title: Glycosidase activated release of fluorescent 1,8-naphthalimide probes for tumor cell imaging from glycosylated 'pro-probes'.
abstract: Glycosylated 4-amino-1,8-naphthalimide derivatives possess a native glycosidic linkage that can be selectively hydrolysed in situ by glycosidase enzymes to release the naphthalimide as a fluorescent imaging or therapeutic agent. In vitro studies using a variety of cancer cell lines demonstrated that the naphthalimides only get taken up into cells upon enzymatic cleavage from the glycan unit; a mechanism that offers a novel approach for the targeted delivery of probes/drugs.
authors.affiliation: School of Chemistry and Trinity Biomedical Sciences Institute (TBSI), Trinity College Dublin, The University of Dublin, Dublin 2, Ireland. gunnlaut@tcd.ie eoin.scanlan@tcd.ie.
authors.forename: Elena
authors.initials: E
authors.lastname: Calatrava-Pérez
authors.forename: Sandra A
authors.initials: SA
authors.lastname: Bright
authors.forename: Stefan
authors.initials: S
authors.lastname: Achermann
authors.forename: Claire
authors.initials: C
authors.lastname: Moylan
authors.forename: Mathias O
authors.initials: MO
authors.lastname: Senge
authors.forename: Emma B
authors.initials: EB
authors.lastname: Veale
authors.forename: D Clive
authors.initials: DC
authors.lastname: Williams
authors.forename: Thorfinnur
authors.initials: T
authors.lastname: Gunnlaugsson
authors.forename: Eoin M
authors.initials: EM
authors.lastname: Scanlan
mesh_terms: D015057:1-Naphthylamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D045744:Cell Line, Tumor; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism*; D006026:Glycoside Hydrolases / Q000378:metabolism*; D006031:Glycosylation; D006367:HeLa Cells; D006801:Humans; D057054:Molecular Imaging / Q000379:methods*; D053644:Naphthalimides / Q000737:chemistry* / Q000378:metabolism*; D015363:Quinolones / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D005456:Fluorescent Dyes; D053644:Naphthalimides; D015363:Quinolones; C086538:4-amino-1,8-naphthalimide; D015057:1-Naphthylamine; D006026:Glycoside Hydrolases