Journal of Microbiology and Biotechnology
The Korean Society for Microbiology and Biotechnology publishes the Journal of Microbiology and Biotechnology.

2016 ; Vol.26-3: 477~482

AuthorNguyen Huu Hoang, Sung-Yong Hong, Nguyen Lan Huong, Je Won Park
Place of dutyDepartment of Biotechnology Convergent Pharmaceutical Engineering, SunMoon University, Asan 31460, Republic of Korea
TitleBiochemical Characterization of Recombinant UDP-Glucose:Sterol 3-O-Glycosyltransferase from Micromonospora rhodorangea ATCC 31603 and Enzymatic Biosynthesis of Sterol-3-O-β-Glucosides
PublicationInfo J. Microbiol. Biotechnol.2016 ; Vol.26-3
AbstractA uridine diphosphate-glucose:sterol glycosyltransferase-encoding gene was isolated and cloned from the established fosmid library of Micromonospora rhodorangea ATCC 27932 that usually produces the aminoglycoside antibiotic geneticin. The gene consists of 1,185 base pairs and encodes a 41.4 kDa protein, which was heterologously expressed in Escherichia coli BL21(DE3). In silico analyses of the deduced gene product suggested that it is a member of the family 1 glycosyltransferases. The recombinant protein MrSGT was able to catalyze the transfer of a glucosyl moiety onto the C-3 hydroxy function in sterols (β-sitosterol, campesterol, and cholesterol), resulting in the corresponding steryl glucosides (β-sitosterol-3- O-β-D-glucoside, campesterol-3-O-β-D-glucoside, and cholesterol-3-O-β-D-glucoside). This enzyme prefers phytosterols to cholesterol, and also shows substrate flexibility to some extent, in that it could recognize a number of acceptor substrates.
Supplemental Data
Key_wordUDP-glucose sterol glycosyltransferase, Micromonospora rhodorangea, phytosterol-3-O-β-D-glucosides
  1. Ahn BC, Kim BG, Jeon YM, Lee EJ, Lim Y, Ahn JH. 2009. Formation of flavone di-O-glucosides using a glycosyltransferase from Bacillus cereus. J. Microbiol. Biotechnol. 19: 387-390.
    Pubmed CrossRef
  2. Akhisa T, Kokke W, Tamura T. 1991. Naturally occurring sterols and related compounds from plants, pp. 172-228. In Patterson GW, Nes WD (eds.). Physiology and Biochemistry of Sterols. American Oil Chemists’ Society, Champaign, IL.
  3. Bowles D, Isayenkove J, Lim E-K, Poppenberger B. 2005. Glycosyltransferases: managers of small molecules. Curr. Opin. Plant Biol. 8: 254-263.
    Pubmed CrossRef
  4. Chaturvedi P, Misra P, Tuli R. 2011. Sterol glycosyltransferases - the enzymes that modify sterols. Appl. Biochem. Biotechnol. 165: 47-68.
    Pubmed CrossRef
  5. Del Gobbo LC, Falk MC, Feldman R, Lewis K, Mozaffarian D. 2015. Are phytosterols responsible for the low-density lipoprotein-lowering effects of tree nuts?: a systematic review and meta-analysis. J. Am. Coll. Cardiol. 65: 2765-2767.
    Pubmed CrossRef
  6. Desmet T, Soetaert W, Bojarova P, Kren V, Dijkhuizen L, Eastwick-Field V, Schiller A. 2012. Enzymatic glycosylation of small molecules: challenging substrates require tailored catalysts. Chemistry 18: 10788-10801.
    Pubmed CrossRef
  7. Lebrun AH, Wunder C, Hildebrand J, Churin Y, Zahringer U, Lindner B, et al. 2006. Cloning of a cholesterolalphaglucosyltransferase from Helicobacter pylori. J. Biol. Chem. 281: 27765-27772.
    Pubmed CrossRef
  8. Malik V, Zhang M, Dover LG, Northen JS, Flinn A, Perry JJ, Black GW. 2013. Sterol 3β-glucosyltransferase biocatalysts with a range of selectivities, including selectivity for testosterone. Mol. Biosyst. 9: 2816-2822.
    Pubmed CrossRef
  9. Ostlund Jr RE. 2002. Phytosterols in human nutrition. Annu. Rev. Nutr. 22: 533-549.
    Pubmed CrossRef
  10. Piepersberg W, Aboshanab KM, Schmidt-Beisner H, Wehmeier UF. 2007. The biochemistry and genetics of aminoglycoside producers, pp. 15-118. In Arya DP (ed.). Aminoglycoside Antibiotics: From Chemical Biology to Drug Discovery. WileyInterscience, Hoboken, NJ.
  11. Paquette S, Møller BL, Bak S. 2003. On the origin of family 1 plant glycosyltransferases. Phytochemistry 62: 399-413.
  12. Racette SB, Lin X, Ma L, Ostlund Jr RE. 2015. Natural dietary phytosterols. J. AOAC Int. 98: 679-684.
  13. Thuan NH, Yamaguchi T, Lee JH, Sohng JK. 2013. Characterization of sterol glucosyltransferase from Salinispora tropica CNB-440: potential enzyme for the biosynthesis of sitosteryl glucoside. Enzyme Microb. Technol. 52: 234-240.
    Pubmed CrossRef
  14. Tiwari P, Sangwan RS, Asha, Mishra BN, Sabir F, Sangwan NS. 2014. Molecular cloning and biochemical characterization of a recombinant sterol 3-O-glucosyltransferase from Gymnema sylvestre R.Br. catalyzing biosynthesis of steryl glucosides. Biomed. Res. Int. 2014: 934351. DOI: 10.1155/2014/934351.
  15. Transparency Market Research. 2012. Phytosterol market (βsitosterol, campesterol, stigmasterol, ergosterol) - global industry analysis, market size, share, growth and forecast, 2010-2018.
  16. van Lanen SG, Shen B. 2006. Progress in combinatorial biosynthesis for drug discovery. Drug Discov. Today Technol. 3: 285-292.
    Pubmed CrossRef
  17. Vogt T, Jones P. 2000. Glycosyltransferases in plant natural product synthesis: characterization of a supergene family. Trends Plant Sci. 5: 380-386.
  18. Weingartner O, Bohm M, Laufs U. 2009. Controversial role of plant sterol esters in the management of hypercholesterolaemia. Eur. Heart J. 30: 404-409.
    Pubmed CrossRef Pubmed Central
  19. Weymouth-Wilson AC. 1997. The role of carbohydrates in biologically active natural products. Nat. Prod. Rep. 14: 99110.

Copyright © 2009 by the Korean Society for Microbiology and Biotechnology.
All right reserved. Mail to
Online ISSN: 1738-8872    Print ISSN: 1017-7825    Powered by, Ltd