Methyltetrazine as a small live-cell compatible bioorthogonal handle for imaging enzyme activities in situ .

Autor:	Torres-García D; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., van de Plassche MAT; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., van Boven E; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., van Leeuwen T; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., Groenewold MGJ; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., Sarris AJC; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., Klein L; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., Overkleeft HS; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl., van Kasteren SI; Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands s.i.van.kasteren@chem.leidenuniv.nl h.s.overkleeft@lic.leidenuniv.nl.
Jazyk:	angličtina
Zdroj:	RSC chemical biology [RSC Chem Biol] 2022 Sep 13; Vol. 3 (11), pp. 1325-1330. Date of Electronic Publication: 2022 Sep 13 (Print Publication: 2022).
DOI:	10.1039/d2cb00120a
Abstrakt:	Bioorthogonal chemistry combines well with activity-based protein profiling, as it allows for the introduction of detection tags without significantly influencing the physiochemical and biological functions of the probe. In this work, we introduced methyltetrazinylalanine (MeTz-Ala), a close mimic of phenylalanine, into a dipeptide fluoromethylketone cysteine protease inhibitor. Following covalent and irreversible inhibition, the tetrazine allows vizualisation of the captured cathepsin activity by means of inverse electron demand Diels Alder ligation in cell lysates and live cells, demonstrating that tetrazines can be used as live cell compatible, minimal bioorthogonal tags in activity-based protein profiling. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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