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MinBioTag SIGNED

A minimal Cys-cyclobutene non-canonical amino acid for bioorthogonal imaging of proteins in live cells

Total Cost €

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EC-Contrib. €

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Partnership

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Project "MinBioTag" data sheet

The following table provides information about the project.

Coordinator
THE CHANCELLOR MASTERS AND SCHOLARSOF THE UNIVERSITY OF CAMBRIDGE 

Organization address
address: TRINITY LANE THE OLD SCHOOLS
city: CAMBRIDGE
postcode: CB2 1TN
website: www.cam.ac.uk

contact info
title: n.a.
name: n.a.
surname: n.a.
function: n.a.
email: n.a.
telephone: n.a.
fax: n.a.

 Coordinator Country United Kingdom [UK]
 Project website http://gbernardeslab.com/
 Total cost 183˙454 €
 EC max contribution 183˙454 € (100%)
 Programme 1. H2020-EU.1.3.2. (Nurturing excellence by means of cross-border and cross-sector mobility)
 Code Call H2020-MSCA-IF-2015
 Funding Scheme MSCA-IF-EF-ST
 Starting year 2016
 Duration (year-month-day) from 2016-04-01   to  2018-03-31

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    THE CHANCELLOR MASTERS AND SCHOLARSOF THE UNIVERSITY OF CAMBRIDGE UK (CAMBRIDGE) coordinator 183˙454.00

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 Project objective

Insight into dynamic processes such as uptake and intracellular trafficking and signalling of small molecules and proteins in cells is key in basic biology and drug development. The use of bioorthogonal chemical reactions for labelling and probing specific biomolecules is an exciting option but a very challenging task as these transformations should proceed very rapidly in physiological conditions with complete chemoselectivity. So, in this application we propose to achieve site-selective protein labelling by the introduction of a non-canonical Cys-cyclobutene aminoacid and a very fast alkene chemoselective ligation reaction. The small size of the proposed alkene-tagged aminoacid should not interfere with the protein structure, function, activity or localisation in contrast with other fluorescent tags such as the use of fusion proteins as GFP. This project aims at 1) developing a new photo triggered [22] cycloaddition bioorthogonal ligation between two alkene containing partners and to apply the already established IEDDA reaction between tetrazines and dienophiles. While the use of light as a trigger offers the possibility for an improved spatial and temporal resolution, the use of tetrazine fluorogenic probes allows for ‘turn-on’ fluorescence on their rapid reaction with dienophiles 2) use these optimized reaction to study apoptosis in cells and tissues by introducing the proposed Cys-cyclobutene non-canonical amino acid into C2A Domain of Synaptotagmin-I followed by the ligation reaction ex vivo and in vivo

 Publications

year authors and title journal last update
List of publications.
2017 Annabel Kitowski, Ester Jiménez-Moreno, Míriam Salvadó, Jordi Mestre, Sergio Castillón, Gonzalo Jiménez-Osés, Omar Boutureira, Gonçalo J. L. Bernardes
Oxidative Activation of C–S Bonds with an Electropositive Nitrogen Promoter Enables Orthogonal Glycosylation of Alkyl over Phenyl Thioglycosides
published pages: 5490-5493, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.7b02886
Organic Letters 19/19 2019-06-13
2017 Ester Jiménez-Moreno, Zijian Guo, Bruno L. Oliveira, Inês S. Albuquerque, Annabel Kitowski, Ana Guerreiro, Omar Boutureira, Tiago Rodrigues, Gonzalo Jiménez-Osés, Gonçalo J. L. Bernardes
Vinyl Ether/Tetrazine Pair for the Traceless Release of Alcohols in Cells
published pages: 243-247, ISSN: 1433-7851, DOI: 10.1002/anie.201609607
Angewandte Chemie International Edition 56/1 2019-06-13
2018 Bernadette Lee, Shuang Sun, Ester Jiménez-Moreno, André A. Neves, Gonçalo J.L. Bernardes
Site-selective installation of an electrophilic handle on proteins for bioconjugation
published pages: , ISSN: 0968-0896, DOI: 10.1016/j.bmc.2018.02.028
Bioorganic & Medicinal Chemistry 2019-06-13

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