{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,21]],"date-time":"2026-09-21T15:06:12Z","timestamp":1790003172629,"version":"4.0.1"},"reference-count":42,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,9,21]],"date-time":"2026-09-21T00:00:00Z","timestamp":1789948800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2026,9,21]],"date-time":"2026-09-21T00:00:00Z","timestamp":1789948800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100004240","name":"Akademie V\u011bd \u010cesk\u00e9 Republiky","doi-asserted-by":"publisher","award":["61388963"],"award-info":[{"award-number":["61388963"]}],"id":[{"id":"10.13039\/501100004240","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100000780","name":"European Commission","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100000780","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Bioorthogonal click\u2010to\u2010release reactions provide a powerful strategy for chemically controlled activation of functional molecules in biological systems. Here, we report the development of a series of 12\n                    <jats:italic>trans<\/jats:italic>\n                    \u2010cyclooctene\u2010caged fluorogenic probes, including 11 new compounds, covering the blue\u2010to\u2010near\u2010infrared spectral region. Using different probe designs, including direct caging, self\u2010immolative linkers, and covalent assembly, we evaluated their fluorescence turn\u2010on, release kinetics, and performance in live cells upon activation with a sulfonated tetrazine trigger. The best\u2010performing probes exhibited a 44\u2010fold fluorescence turn\u2010on and a second\u2010order rate constant of 1027\u00a0M\n                    <jats:sup>\u2212<\/jats:sup>\n                    <jats:sup>1<\/jats:sup>\n                    s\n                    <jats:sup>\u2212<\/jats:sup>\n                    <jats:sup>1<\/jats:sup>\n                    , while selected probes produced detectable intracellular fluorescence within 2\u00a0min and reached signal saturation within approximately 10\u00a0min. The results reveal important differences in probe behavior between solution and cells, highlighting the need to evaluate fluorogenic click\u2010to\u2010release probes in their intended biological context. This study expands the available toolbox for monitoring tetrazine\u2010triggered bioorthogonal release reactions and identifies promising candidates for cellular applications.\n                  <\/jats:p>","DOI":"10.1002\/chem.71703","type":"journal-article","created":{"date-parts":[[2026,9,21]],"date-time":"2026-09-21T14:38:34Z","timestamp":1790001514000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Development of Blue\u2010to\u2010Near\u2010Infrared rTCO\u2013Caged Fluorogenic Probes for Click\u2010to\u2010Release Monitoring"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4378-7934","authenticated-orcid":false,"given":"Marek","family":"Chovanec","sequence":"first","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Prague Czech Republic"},{"name":"Department of Organic Chemistry University of Chemistry and Technology Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Veronika","family":"\u0160lachtov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Paul Eduardo","family":"Reyes\u2010Guti\u00e9rrez","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0001-1433-6352","authenticated-orcid":false,"given":"Simona","family":"Bellov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6633-4351","authenticated-orcid":false,"given":"Milan","family":"Vrabel","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences  Prague Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,21]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8CS00395E"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1007\/s41061\u2010025\u201000492\u20101"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.2024"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201800590"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1158\/1078\u20100432.CCR\u201024\u20102539"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201305969"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010018\u201003880\u2010y"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b11217"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202203069"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202300755"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202203375"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201608009"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010024\u201047188\u20106"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202411707"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202411713"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.7150\/thno.84865"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.26434\/chemrxiv\u20102025\u20107s39f\/v2"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/cplu.202000477"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacsau.0c00053"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.202200363"},{"key":"e_1_2_7_22_1","doi-asserted-by":"crossref","first-page":"9900","DOI":"10.1002\/chem.201905446","article-title":"Fluorogenic Bifunctional trans\u2010Cyclooctenes as Efficient Tools for Investigating Click\u2010to\u2010Release Kinetics","volume":"26","author":"Geus M. 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