Regioselective glucosidation of trans-resveratrol in Escherichia coli expressing glucosyltransferase from Phytolacca americana

Biotechnology Letters

Volumn 34, Issue 3, 2012, Pages 475-481

  Ozaki, Shin ichi ^a   Imai, Hiroya ^b   Iwakiri, Tomoya ^a   Sato, Takehiro ^a   Shimoda, Kei ^c   Nakayama, Toru ^d   Hamada, Hiroki ^b  

^a YAMAGUCHI UNIVERSITY   (Japan)

^b OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

^c OITA UNIVERSITY   (Japan)

^d TOHOKU UNIVERSITY   (Japan)

Author keywords

Glucosyltransferase; Glycoconjugates; Phytolacca americana; Resveratrol

Indexed keywords

AGLYCONES; E. COLI; GLUCOSYL DONOR; GLUCOSYLTRANSFERASES; GLYCOCONJUGATES; HOMOLOGY MODELS; INCUBATION TIME; PHYTOLACCA AMERICANA; PLANT CELLS; PURIFIED ENZYME; REGIO-SELECTIVE; RESVERATROL; TRANS-RESVERATROL; UDP-GLUCOSE;

CARBOHYDRATES; CELL CULTURE; CELLS; ESCHERICHIA COLI; GENES; GLUCOSE; PURIFICATION; SYNTHESIS (CHEMICAL);

REGIOSELECTIVITY;

GLUCOSYLTRANSFERASE; RECOMBINANT PROTEIN; RESVERATROL; STILBENE DERIVATIVE;

ARTICLE; COMPARATIVE STUDY; ENZYME SPECIFICITY; ENZYMOLOGY; ESCHERICHIA COLI; GENE EXPRESSION; GENETICS; ISOLATION AND PURIFICATION; METABOLISM; POKEWEED; STEREOISOMERISM; TIME;

ESCHERICHIA COLI; GENE EXPRESSION; GLUCOSYLTRANSFERASES; PHYTOLACCA AMERICANA; RECOMBINANT PROTEINS; STEREOISOMERISM; STILBENES; SUBSTRATE SPECIFICITY; TIME FACTORS;

ESCHERICHIA COLI; PHYTOLACCA AMERICANA; PHYTOLACCACEAE;

EID: 84856556246     PISSN: 01415492     EISSN: 15736776     Source Type: Journal    
DOI: 10.1007/s10529-011-0784-4     Document Type: Article

References (17)

1. Cherniack EP (2011) Polyphenols: planting the seeds of treatment for the metabolic syndrome. Nutrition 27: 617-623.
2. Furuya T, Ushiyama M, Asada Y, Yoshikawa T (1989) Biotransformation of 2-phenylpropionic acid in root culture of Panax ginseng. Phytochemistry 28: 483-487.
3. Gehm BD, McAndrews JM, Chien PY, Jameson JL (1997) Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor. Proc Natl Acad Sci USA 94: 14138-14143.
4. Hamada H, Ohiwa S, Nishida T, Katsuragi H, Takeda T, Hamada H, Nakajima N, Ishihara K, Hamada H, Hirata T, Nakajima N (2003) One-step glucosylation of capsaicinoide by cultured cells of Phytolacca americana. Plant Biotechnol 20: 253-255.
5. Ingram D, Sanders K, Kolybaba M, Lopez D (1998) Case-control study of phyto-oestrogens and breast cancer. Lancet 350: 990-994.
6. Ishihara K, Hamada H, Hirata T, Nakajima N (2003) Biotransformation using plant cultured cells. J Mol Catal B Enz 23: 145-170.
7. Kiefer F, Arnold K, Künzli M, Bordoli L, Schwede T (2009) The SWISS-MODEL repository and associated resources. Nucleic Acids Res 37: D387-D392.
8. Kopp J, Schwede T (2006) The SWISS-MODEL repository: new features and functionalities. Nucleic Acids Res 34: D315-D318.
9. Lairson LL, Withers SG (2004) Mechanistic analogies amongst carbohydrate modifying enzymes. Chem Commun (Camb, Engl) 20: 2243-2248.
10. Noguchi A, Kunikane S, Homma H, Liu W, Sekiya T, Hosoya M, Kwon S, Ohiwa S, Katsuragi H, Nishino T, Takahashi S, Hamada H, Nakayama T (2009) Identification of an inducible glucosyltransferase from Phytolacca americana L. cells that are capable of glucosylating capsaicin. Plant Biotechnol 26: 285-292.
11. Offen W, Martinez-Fleites C, Yang M, Kiat-Lim E, Davis BG, Tarling CA, Ford CM, Bowles DJ, Davies GJ (2006) Structure of a flavonoid glucosyltransferase reveals the basis for plant natural product modification. EMBO J 25: 1396-1405.
12. Peitsch MC (1995) Protein modeling by E-mail. Biotechnology 13: 658-660.
13. Suga T, Hirata T (1990) Biotransformation of exogenous substrates by plant cell cultures. Phytochemistry 29: 2393-2406.
14. Tikkanen MJ, Wahala K, Ojala S, Vihma V, Adlercreutz H (1998) Effect of soybean phytoestrogen intake on low density lipoprotein oxidation resistance. Proc Natl Acad Sci USA 95: 3106-3110.
15. Vogt T, Jones P (2000) Glycosyltransferases in plant-natural product synthesis: characterization of a super gene family. Trend Plant Sci 5: 380-386.
16. Weis M, Lim EK, Bruce N, Bowles D (2006) Regioselective glucosylation of aromatic compounds: screening of a recombinant glycosyltransferase library to identify biocatalysts. Angew Chem Int Ed 45: 3534-3538.
17. Xianfeng-Huang X-H, Zhu H-L (2011) Resveratrol and its analogues: promising antitumor agents. Anticancer Agents Med Chem 11: 479-490.