Literature DB >> 30065412

Enzymatic synthesis of polyphenol glycosides catalyzed by transglycosylation reaction of cyclodextrin glucanotransferase derived from Trichoderma viride.

Sohaib Nazir1, Joko Sulistyo1, Muhammad Iqbal Hashmi1, Ai Ling Ho1, Mohammad Shaheen Khan2.   

Abstract

Present study was conducted to evaluate the ability of Trichoderma viride as a source of cyclodextrin glucanotransferase that has shown transglycosylation activity in the presence of polyphenolic constituents extracted from Moringa oleifera leaves as its acceptor and wheat flour as its substrate to catalyze synthesis of polyphenolic glycosides as transglycosylation (transfer) reaction products. The enzymatic synthesized polyphenolic glycosides were then purified using octa-dodecyl-functionalized silica gel column chromatography prior to analysis using thin layer chromatography and high performance liquid chromatography and identified using nuclear magnetic resonance (NMR) spectroscopy. The high performance liquid chromatogram performed that the isolated transglycosylation products had retention times and concentration at 1.446 min (0.0017 mg/ml), 1.431 min (0.14 mg/ml), and 1.474 min (0.012 mg/ml), respectively, compared to the retention time of arbutin (1.474 min) that was applied as authentic standard for polyphenol glycoside. Moreover, observation using 1H NMR as well as 13C NMR showed that structures of the transglycosylation products were identified as gallic acid-4-O-β-glucopyranoside, ellagicacid-4-O-β-glucopyranoside, and catechin-4'-O-glucopyranoside, respectively.

Entities:  

Keywords:  Cyclodextrin glucanotransferase; Moringa oleifera; Polyphenolic glycoside; Transglycosylation reaction; Trichoderma viride

Year:  2018        PMID: 30065412      PMCID: PMC6045984          DOI: 10.1007/s13197-018-3223-x

Source DB:  PubMed          Journal:  J Food Sci Technol        ISSN: 0022-1155            Impact factor:   2.701


  17 in total

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Authors:  M Alcalde; F J Plou; C Andersen; M T Martín; S Pedersen; A Ballesteros
Journal:  FEBS Lett       Date:  1999-02-26       Impact factor: 4.124

2.  The three transglycosylation reactions catalyzed by cyclodextrin glycosyltransferase from Bacillus circulans (strain 251) proceed via different kinetic mechanisms.

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Journal:  Eur J Biochem       Date:  2000-02

3.  Transglycosylation of naringin by Bacillus stearothermophilusMaltogenic amylase to give glycosylated naringin.

Authors:  S J Lee; J C Kim; M J Kim; M Kitaoka; C S Park; S Y Lee; M J Ra; T W Moon; J F Robyt; K H Park
Journal:  J Agric Food Chem       Date:  1999-09       Impact factor: 5.279

4.  The identification of flavonoids as glycosides in human plasma.

Authors:  G Paganga; C A Rice-Evans
Journal:  FEBS Lett       Date:  1997-01-13       Impact factor: 4.124

5.  Glycosylation of resveratrol protects it from enzymic oxidation.

Authors:  Gilly Regev-Shoshani; Oded Shoseyov; Itzhak Bilkis; Zohar Kerem
Journal:  Biochem J       Date:  2003-08-15       Impact factor: 3.857

6.  Improvement of cyclodextrin glucanotransferase as an antistaling enzyme by error-prone PCR.

Authors:  Jae-Hoon Shim; Young-Wan Kim; Tae-Jip Kim; Hye-Young Chae; Jin-Hee Park; Hyunju Cha; Jung-Wan Kim; Yong-Ro Kim; Thomas Schaefer; Tina Spendler; Tae-Wha Moon; Kwan-Hwa Park
Journal:  Protein Eng Des Sel       Date:  2004-04-19       Impact factor: 1.650

7.  Synthesis, structure analyses, and characterization of novel epigallocatechin gallate (EGCG) glycosides using the glucansucrase from Leuconostoc mesenteroides B-1299CB.

Authors:  Young-Hwan Moon; Jin-Ha Lee; Joon-Seob Ahn; Seung-Hee Nam; Deok-Kun Oh; Don-Hee Park; Hyun-Ju Chung; Seongsoo Kang; Donal F Day; Doman Kim
Journal:  J Agric Food Chem       Date:  2006-02-22       Impact factor: 5.279

Review 8.  Glycosidases and glycosyl transferases in glycoside and oligosaccharide synthesis.

Authors:  D H Crout; G Vic
Journal:  Curr Opin Chem Biol       Date:  1998-02       Impact factor: 8.822

9.  In vitro enzymatic modification of puerarin to puerarin glycosides by maltogenic amylase.

Authors:  Dan Li; Sung-Hoon Park; Jae-Hoon Shim; Hee-Seob Lee; Shuang-Yan Tang; Cheon-Seok Park; Kwan-Hwa Park
Journal:  Carbohydr Res       Date:  2004-12-06       Impact factor: 2.104

10.  α-D-Glucosyl Transfer to Phenolic Compounds by Sucrose Phosphorylase from Leuconostoc mesenteroides and Production of α-Arbutin.

Authors:  S Kitao; H Sekine
Journal:  Biosci Biotechnol Biochem       Date:  1994-01       Impact factor: 2.043

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  1 in total

Review 1.  Comprehensive study on transglycosylation of CGTase from various sources.

Authors:  Chin Hui Lim; Babak Rasti; Joko Sulistyo; Mansoor Abdul Hamid
Journal:  Heliyon       Date:  2021-02-20
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