title: The use of a near-infrared RNA fluorescent probe with a large Stokes shift for imaging living cells assisted by the macrocyclic molecule CB7.
abstract: A near-infrared fluorescent dye Hsd was designed and synthesized, which absorbed as hemicyane and emitted as Cy7 and therefore produced a Stokes shift as large as 224 nm. Quantum chemistry calculation demonstrated that the large Stokes shift was produced by the combination of intramolecular charge transfer (ICT) and internal conversion. Significantly, Hsd showed selectively response to RNA in aqueous solution and fixed cells. Moreover, Hsd could be uptaken into the cells under the assistance of cucurbit[7]uril (CB7) and selectively stain RNA in living cells. The introducing of CB7 provides a platform to amplify the application of some cell-impermeant fluorescent stains through the supramolecular chemistry methods.
authors.affiliation: State Key Laboratory of Fine Chemicals, Dalian University of Technology, No. 2 Linggong Road, Hi-tech Zone, Dalian 116024, PR China.
authors.forename: Zhiyong
authors.initials: Z
authors.lastname: Li
authors.forename: Shiguo
authors.initials: S
authors.lastname: Sun
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Yang
authors.forename: Si
authors.initials: S
authors.lastname: Zhang
authors.forename: Hua
authors.initials: H
authors.lastname: Zhang
authors.forename: Mingming
authors.initials: M
authors.lastname: Hu
authors.forename: Jianfang
authors.initials: J
authors.lastname: Cao
authors.forename: Jingyun
authors.initials: J
authors.lastname: Wang
authors.forename: Fengyu
authors.initials: F
authors.lastname: Liu
authors.forename: Fengling
authors.initials: F
authors.lastname: Song
authors.forename: Jiangli
authors.initials: J
authors.lastname: Fan
authors.forename: Xiaojun
authors.initials: X
authors.lastname: Peng
mesh_terms: D001952:Bridged-Ring Compounds / Q000737:chemistry*; D002470:Cell Survival; D005456:Fluorescent Dyes / Q000032:analysis*; D006367:HeLa Cells; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D008958:Models, Molecular; D061848:Optical Imaging / Q000379:methods*; D012313:RNA / Q000032:analysis*; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
chemical_list: D001952:Bridged-Ring Compounds; D005456:Fluorescent Dyes; D007093:Imidazoles; D012313:RNA; C456276:cucurbit(7)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils