Literature DB >> 28067448

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

Ryan R Hughes1, Khaled A Shaaban1, Jianjun Zhang1, Hongnan Cao2, George N Phillips2, Jon S Thorson1.   

Abstract

We describe the ability of an engineered glycosyltransferase (OleD Loki) to catalyze the N-glycosylation of tertiary-amine-containing drugs and trichostatin hydroxamate glycosyl ester formation. As such, this study highlights the first bacterial model catalyst for tertiary-amine N-glycosylation and further expands the substrate scope and synthetic potential of engineered OleDs. In addition, this work could open the door to the discovery of similar capabilities among other permissive bacterial glycosyltransferases.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  antidepressants; drug metabolism; glucuronidation; glycosyltransferases; trichostatin

Mesh：

Substances：

Year:  2017        PMID： 28067448      PMCID： PMC5355705          DOI： 10.1002/cbic.201600676

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


  79 in total

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4.  Rational design of an aryl-C-glycoside catalyst from a natural product O-glycosyltransferase.

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Journal:  Chem Biol       Date:  2011-04-22

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Authors:  Michael A Fischbach; Hening Lin; David R Liu; Christopher T Walsh
Journal:  Proc Natl Acad Sci U S A       Date:  2004-12-14       Impact factor: 11.205

6.  Switching between O- and C-glycosyltransferase through exchange of active-site motifs.

Authors:  Alexander Gutmann; Bernd Nidetzky
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-14       Impact factor: 15.336

7.  A simple strategy for glycosyltransferase-catalyzed aminosugar nucleotide synthesis.

Authors:  Jianjun Zhang; Shanteri Singh; Ryan R Hughes; Maoquan Zhou; Manjula Sunkara; Andrew J Morris; Jon S Thorson
Journal:  Chembiochem       Date:  2014-03-21       Impact factor: 3.164

8.  A two-step O- to C-glycosidic bond rearrangement using complementary glycosyltransferase activities.

Authors:  Alexander Gutmann; Corinna Krump; Linda Bungaruang; Bernd Nidetzky
Journal:  Chem Commun (Camb)       Date:  2014-05-28       Impact factor: 6.222

9.  The C-glycosyltransferase IroB from pathogenic Escherichia coli: identification of residues required for efficient catalysis.

Authors:  Daniel Foshag; Cory Campbell; Peter D Pawelek
Journal:  Biochim Biophys Acta       Date:  2014-06-21

10.  Two glycosyltransferases and a glycosidase are involved in oleandomycin modification during its biosynthesis by Streptomyces antibioticus.

Authors:  L M Quirós; I Aguirrezabalaga; C Olano; C Méndez; J A Salas
Journal:  Mol Microbiol       Date:  1998-06       Impact factor: 3.501
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  3 in total

1.  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

2.  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

Review 3.  Leloir Glycosyltransferases in Applied Biocatalysis: A Multidisciplinary Approach.

Authors:  Luuk Mestrom; Marta Przypis; Daria Kowalczykiewicz; André Pollender; Antje Kumpf; Stefan R Marsden; Isabel Bento; Andrzej B Jarzębski; Katarzyna Szymańska; Arkadiusz Chruściel; Dirk Tischler; Rob Schoevaart; Ulf Hanefeld; Peter-Leon Hagedoorn
Journal:  Int J Mol Sci       Date:  2019-10-23       Impact factor: 5.923
  3 in total

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