BIOMAT Database Logo BIOMAT Database Logo

Development of a novel antibody-tetrazine conjugate for bioorthogonal pretargeting. 2016

Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Laboratory of Medicinal Chemistry, University of Antwerp, Belgium. koen.augustyns@uantwerpen.be.

Recently, bioorthogonal chemistry based on the Inverse Electron-Demand Diels-Alder (IEDDA) cycloaddition between 1,2,4,5-tetrazines and trans-cyclooctene (TCO) analogues added an interesting dimension to molecular imaging. Until now, antibodies (Abs) were tagged with TCO and after pretargeting they were reacted with tetrazines substituted with reporters. However, TCO tags have the tendency to degrade under physiological conditions, and due to their hydrophobic nature are buried within the protein. This results in loss of reactivity and a low Ab functional loading. To circumvent these problems, we report for the first time an approach in which tetrazines are used as tags for antibody (Ab) modification, and TCO as the imaging agent. We developed a new Ab-tetrazine conjugate, which displays a high functional loading, good stability and reactivity. We utilized this immunoconjugate for live-cell imaging together with novel TCO probes, resulting in selective and rapid labeling of SKOV-3 cells. Our approach may be useful for in vivo pretargeted imaging.

UI MeSH Term Description Entries

Related Publications

Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Antibody PEGylation in bioorthogonal pretargeting with trans-cyclooctene/tetrazine cycloaddition: in vitro and in vivo evaluation in colorectal cancer models.
November 2017, Scientific reports,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Enhancing reactivity for bioorthogonal pretargeting by unmasking antibody-conjugated trans-cyclooctenes.
February 2015, Bioconjugate chemistry,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Antibody Pretargeting Based on Bioorthogonal Click Chemistry for Cancer Imaging and Targeted Radionuclide Therapy.
February 2020, Bioconjugate chemistry,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
DOTA-tetrazine probes with modified linkers for tumor pretargeting.
December 2017, Nuclear medicine and biology,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Development of a (18) F-labeled tetrazine with favorable pharmacokinetics for bioorthogonal PET imaging.
September 2014, Angewandte Chemie (International ed. in English),
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Bioorthogonal Masking of Circulating Antibody-TCO Groups Using Tetrazine-Functionalized Dextran Polymers.
February 2018, Bioconjugate chemistry,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Preparation, characterization, and biological evaluation of a streptavidin-chimeric t84.66 conjugate for antibody pretargeting.
October 2007, Cancer biotherapy & radiopharmaceuticals,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Evaluation of an antibody-PNA conjugate as a clearing agent for antibody-based PNA-mediated radionuclide pretargeting.
November 2020, Scientific reports,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Tetrazine-mediated bioorthogonal prodrug-prodrug activation.
September 2018, Chemical science,
Agnese Maggi, and Eduardo Ruivo, and Jens Fissers, and Christel Vangestel, and Sneha Chatterjee, and Jurgen Joossens, and Frank Sobott, and Steven Staelens, and Sigrid Stroobants, and Pieter Van Der Veken, and Leonie Wyffels, and Koen Augustyns
Synthesis of hydrophilic HYNIC-[1,2,4,5]tetrazine conjugates and their use in antibody pretargeting with 99mTc.
July 2018, Organic & biomolecular chemistry,
Copied contents to your clipboard!