4.7 Article

Highly symmetric Ln(III) boron-containing macrocycles as bright fluorophores for living cell imaging

Journal

INORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 19, Pages 5048-5054

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qi01476a

Keywords

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Funding

  1. National Natural Science Foundation of China [21871247]
  2. Key Research Program of Frontier Sciences, CAS [ZDBSLY-SLH023]
  3. Key Research Program of the Chinese Academy of Sciences [ZDRW-CN-2021-3-3]
  4. National Science and Technology Major Project [2020YFE0204500]

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Boron-assisted synthesis of highly luminescent and long-lived lanthanide macrocycles has been achieved, which can serve as bioprobes with high-quality in vitro imaging and no apparent cell toxicity.
Boron-assisted highly symmetric lanthanide (Ln) macrocycles, (eta(2)-catechol-mu-catecholborate)(3)Ln (Ph3PO)(2)center dot xC(7)H(8) (Ln = Dy, x = 0, Dy-B-Ph3PO; Ln = Yb, x = 1, Yb-B-Ph3PO) have been achieved by a one-pot reaction of Ln[N(TMS)(2)](3) (TMS = -SiMe3) with excess catecholborane (HBCat) in the presence of Ph3PO. Both macrocycles exhibit high brightness and long lifetimes benefitting from the combination of the rigid molecular backbone and the diminishing detrimental high energy X-H (X = C, N and O) vibrations. In particular, Dy-B-Ph3PO exhibited the longest F-4(9/2) lifetime beyond 200 mu s to date. When (4-(anthracen-9-yl)phenyl)diphenylphosphine oxide (AnPh(3)PO) was used as the antenna ligand, a highly luminescent NIR bioprobe, Yb-B-AnPh(3)PO, showing no apparent cell toxicity and high quality in vitro imaging, was obtained. Furthermore, the synthetic versatility of this system permits additional investigations of multifunctional Ln molecular materials in the future.

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