Characterization of the ginsenoside-transforming recombinant β-glucosidase from Actinosynnema mirum and bioconversion of major ginsenosides into minor ginsenosides

Applied Microbiology and Biotechnology

Volumn 97, Issue 2, 2013, Pages 649-659

  Cui, Chang Hao ^a   Kim, Sun Chang ^a   Im, Wan Taek ^a  

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

Author keywords

Actinosynnema mirum; Biotransformation; Ginsenoside; Glycoside hydrolase

Indexed keywords

ACTINOSYNNEMA MIRUM; AGAROSE; AMINO ACID RESIDUES; BIOTRANSFORMATION; ESCHERICHIA COLI BL21; GINSENOSIDE RE; GINSENOSIDES; GLUCOSIDASE; GLYCOSIDE HYDROLASES; OPTIMUM CONDITIONS; VECTOR SYSTEMS;

AMINO ACIDS; CLONING; ESCHERICHIA COLI; GENE ENCODING; GLUCOSE; HYDROLYSIS; RHODIUM; RUBIDIUM;

PHARMACODYNAMICS;

AGAROSE; BETA GLUCOSIDASE; COMPOUND K; COMPOUND MC; COMPOUND MC1; COMPOUND O; COMPOUND Y; GINSENOSIDE; GINSENOSIDE RB 1; GINSENOSIDE RB 2; GINSENOSIDE RC; GINSENOSIDE RD; GINSENOSIDE RE; GINSENOSIDE RG 1; GLUCOSE; GLYCOSIDASE; GYPENOSIDE; GYPENOSIDE F2; GYPENOSIDE LXXV; GYPENOSIDE RH2; GYPENOSIDE XVII; PROTOPANAXADIOL; RESIN; UNCLASSIFIED DRUG;

BACTERIUM; BIOTRANSFORMATION; ENZYME ACTIVITY; GENE EXPRESSION; HYDROLYSIS; MOLECULAR ANALYSIS; PH; PROTEIN; RECOMBINATION;

ACTINOBACTERIA; ACTINOSYNNEMA MIRUM; ARTICLE; BIOTRANSFORMATION; CLONING; ENZYME ACTIVITY; ESCHERICHIA COLI; GENE; GENETIC CODE; HYDROLYSIS; MOLECULAR WEIGHT; NONHUMAN; PH; PROTEIN CLEAVAGE; PROTEIN EXPRESSION;

ACTINOMYCETALES; BETA-GLUCOSIDASE; ELECTROPHORESIS, POLYACRYLAMIDE GEL; GINSENOSIDES; GLYCOSIDE HYDROLASES; HYDROGEN-ION CONCENTRATION; RECOMBINANT PROTEINS; TEMPERATURE;

ACTINOSYNNEMA MIRUM; ESCHERICHIA COLI;

EID: 84873990694     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-012-4324-5     Document Type: Article

References (45)

