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To avoid loss of complex stability, the bioconjugation strategy should not interfere with the radiometal chelation by occupying coordinating groups. The C9 position of the very stable Cu<jats:sup>II<\/jats:sup> chelator 3,7\u2010diazabicyclo[3.3.1]nonane (bispidine) is virtually predestined to introduce functional groups for facile bioconjugation as this functionalisation does not disturb the metal binding centre. We describe the preparation and characterisation of a set of novel bispidine derivatives equipped with suitable functional groups for diverse bioconjugation reactions, including common amine coupling strategies (bispidine\u2010isothiocyanate) and the Cu\u2010free strain\u2010promoted alkyne\u2013azide cycloaddition. We demonstrate their functionality and versatility in an exemplary way by conjugation to an antibody\u2010based biomolecule and validate the obtained conjugate in vitro and in vivo.<\/jats:p>","DOI":"10.1002\/chem.201904654","type":"journal-article","created":{"date-parts":[[2019,11,22]],"date-time":"2019-11-22T05:29:15Z","timestamp":1574400555000},"page":"1989-2001","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":32,"title":["Versatile Bispidine\u2010Based Bifunctional Chelators for <sup>64<\/sup>Cu<sup>II<\/sup>\u2010Labelling of Biomolecules"],"prefix":"10.1002","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1950-8595","authenticated-orcid":false,"given":"Garima","family":"Singh","sequence":"first","affiliation":[{"name":"Helmholtz-Zentrum Dresden-Rossendorf Institute of Radiopharmaceutical Cancer Research  Bautzner Landstrasse 400 01328 Dresden 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