Literature DB >> 18678278

The impact of enzyme engineering upon natural product glycodiversification.

Gavin J Williams1, Richard W Gantt, Jon S Thorson.   

Abstract

Glycodiversification of natural products is an effective strategy for small molecule drug development. Recently, improved methods for chemo-enzymatic synthesis of glycosyl donors has spurred the characterization of natural product glycosyltransferases (GTs), revealing that the substrate specificity of many naturally occurring GTs as too stringent for use in glycodiversification. Protein engineering of natural product GTs has emerged as an attractive approach to overcome this limitation. This review highlights recent progress in the engineering/evolution of enzymes relevant to natural product glycodiversification with a particular focus upon GTs.

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Year:  2008        PMID： 18678278      PMCID： PMC4552347          DOI： 10.1016/j.cbpa.2008.07.013

Source DB:  PubMed          Journal:  Curr Opin Chem Biol        ISSN： 1367-5931            Impact factor:   8.822


  71 in total

1.  Diversifying vancomycin via chemoenzymatic strategies.

Authors:  Xun Fu; Christoph Albermann; Changsheng Zhang; Jon S Thorson
Journal:  Org Lett       Date:  2005-04-14       Impact factor: 6.005

2.  The in vitro characterization of the erythronolide mycarosyltransferase EryBV and its utility in macrolide diversification.

Authors:  Changsheng Zhang; Qiang Fu; Christoph Albermann; Lingjun Li; Jon S Thorson
Journal:  Chembiochem       Date:  2007-03-05       Impact factor: 3.164

3.  Combinatorial biosynthesis of antitumor deoxysugar pathways in Streptomyces griseus: Reconstitution of "unnatural natural gene clusters" for the biosynthesis of four 2,6-D-dideoxyhexoses.

Authors:  María Pérez; Felipe Lombó; Irfan Baig; Alfredo F Braña; Jürgen Rohr; José A Salas; Carmen Méndez
Journal:  Appl Environ Microbiol       Date:  2006-10       Impact factor: 4.792

4.  Mutational analysis of the Medicago glycosyltransferase UGT71G1 reveals residues that control regioselectivity for (iso)flavonoid glycosylation.

Authors:  Xian-Zhi He; Xiaoqiang Wang; Richard A Dixon
Journal:  J Biol Chem       Date:  2006-09-18       Impact factor: 5.157

5.  Expanding pyrimidine diphosphosugar libraries via structure-based nucleotidylyltransferase engineering.

Authors:  William A Barton; John B Biggins; Jiqing Jiang; Jon S Thorson; Dimitar B Nikolov
Journal:  Proc Natl Acad Sci U S A       Date:  2002-10-08       Impact factor: 11.205

6.  Engineered urdamycin glycosyltransferases are broadened and altered in substrate specificity.

Authors:  Dirk Hoffmeister; Barrie Wilkinson; Graham Foster; Philip J Sidebottom; Koji Ichinose; Andreas Bechthold
Journal:  Chem Biol       Date:  2002-03

7.  De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin.

Authors:  Maoquan Zhou; George A O'Doherty
Journal:  J Org Chem       Date:  2007-03-06       Impact factor: 4.354

Review 8.  Engineering the glycosylation of natural products in actinomycetes.

Authors:  José A Salas; Carmen Méndez
Journal:  Trends Microbiol       Date:  2007-04-06       Impact factor: 17.079

9.  Creation of the first anomeric D/L-sugar kinase by means of directed evolution.

Authors:  Dirk Hoffmeister; Jie Yang; Lesley Liu; Jon S Thorson
Journal:  Proc Natl Acad Sci U S A       Date:  2003-11-11       Impact factor: 11.205

10.  The crystal structure of two macrolide glycosyltransferases provides a blueprint for host cell antibiotic immunity.

Authors:  David N Bolam; Shirley Roberts; Mark R Proctor; Johan P Turkenburg; Eleanor J Dodson; Carlos Martinez-Fleites; Min Yang; Benjamin G Davis; Gideon J Davies; Harry J Gilbert
Journal:  Proc Natl Acad Sci U S A       Date:  2007-03-21       Impact factor: 11.205
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  30 in total

1.  Complete set of glycosyltransferase structures in the calicheamicin biosynthetic pathway reveals the origin of regiospecificity.

Authors:  Aram Chang; Shanteri Singh; Kate E Helmich; Randal D Goff; Craig A Bingman; Jon S Thorson; George N Phillips
Journal:  Proc Natl Acad Sci U S A       Date:  2011-10-10       Impact factor: 11.205

Review 2.  The structural biology of enzymes involved in natural product glycosylation.

Authors:  Shanteri Singh; George N Phillips; Jon S Thorson
Journal:  Nat Prod Rep       Date:  2012-06-12       Impact factor: 13.423

3.  Preliminary X-ray crystallographic analysis of the glycosyltransferase from a marine Streptomyces species.

Authors:  Liping Gong; Yi Xiao; Qiang Liu; Sumei Li; Changsheng Zhang; Jinsong Liu
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2010-12-23

4.  Engineered biosynthesis of gilvocarcin analogues with altered deoxyhexopyranose moieties.

Authors:  Micah D Shepherd; Tao Liu; Carmen Méndez; Jose A Salas; Jürgen Rohr
Journal:  Appl Environ Microbiol       Date:  2010-11-12       Impact factor: 4.792

Review 5.  Glycosyltransferase engineering for carbohydrate synthesis.

Authors:  John B McArthur; Xi Chen
Journal:  Biochem Soc Trans       Date:  2016-02       Impact factor: 5.407

6.  Functional screening of metagenome and genome libraries for detection of novel flavonoid-modifying enzymes.

Authors:  U Rabausch; J Juergensen; N Ilmberger; S Böhnke; S Fischer; B Schubach; M Schulte; W R Streit
Journal:  Appl Environ Microbiol       Date:  2013-05-17       Impact factor: 4.792

7.  Development of a universal glycosyltransferase assay amenable to high-throughput formats.

Authors:  Hyun Soo Lee; Jon S Thorson
Journal:  Anal Biochem       Date:  2011-07-08       Impact factor: 3.365

8.  Mechanistic studies of the biosynthesis of 2-thiosugar: evidence for the formation of an enzyme-bound 2-ketohexose intermediate in BexX-catalyzed reaction.

Authors:  Eita Sasaki; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2010-11-10       Impact factor: 15.419

9.  Divergent evolution of an atypical S-adenosyl-l-methionine-dependent monooxygenase involved in anthracycline biosynthesis.

Authors:  Thadée Grocholski; Pedro Dinis; Laila Niiranen; Jarmo Niemi; Mikko Metsä-Ketelä
Journal:  Proc Natl Acad Sci U S A       Date:  2015-07-27       Impact factor: 11.205

10.  pH-rate profiles support a general base mechanism for galactokinase (Lactococcus lactis).

Authors:  Laurie A Reinhardt; James B Thoden; Greg S Peters; Hazel M Holden; W W Cleland
Journal:  FEBS Lett       Date:  2013-07-19       Impact factor: 4.124
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