1. 1 into the rare gypenoside XVII and LXXV. Appl Environ Microbiol 76:5827-5836
2. T. Appl Microbiol Biotechnol 94:673-682
3. Attele AS, Wu JA, Yuan CS (1999) Ginseng pharmacology: multiple constituents and multiple actions. Biochem Pharmacol 58:1685-1693
4. 2 by acids and human intestinal bacteria and biological activities of their transformants. Arch Pharm Res 27:61-67
5. 3 by Microbacterium sp. GS514. Phytochemistry 69:218-224
6. 1, by human intestinal microflora. J Ginseng Res 35:301-307
7. Choi S, Kim TW, Singh SV (2009) Ginsenoside Rh2-mediated G1 phase cell cycle arrest in human breast cancer cells is caused by p15 Ink4B and p27 Kip1-dependent inhibition of cyclin-dependent kinases. Pharmaceutical Res 26:2280-2288
8. Christensen LP (2009) Ginsenosides chemistry, biosynthesis, analysis, and potential health effects. Adv Food Nutr Res 55:1-99
9. Chuankhayan P, Hua Y, Svasti J, Sakdarat S, Sullivan PA, Ketudat Cairns JR (2005) Purification of an isoflavonoid 7-O-beta-apiosyl-glucoside beta-glycosidase and its substrates from Dalbergia nigrescens Kurz. Phytochemistry 66:1880-1889
10. Cleland WW (1979) Statistical analysis of enzyme kinetic data. Methods Enzymol 63:103-138
11. Jia L, Zhao Y (2009) Current evaluation of the millennium phytomedicine - ginseng (I): etymology, pharmacognosy, phytochemistry, market and regulations. Curr Med Chem 16:2475-2484
12. Jin XF, Yu HS, Wang DM, Liu TQ, Liu CY, An DS, Im WT, Kim SG, Jin FX (2012) Kinetics of a cloned special ginsenosidase hydrolyzing 3-O-glucoside of multi-protopanaxadiol-type ginsenosides, named ginsenosidase type III. J Microbiol Biotechnol 22:343-351
13. Jin Y, Hofseth AB, Cui X, Windust AJ, Poudyal D, Chumanevich AA, Matesic LE, Singh NP, Nagarkatti M, Nagarkatti PS, Hofseth LJ (2010) American ginseng suppresses colitis through p53-mediated apoptosis of inflammatory cells. Cancer Prev Res (Phila) 3:339-347
14. Kaya M, Ito J, Kotaka A, Matsumura K, Bando H, Sahara H, Ogino C, Shibasaki S, Kuroda K, Ueda M, Kondo A, Hata Y (2008) Isoflavone aglycones production from isoflavone glycosides by display of β-glucosidase from Aspergillus oryzae on yeast cell surface. Appl Microbiol Biotechnol 79:51-60
15. Kim BH, Lee SY, Cho HJ, You SN, Kim YJ, Park YM, Lee JK, Baik MY, Park CS, Ahn SC (2006) Biotransformation of Korean Panax ginseng by Pectinex. Biol Pharm Bull 29:2472-2478
16. 3 has a stimulatory effect on insulin signaling in L6 myotubes. Biochem Biophys Res Commun 389:70-73
17. Kim SJ, Lee CM, Kim MY, Yeo YS, Yoon SH, Kang HC, Koo BS (2007) Screening and characterization of an enzyme with beta-glucosidase activity from environmental DNA. J Microbiol Biotechnol 17:905-912
18. Kim WY, Kim JM, Han SB, Lee SK, Kim ND, Park MK, Kim CK, Park JH (2000) Steaming of ginseng at high temperature enhances biological activity. J Nat Prod 63:1702-1704
19. Land M, Lapidus A, Mayilraj S, Chen F, Copeland A, Del Rio TG, Nolan M, Lucas S, Tice H, Cheng JF, Chertkov O, Bruce D, Goodwin L, Pitluck S, Rohde M, Goker M, Pati A, Ivanova N, Mavromatis K, Chen A, Palaniappan K, Hauser L, Chang YJ, Jeffries CC, Brettin T, Detter JC, Han C, Chain P, Tindall BJ, Bristow J, Eisen JA, Markowitz V, Hugenholtz P, Kyrpides NC, Klenk HP (2009) Complete genome sequence of Actinosynnema mirum type strain (101). Stand Genomic Sci 1:46-53
20. Lee JH, Hyun YJ, Kim DH (2011) Cloning and characterization of α-l-arabinofuranosidase and bifunctional α-l-arabinopyranosidase/ beta-d-galactopyranosidase from Bifidobacterium longum H-1. J Appl Microbiol 111:1097-1107
21. Leung KW, Wong AS (2010) Pharmacology of ginsenosides: a literature review. Chinese Medicine 5:20
