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The <jats:italic>N,O<\/jats:italic>\u2010ligand topology enabled the formation of an additional B\u2212O bond that locks the boron center in a tetrahedral geometry. This molecular arrangement decisively contributes to improve the construct\u2032s stability in biocompatible conditions and retaining the iminoboronate reversibility in more acidic environments. 2\u2010Acetylbenzene boronic acid was reacted with a fluorescent amino\u2010coumarin to yield a stable and non\u2010fluorescent <jats:italic>N,O<\/jats:italic>\u2010iminoboronate. This mechanism was further used to assemble a folate receptor targeting conjugate that selectively delivered the fluorescent amino\u2010coumarin to MDA\u2010MB\u2010231 human breast cancer cells.<\/jats:p>","DOI":"10.1002\/chem.201802515","type":"journal-article","created":{"date-parts":[[2018,6,11]],"date-time":"2018-06-11T09:51:27Z","timestamp":1528710687000},"page":"12495-12499","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["<i>N,O<\/i>\u2010Iminoboronates: Reversible Iminoboronates with Improved Stability for Cancer Cells Targeted Delivery"],"prefix":"10.1002","volume":"24","author":[{"given":"Ricardo M. R. 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