.
15. 1 protects human HaCaT keratinocytes from ultraviolet-B-induced apoptosis by maintaining constant levels of Bcl-2. Journal of Investigative Dermatology 2003, 121:607-613.
16. Noh K.H., Son J.W., Kim H.J., Oh D.K. Ginsenoside compound K production from ginseng root extract by a thermostable β-glycosidase from Sulfolobus solfataricus. Bioscience, Biotechnology and Biochemistry 2009, 73:316-321.
17. Park C.S., Yoo M.H., Noh K.H., Oh D.K. Biotransformation of ginsenosides by hydrolyzing the sugar moieties of ginsenosides using microbial glycosidases. Applied Microbiology and Biotechnology 2010, 87:9-19.
18. Park J.D., Rhee D.K., Lee Y.H. Biological activities and chemistry of saponins from Panax ginseng C.A. Meyer. Phytochemistry Reviews 2005, 4:159-175.
19. Qi L.W., Wang C.Z., Yuan C.S. Ginsenosides from American ginseng: chemical and pharmacological diversity. Phytochemistry 2011, 72:689-699.
20. Qu C.L., Bai Y.P., Jin X.Q., Wang Y.T., Zhang K., You J.Y., Zhang H.Q. Study on ginsenosides in different parts and ages of Panax quinquefolius L. Food Chemistry 2009, 115:340-346.
21. 3 by recombinant beta-glucosidase from Microbacterium esteraromaticum. Applied Microbiology and Biotechnology 2012, 94:377-384.
22. Quan L.H., Piao J.Y., Min J.W., Kim H.B., Kim S.R., Yang D.U., Yang D.C. Biotransformation of ginsenoside Rb1 to prosapogenins, gypenoside XVII, ginsenoside Rd, ginsenoside F2, and compound K by Leuconostoc mesenteroides DC102. Journal of Ginseng Research 2011, 35:344-351.
23. 1 by recombinant β-glucosidase. Molecules 2009, 14:2043-2048.
24. Shi W., Wang Y.T., Li J., Zhang H.Q., Ding L. Investigation of ginsenosides in different parts and ages of Panax ginseng. Food Chemistry 2007, 102:664-668.
25. Sun L.Q. Information on research and application of Ginseng, the king of traditional and herbal medicines. Asian Journal of Drug Metabolism and Pharmacokinetics 2004, 4:261-284.
26. Tawab M.A., Bahr U., Karas M., Wurglics M., Schubert-Zsilavecz M. Degradation of ginsenosides in humans after oral administration. Drug Metabolism and Disposition: The Biological Fate of Chemicals 2003, 31:1065-1071.
27. Wang J., Huang Z.G., Cao H., Wang Y.T., Hui P., Hoo C., Li S.P. Screening of anti-platelet aggregation agents from Panax notoginseng using human platelet extraction and HPLC-DAD-ESI-MS/MS. Journal of Separation Science 2008, 31:1173-1180.
28. Wang D.M., Yu H.S., Song J.G., Xu Y.F., Jin F.X. Enzyme kinetics of ginsenosidase type IV hydrolyzing 6-O-multi-glycosides of protopanaxatriol type ginsenosides. Process Biochemistry 2012, 47:133-138.
29. 2, Rc and Rd by novel β-glucosidase hydrolyzing outer 3-O glycoside from Sphingomonas sp. 2F2: cloning, expression, and enzyme characterization. Journal of Biotechnology 2011, 156:125-133.
30. Wu X.L., Zhang Y.X., Zhao W.Q., Wang J.H., Wu C.F., Li X. Transformation of ginsenoside Rg1 to ginsenoside F1 specific by the fungi strains EST-I and EST-II. Journal of Shenyang Pharmaceutical University 2008, CNKI:SUN:SYYD.0.2008-01-017.
31. 1 from Panax notoginseng in rats. Journal of Ethnopharmacology 2003, 84:187-192.
32. Yahara S. Saponins of the leaves of Panax ginseng C. A. Meyer. Chemical and Pharmaceutical Bulletin 1979, 27:88-92.
33. Yu H.S., Liu Q.M., Zhang C.Z., Lu M.C., Fu Y.Y., Im W.T., Lee S.T., Jin F.X. A new ginsenosidase from Aspergillus strain hydrolyzing 20-O-multi-glycoside of PPD ginsenoside. Process Biochemistry 2009, 44:772-775.
34. Yu H.S., Zhang C.Z., Lu M.C., Sun F., Fu Y.Y., Jin F.X. Purification and characterization of new special ginsenosidase hydrolyzing multi-glycisides of protopanaxadiol ginsenosides, ginsenosidase type I. Chemical and Pharmaceutical Bulletin 2007, 55:231-235.
35. Zhang Y.W., Dou D.Q., Chen Y.J. Effect of ginsenosides from Panax ginseng on proliferation of human osteosarcoma cell U2OS. Zhong Cao Yao 2001, 32:232-236.
36. Zhang Y.W., Dou D.Q., Zhang L., Chen Y.J., Yao X.S. Effects of ginsenosides from Panax ginseng on cell-to-cell communication function mediated by gap junctions. Planta Medica 2001, 67:417-422.