Literature DB >> 29116266

Towards broad spectrum activity-based glycosidase probes: synthesis and evaluation of deoxygenated cyclophellitol aziridines.

Sybrin P Schröder1, Jasper W van de Sande, Wouter W Kallemeijn, Chi-Lin Kuo, Marta Artola, Eva J van Rooden, Jianbing Jiang, Thomas J M Beenakker, Bogdan I Florea, Wendy A Offen, Gideon J Davies, Adriaan J Minnaard, Johannes M F G Aerts, Jeroen D C Codée, Gijsbert A van der Marel, Herman S Overkleeft.   

Abstract

Activity-based protein profiling has emerged as a powerful tool for visualizing glycosidases in complex biological samples. Several configurational cyclophellitol isomers have been shown to display high selectivity as probes for glycosidases processing substrates featuring the same configuration. Here, a set of deoxygenated cyclophellitols are presented which enable inter-class profiling of β-glucosidases and β-galactosidases.

Entities:  

Year:  2017        PMID: 29116266     DOI: 10.1039/c7cc07730k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  10 in total

1.  Synthesis of modified 1,5-imino-d-xylitols as ligands for lysosomal β-glucocerebrosidase.

Authors:  Manuel Zoidl; Andreas Wolfsgruber; Michael Schalli; Seyed A Nasseri; Patrick Weber; Arnold E Stütz; Stephen G Withers; Tanja M Wrodnigg
Journal:  Monatsh Chem       Date:  2019-05-11       Impact factor: 1.451

2.  Role of β-glucosidase 2 in aberrant glycosphingolipid metabolism: model of glucocerebrosidase deficiency in zebrafish.

Authors:  Lindsey T Lelieveld; Mina Mirzaian; Chi-Lin Kuo; Marta Artola; Maria J Ferraz; Remco E A Peter; Hisako Akiyama; Peter Greimel; Richard J B H N van den Berg; Herman S Overkleeft; Rolf G Boot; Annemarie H Meijer; Johannes M F G Aerts
Journal:  J Lipid Res       Date:  2019-09-27       Impact factor: 5.922

3.  Design, Synthesis and Structural Analysis of Glucocerebrosidase Imaging Agents.

Authors:  Rhianna J Rowland; Yurong Chen; Imogen Breen; Liang Wu; Wendy A Offen; Thomas J Beenakker; Qin Su; Adrianus M C H van den Nieuwendijk; Johannes M F G Aerts; Marta Artola; Herman S Overkleeft; Gideon J Davies
Journal:  Chemistry       Date:  2021-10-29       Impact factor: 5.020

4.  Synthesis of broad-specificity activity-based probes for exo-β-mannosidases.

Authors:  Nicholas G S McGregor; Chi-Lin Kuo; Thomas J M Beenakker; Chun-Sing Wong; Wendy A Offen; Zachary Armstrong; Bogdan I Florea; Jeroen D C Codée; Herman S Overkleeft; Johannes M F G Aerts; Gideon J Davies
Journal:  Org Biomol Chem       Date:  2022-01-26       Impact factor: 3.876

5.  An Orthogonally Protected Cyclitol for the Construction of Nigerose- and Dextran-Mimetic Cyclophellitols.

Authors:  Tim P Ofman; Florian Küllmer; Gijsbert A van der Marel; Jeroen D C Codée; Herman S Overkleeft
Journal:  Org Lett       Date:  2021-11-30       Impact factor: 6.005

6.  Xylose-Configured Cyclophellitols as Selective Inhibitors for Glucocerebrosidase.

Authors:  Qin Su; Sybrin P Schröder; Lindsey T Lelieveld; Maria J Ferraz; Marri Verhoek; Rolf G Boot; Herman S Overkleeft; Johannes M F G Aerts; Marta Artola; Chi-Lin Kuo
Journal:  Chembiochem       Date:  2021-09-13       Impact factor: 3.164

Review 7.  Current methods to analyze lysosome morphology, positioning, motility and function.

Authors:  Duarte C Barral; Leopoldo Staiano; Cláudia Guimas Almeida; Dan F Cutler; Emily R Eden; Clare E Futter; Antony Galione; André R A Marques; Diego Luis Medina; Gennaro Napolitano; Carmine Settembre; Otília V Vieira; Johannes M F G Aerts; Peace Atakpa-Adaji; Gemma Bruno; Antonella Capuozzo; Elvira De Leonibus; Chiara Di Malta; Cristina Escrevente; Alessandra Esposito; Paolo Grumati; Michael J Hall; Rita O Teodoro; Susana S Lopes; J Paul Luzio; Jlenia Monfregola; Sandro Montefusco; Frances M Platt; Roman Polishchuck; Maria De Risi; Irene Sambri; Chiara Soldati; Miguel C Seabra
Journal:  Traffic       Date:  2022-04-24       Impact factor: 6.144

8.  Hypervalent Iodine (III) Catalyzed Regio- and Diastereoselective Aminochlorination of Tailored Electron Deficient Olefins via GAP Chemistry.

Authors:  Anis Ur Rahman; Nighat Zarshad; Peng Zhou; Weitao Yang; Guigen Li; Asad Ali
Journal:  Front Chem       Date:  2020-07-07       Impact factor: 5.221

9.  In vivo inactivation of glycosidases by conduritol B epoxide and cyclophellitol as revealed by activity-based protein profiling.

Authors:  Chi-Lin Kuo; Wouter W Kallemeijn; Lindsey T Lelieveld; Mina Mirzaian; Iris Zoutendijk; Ayelet Vardi; Anthony H Futerman; Annemarie H Meijer; Herman P Spaink; Herman S Overkleeft; Johannes M F G Aerts; Marta Artola
Journal:  FEBS J       Date:  2019-02-02       Impact factor: 5.542

10.  Direct Stereoselective Aziridination of Cyclohexenols with 3-Amino-2-(trifluoromethyl)quinazolin-4(3H)-one in the Synthesis of Cyclitol Aziridine Glycosidase Inhibitors.

Authors:  Marta Artola; Shirley Wouters; Sybrin P Schröder; Casper de Boer; Yurong Chen; Rita Petracca; Adrianus M C H van den Nieuwendijk; Johannes M F G Aerts; Gijsbert A van der Marel; Jeroen D C Codée; Herman S Overkleeft
Journal:  European J Org Chem       Date:  2019-01-11
  10 in total

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