22. Li B, Wang CZ, He TC, Yuan CS, Du W (2010) Antioxidants potentiate American ginseng-induced killing of colorectal cancer cells. Cancer Lett 289:62-70
23. 3 from black ginseng. Phytochemistry 71:1514-1520
24. Nah SY, Kim DH, Rhim H (2007) Ginsenosides: are any of them candidates for drugs acting on the central nervous system? CNS Drug Rev 13:381-404
25. Noh KH, Oh DK (2009) Production of the rare ginsenosides compound K, compound Y, and compound Mc by a thermostable beta-glycosidase from Sulfolobus acidocaldarius. Biol Pharm Bull 32:1830-1835
26. Noh KH, Son JW, Kim HJ, Oh DK (2009) Ginsenoside compound K production from ginseng root extract by a thermostable beta-glycosidase from Sulfolobus solfataricus. Biosci Biotechnol Biochem 73:316-321
27. Opassiri R, Pomthong B, Onkoksoong T, Akiyama T, Esen A, Ketudat Cairns JR (2006) Analysis of rice glycosyl hydrolase family 1 and expression of Os4bglu12 β-glucosidase. BMC Plant Biol 6:33
28. Park CS, Yoo MH, Noh KH, Oh DK (2010) Biotransformation of ginsenosides by hydrolyzing the sugar moieties of ginsenosides using microbial glycosidases. Appl Microbiol Biotechnol 87:9-19
29. 3 enhances glucose-stimulated insulin secretion and activates AMPK. Biological Pharm Bull 31:748-751
30. Qi LW, Wang CZ, Yuan CS (2011) Ginsenosides from American ginseng: chemical and pharmacological diversity. Phytochemistry 72:689-699
31. Qu C, Bai Y, Jin X, Wnaga Y, Zhang K, You J, Zhang H (2009) Study on ginsenosides in different parts and ages of Panax quinquefolius L. Food Chem 115:340-346
32. 3 by recombinant β-glucosidase from Microbacterium esteraromaticum. Appl Microbiol Biotechnol 94:377-384. doi: 10.1007/s00253-011-3861-7
33. 1 by recombinant β-glucosidase. Biotechnol Lett 34:913-917. doi: 10.1007/s10529-012-0849-z
34. 1 by recombinant β-glucosidase. Molecules 14:2043-2048
35. Sarry JE, Gunata Z (2004) Plant and microbial glycoside hydrolases: volatile release from glycosidic aroma precursors. Food Chem 87:509-521
36. Shi W, Wang Y, Li J, Zhang H, Ding L (2007) Investigation of ginsenosides in different parts and ages of Panax ginseng. Food Chem 102:664-668
37. 1 by beta-glucosidase from Thermus caldophilus. Biotechnol Lett 30:713-716
38. Wang CZ, Yuan CS (2008) Potential role of ginseng in the treatment of colorectal cancer. Am J Chin Med 36:1019-1028
39. Wang DM, Yu HS, Song JG, Xu YF, Jin FX (2012) Enzyme kinetics of ginsenosidase type IV hydrolyzing 6-O-multi-glycosides of protopanaxatriol type ginsenosides. Process Biochem 47:133-138
40. Wang DM, Yu HS, Song JG, Xu YF, Liu CY, Jin FX (2011a) A novel ginsenosidase from an Aspergillus strain hydrolyzing 6-O-multi-glycosides of protopanaxatriol-type ginsenosides, named ginsenosidase type IV. J Microbiol Biotechnol 21:1057-1063
41. 2, Rc and Rd by novel β-glucosidase hydrolyzing outer 3-O glycoside from Sphingomonas sp. 2F2: cloning, expression, and enzyme characterization. J Biotechnol 156:125-133
42. Yoo MH, Yeom SJ, Park CS, Lee KW, Oh DK (2011) Production of aglycon protopanaxadiol via compound K by a thermostable β-glycosidase from Pyrococcus furiosus. Appl Microbiol Biotechnol 89:1019-1028
43. Yu HS, Liu QM, Zhang CZ, Lu MC, Fu YY, Im WT, Lee ST, Jin FX (2009) A new ginsenosidase from Aspergillus strain hydrolyzing 20-O-multi-glycoside of PPD ginsenoside. Process Biochem 44:772-775
44. Yu HS, Zhang CZ, Lu MC, Sun F, Fu YY, Jin FX (2007) Purification and characterization of new special ginsenosidase hydrolyzing multi-glycisides of protopanaxadiol ginsenosides, ginsenosidase type I. Chem Pharm Bull (Tokyo) 55:231-235
45. Zhou W, Chai H, Lin PH, Lumsden AB, Yao Q, Chen CJ (2004) Molecular mechanisms and clinical applications of ginseng root for cardiovascular disease. Med Sci Monit 10:RA187-RA192