Literature DB >> 19067595

Potent ligands for prokaryotic UDP-galactopyranose mutase that exploit an enzyme subsite.

Emily C Dykhuizen1, Laura L Kiessling.   

Abstract

UDP-galactopyranose mutase (UGM or Glf), which catalyzes the interconversion of UDP-galactopyranose and UDP-galactofuranose, is implicated in the viability and virulence of multiple pathogenic microorganisms. Here we report the synthesis of high-affinity ligands for UGM homologues from Klebsiella pneumoniae and Mycobacterium tuberculosis. The potency of these compounds stems from their ability to access both the substrate binding pocket and an adjacent site.

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Year:  2009        PMID： 19067595      PMCID： PMC3010353          DOI： 10.1021/ol802094p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

1.  Efficient synthesis of a nucleoside-diphospho-exo-glycal displaying time-dependent inactivation of UDP-galactopyranose mutase.

Authors:  Audrey Caravano; Stéphane P Vincent; Pierre Sinaÿ
Journal:  Chem Commun (Camb)       Date:  2004-04-23       Impact factor: 6.222

2.  Identification of inhibitors for UDP-galactopyranose mutase.

Authors:  Michelle Soltero-Higgin; Erin E Carlson; John H Phillips; Laura L Kiessling
Journal:  J Am Chem Soc       Date:  2004-09-01       Impact factor: 15.419

Review 3.  Galactofuranose metabolism: a potential target for antimicrobial chemotherapy.

Authors:  L L Pedersen; S J Turco
Journal:  Cell Mol Life Sci       Date:  2003-02       Impact factor: 9.261

4.  Chemical probes of UDP-galactopyranose mutase.

Authors:  Erin E Carlson; John F May; Laura L Kiessling
Journal:  Chem Biol       Date:  2006-08

5.  A Free-Wilson/Fujita-Ban analysis and prediction of the analgesic potency of some 3-hydroxy- and 3-methoxy-N-alkylmorphinan-6-one opioids.

Authors:  Z Hernández-Gallegos; P A Lehmann
Journal:  J Med Chem       Date:  1990-10       Impact factor: 7.446

6.  Exploring the mechanism of binding of UDP-galactopyranose to UDP-galactopyranose mutase by STD-NMR spectroscopy and molecular modeling.

Authors:  Yue Yuan; Xin Wen; David A R Sanders; B Mario Pinto
Journal:  Biochemistry       Date:  2005-11-01       Impact factor: 3.162

7.  Synthesis and analysis of substrate analogues for UDP-galactopyranose mutase: implication for an oxocarbenium ion intermediate in the catalytic mechanism.

Authors:  Kenji Itoh; Zhishu Huang; Hung-wen Liu
Journal:  Org Lett       Date:  2007-02-01       Impact factor: 6.005

8.  Synthesis of novel ammonium and selenonium ions and their evaluation as inhibitors of UDP-galactopyranose mutase.

Authors:  Natacha Veerapen; Yue Yuan; David A R Sanders; B Mario Pinto
Journal:  Carbohydr Res       Date:  2004-09-13       Impact factor: 2.104

9.  Synthesis and inhibition properties of conformational probes for the mutase-catalyzed UDP-galactopyranose/furanose interconversion.

Authors:  Audrey Caravano; Dominique Mengin-Lecreulx; Jean-Marc Brondello; Stéphane P Vincent; Pierre Sinaÿ
Journal:  Chemistry       Date:  2003-12-05       Impact factor: 5.236

10.  Synthesis and evaluation of nitrofuranylamides as novel antituberculosis agents.

Authors:  Rajendra P Tangallapally; Raghunandan Yendapally; Robin E Lee; Kirk Hevener; Victoria C Jones; Anne J M Lenaerts; Michael R McNeil; Yuehong Wang; Scott Franzblau; Richard E Lee
Journal:  J Med Chem       Date:  2004-10-07       Impact factor: 7.446
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  8 in total

1.  Comparing Galactan Biosynthesis in Mycobacterium tuberculosis and Corynebacterium diphtheriae.

Authors:  Darryl A Wesener; Matthew R Levengood; Laura L Kiessling
Journal:  J Biol Chem       Date:  2016-12-30       Impact factor: 5.157

2.  Virtual Screening for UDP-Galactopyranose Mutase Ligands Identifies a New Class of Antimycobacterial Agents.

Authors:  Virginia A Kincaid; Nir London; Kittikhun Wangkanont; Darryl A Wesener; Sarah A Marcus; Annie Héroux; Lyudmila Nedyalkova; Adel M Talaat; Katrina T Forest; Brian K Shoichet; Laura L Kiessling
Journal:  ACS Chem Biol       Date:  2015-08-17       Impact factor: 5.100

3.  Substrate-dependent dynamics of UDP-galactopyranose mutase: Implications for drug design.

Authors:  Leonardo Boechi; Cesar Augusto F de Oliveira; Isabel Da Fonseca; Karina Kizjakina; Pablo Sobrado; John J Tanner; J Andrew McCammon
Journal:  Protein Sci       Date:  2013-09-17       Impact factor: 6.725

4.  Meeting Proceedings ICBS2016-Translating the Power of Chemical Biology to Clinical Advances.

Authors:  Yugo Kuriki; Toru Komatsu; Peter D Ycas; Sara K Coulup; Erick J Carlson; William C K Pomerantz
Journal:  ACS Chem Biol       Date:  2017-03-17       Impact factor: 5.100

5.  Biosynthesis of galactofuranose in kinetoplastids: novel therapeutic targets for treating leishmaniasis and chagas' disease.

Authors:  Michelle Oppenheimer; Ana L Valenciano; Pablo Sobrado
Journal:  Enzyme Res       Date:  2011-05-25

6.  Fluorescence Polarization Binding Assay for Aspergillus fumigatus Virulence Factor UDP-Galactopyranose Mutase.

Authors:  Jun Qi; Michelle Oppenheimer; Pablo Sobrado
Journal:  Enzyme Res       Date:  2011-08-21

7.  The LPG1x family from Leishmania major is constituted of rare eukaryotic galactofuranosyltransferases with unprecedented catalytic properties.

Authors:  Jihen Ati; Cyril Colas; Pierre Lafite; Ryan P Sweeney; Ruixiang Blake Zheng; Todd L Lowary; Richard Daniellou
Journal:  Sci Rep       Date:  2018-12-04       Impact factor: 4.379

Review 8.  Biosynthesis of Galactan in Mycobacterium tuberculosis as a Viable TB Drug Target?

Authors:  Zuzana Konyariková; Karin Savková; Stanislav Kozmon; Katarína Mikušová
Journal:  Antibiotics (Basel)       Date:  2020-01-06
  8 in total

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