Literature DB >> 24677528

A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis.

Jianjun Zhang, Shanteri Singh, Ryan R Hughes, Maoquan Zhou, Manjula Sunkara, Andrew J Morris, Jon S Thorson.   

Abstract

A set of 2-chloro-4-nitrophenyl glucosamino-/xylosaminosides were synthesized and assessed as potential substrates in the context of glycosyltransferase-catalyzed formation of the corresponding UDP/TDP-α-D-glucosamino-/xylosaminosugars and in single-vessel model transglycosylation reactions. This study highlights a robust platform for aminosugar nucleotide synthesis and reveals OleD Loki to be a proficient catalyst for U/TDP-aminosugar synthesis and utilization

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Year:  2014        PMID: 24677528      PMCID: PMC4051237          DOI: 10.1002/cbic.201300779

Source DB:  PubMed          Journal:  Chembiochem        ISSN: 1439-4227            Impact factor:   3.164


  67 in total

1.  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

2.  Reversible sugar transfer by glycosyltransferases as a tool for natural product (bio)synthesis.

Authors:  Helge B Bode; Rolf Müller
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Substrate specificity of the macrolide-glycosylating enzyme pair DesVII/DesVIII: opportunities, limitations, and mechanistic hypotheses.

Authors:  Svetlana A Borisova; Changsheng Zhang; Haruko Takahashi; Hua Zhang; Alexander W Wong; Jon S Thorson; Hung-wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2006-04-21       Impact factor: 15.336

4.  Probing the role of the mycosamine C2'-OH on the activity of amphotericin B.

Authors:  Mitchell P Croatt; Erick M Carreira
Journal:  Org Lett       Date:  2011-02-15       Impact factor: 6.005

Review 5.  Enzymes in the synthesis of glycoconjugates.

Authors:  Ryan M Schmaltz; Sarah R Hanson; Chi-Huey Wong
Journal:  Chem Rev       Date:  2011-07-13       Impact factor: 60.622

6.  Recombinant E. coli prototype strains for in vivo glycorandomization.

Authors:  Gavin J Williams; Jie Yang; Changsheng Zhang; Jon S Thorson
Journal:  ACS Chem Biol       Date:  2010-10-22       Impact factor: 5.100

Review 7.  Increasing carbohydrate diversity via amine oxidation: aminosugar, hydroxyaminosugar, nitrososugar, and nitrosugar biosynthesis in bacteria.

Authors:  Shannon C Timmons; Jon S Thorson
Journal:  Curr Opin Chem Biol       Date:  2008-04-18       Impact factor: 8.822

Review 8.  Progress in aminocyclitol biosynthesis.

Authors:  Taifo Mahmud
Journal:  Curr Opin Chem Biol       Date:  2009-03-25       Impact factor: 8.822

9.  Assessing the regioselectivity of OleD-catalyzed glycosylation with a diverse set of acceptors.

Authors:  Maoquan Zhou; Adel Hamza; Chang-Guo Zhan; Jon S Thorson
Journal:  J Nat Prod       Date:  2013-01-29       Impact factor: 4.050

10.  Engineering ribonucleoside triphosphate specificity in a thymidylyltransferase.

Authors:  David L Jakeman; Jessica L Young; Malcolm P Huestis; Pauline Peltier; Richard Daniellou; Caroline Nugier-Chauvin; Vincent Ferrières
Journal:  Biochemistry       Date:  2008-07-26       Impact factor: 3.162

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  9 in total

1.  Influence of Sugar Amine Regiochemistry on Digitoxigenin Neoglycoside Anticancer Activity.

Authors:  Jianjun Zhang; Larissa V Ponomareva; Nitin S Nandurkar; Yaxia Yuan; Lei Fang; Chang-Guo Zhan; Jon S Thorson
Journal:  ACS Med Chem Lett       Date:  2015-08-12       Impact factor: 4.345

2.  OleD Loki as a Catalyst for Tertiary Amine and Hydroxamate Glycosylation.

Authors:  Ryan R Hughes; Khaled A Shaaban; Jianjun Zhang; Hongnan Cao; George N Phillips; Jon S Thorson
Journal:  Chembiochem       Date:  2017-01-09       Impact factor: 3.164

3.  Identification of Neuroprotective Spoxazomicin and Oxachelin Glycosides via Chemoenzymatic Glycosyl-Scanning.

Authors:  Jianjun Zhang; Ryan R Hughes; Meredith A Saunders; Sherif I Elshahawi; Larissa V Ponomareva; Yinan Zhang; Sydney R Winchester; Samantha A Scott; Manjula Sunkara; Andrew J Morris; Mark A Prendergast; Khaled A Shaaban; Jon S Thorson
Journal:  J Nat Prod       Date:  2016-12-28       Impact factor: 4.050

4.  Carbohydrate Metabolism in Bacteria: Alternative Specificities in ADP-Glucose Pyrophosphorylases Open Novel Metabolic Scenarios and Biotechnological Tools.

Authors:  Jaina Bhayani; Maria Josefina Iglesias; Romina I Minen; Antonela E Cereijo; Miguel A Ballicora; Alberto A Iglesias; Matias D Asencion Diez
Journal:  Front Microbiol       Date:  2022-04-27       Impact factor: 6.064

5.  Sugar-Pirating as an Enabling Platform for the Synthesis of 4,6-Dideoxyhexoses.

Authors:  Yinan Zhang; Jianjun Zhang; Larissa V Ponomareva; Zheng Cui; Steven G Van Lanen; Jon S Thorson
Journal:  J Am Chem Soc       Date:  2020-05-07       Impact factor: 15.419

6.  OleD Loki as a Catalyst for Hydroxamate Glycosylation.

Authors:  Ryan R Hughes; Khaled A Shaaban; Larissa V Ponomareva; Jamie Horn; Chunhui Zhang; Chang-Guo Zhan; S Randal Voss; Markos Leggas; Jon S Thorson
Journal:  Chembiochem       Date:  2019-11-26       Impact factor: 3.164

7.  Glycosyltransferase-Mediated Exchange of Rare Microbial Sugars with Natural Products.

Authors:  Ramesh P Pandey; Jae K Sohng
Journal:  Front Microbiol       Date:  2016-11-16       Impact factor: 5.640

8.  Metabolic labeling of the bacterial peptidoglycan by functionalized glucosamine.

Authors:  Yang Xu; Víctor M Hernández-Rocamora; Joseph H Lorent; Ruud Cox; Xiaoqi Wang; Xue Bao; Marjon Stel; Gaël Vos; Ramon M van den Bos; Roland J Pieters; Joe Gray; Waldemar Vollmer; Eefjan Breukink
Journal:  iScience       Date:  2022-07-12

9.  A general NMR-based strategy for the in situ characterization of sugar-nucleotide-dependent biosynthetic pathways.

Authors:  Shanteri Singh; Pauline Peltier-Pain; Marco Tonelli; Jon S Thorson
Journal:  Org Lett       Date:  2014-06-09       Impact factor: 6.005

  9 in total

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