Literature DB >> 27647786

Light-Activated Triazabutadienes for the Modification of a Viral Surface.

Stephanie M Jensen1, Flora W Kimani1, John C Jewett1.   

Abstract

Chemical crosslinking is a versatile tool for the examination of biochemical interactions, in particular host-pathogen interactions. We report the critical first step toward the goal of probing these interactions by the synthesis and use of a new heterobifunctional crosslinker containing a triazabutadiene scaffold. The triazabutadiene is stable to protein conjugation and liberates a reactive aryl diazonium species upon irradiation with 350 nm light. We highlight the use of this technology by modifying the surface of several proteins, including the dengue virus envelope protein.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aryl diazonium ion; bioconjugation; crosslinking; photochemistry; viruses

Mesh:

Substances:

Year:  2016        PMID: 27647786      PMCID: PMC5170875          DOI: 10.1002/cbic.201600508

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


  23 in total

1.  Protein-protein interactions: Interactome under construction.

Authors:  Laura Bonetta
Journal:  Nature       Date:  2010-12-09       Impact factor: 49.962

2.  Comparative analysis of cleavable azobenzene-based affinity tags for bioorthogonal chemical proteomics.

Authors:  Yu-Ying Yang; Markus Grammel; Anuradha S Raghavan; Guillaume Charron; Howard C Hang
Journal:  Chem Biol       Date:  2010-11-24

Review 3.  Methods for the elucidation of protein-small molecule interactions.

Authors:  Amanda McFedries; Adam Schwaid; Alan Saghatelian
Journal:  Chem Biol       Date:  2013-05-23

4.  A traceless Staudinger reagent to deliver diazirines.

Authors:  Ali M Ahad; Stephanie M Jensen; John C Jewett
Journal:  Org Lett       Date:  2013-09-23       Impact factor: 6.005

5.  Dual-surface modification of the tobacco mosaic virus.

Authors:  Tara L Schlick; Zhebo Ding; Ernest W Kovacs; Matthew B Francis
Journal:  J Am Chem Soc       Date:  2005-03-23       Impact factor: 15.419

Review 6.  Photocrosslinking approaches to interactome mapping.

Authors:  Nam D Pham; Randy B Parker; Jennifer J Kohler
Journal:  Curr Opin Chem Biol       Date:  2012-11-10       Impact factor: 8.822

7.  Direct peptide bioconjugation/PEGylation at tyrosine with linear and branched polymeric diazonium salts.

Authors:  Mathew W Jones; Giuseppe Mantovani; Claudia A Blindauer; Sinead M Ryan; Xuexuan Wang; David J Brayden; David M Haddleton
Journal:  J Am Chem Soc       Date:  2012-04-21       Impact factor: 15.419

8.  Structure of the dengue virus envelope protein after membrane fusion.

Authors:  Yorgo Modis; Steven Ogata; David Clements; Stephen C Harrison
Journal:  Nature       Date:  2004-01-22       Impact factor: 49.962

9.  Formylbenzene diazonium hexafluorophosphate reagent for tyrosine-selective modification of proteins and the introduction of a bioorthogonal aldehyde.

Authors:  Julia Gavrilyuk; Hitoshi Ban; Masanobu Nagano; Wataru Hakamata; Carlos F Barbas
Journal:  Bioconjug Chem       Date:  2012-11-29       Impact factor: 4.774

10.  Interior surface modification of bacteriophage MS2.

Authors:  Jacob M Hooker; Ernest W Kovacs; Matthew B Francis
Journal:  J Am Chem Soc       Date:  2004-03-31       Impact factor: 15.419

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  5 in total

1.  A Chemoselective Rapid Azo-Coupling Reaction (CRACR) for Unclickable Bioconjugation.

Authors:  Partha Sarathi Addy; Sarah B Erickson; James S Italia; Abhishek Chatterjee
Journal:  J Am Chem Soc       Date:  2017-08-16       Impact factor: 15.419

2.  Protein Modification via Mild Photochemical Isomerization of Triazenes to Release Aryl Diazonium Ions.

Authors:  Garrett J Davis; Julia A Townsend; Madeline G Morrow; Mohamed Hamie; Abigail J Shepard; Chih-Chieh Hsieh; Michael T Marty; John C Jewett
Journal:  Bioconjug Chem       Date:  2021-11-03       Impact factor: 4.774

3.  Coumarin Triazabutadienes for Fluorescent Labeling of Proteins.

Authors:  Mehrdad Shadmehr; Garrett J Davis; Bereketab T Mehari; Stephanie M Jensen; John C Jewett
Journal:  Chembiochem       Date:  2018-11-15       Impact factor: 3.164

4.  Copper-Free Click Enabled Triazabutadiene for Bioorthogonal Protein Functionalization.

Authors:  Anjalee N Wijetunge; Garrett J Davis; Mehrdad Shadmehr; Julia A Townsend; Michael T Marty; John C Jewett
Journal:  Bioconjug Chem       Date:  2021-01-25       Impact factor: 4.774

5.  Suzuki Coupling of Protected Aryl Diazonium Ions: Expanding the Knowledge of Triazabutadiene Compatible Reactions.

Authors:  Abigail J Shepard; Julia A Townsend; Christopher Foley; Christopher Hulme; Michael T Marty; John C Jewett
Journal:  Org Lett       Date:  2021-02-11       Impact factor: 6.005

  5 in total

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