title: Host-guest interaction of Hoechst 34580 and Cucurbit[7]uril.
abstract: To track nuclear dynamic processes by fluorescence imaging, nuclear stains should be highly fluorescent, resistant to photobleaching, and inert to nuclear processes. The nuclear stains of the Hoechst family, such as Hoechst 34580, show bright fluorescence only on groove binding to DNA, and therefore may interfere with visualization of nuclear dynamic processes induced by other stimuli. We study host-guest interactions between Hoechst 34580 and Cucurbit[7]uril (CB7) in aqueous solutions. The formation of CB7-Hoechst 34580 inclusion complexes with stoichiometry of 2:1 in water and 1:1 in phosphate-buffered saline (PBS) solution (pH 7.0) is confirmed by (1)H NMR, absorption spectra, fluorescence spectra, MALDI-TOF MS, and molecular modeling. Compared to Hoechst 34580, the inclusion complex exhibits redshifted absorption, intensified fluorescence, improved photostability, weakened DNA binding affinity, comparable ability to penetrate cell nuclei, and better nuclear-staining capability, and thus a new avenue for the application of cucurbituril in fluorescence imaging is opened.
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, PR China.
authors.forename: Wanhua
authors.initials: W
authors.lastname: Lei
authors.forename: Qianxiong
authors.initials: Q
authors.lastname: Zhou
authors.forename: Guoyu
authors.initials: G
authors.lastname: Jiang
authors.forename: Yuanjun
authors.initials: Y
authors.lastname: Hou
authors.forename: Baowen
authors.initials: B
authors.lastname: Zhang
authors.forename: Xuexin
authors.initials: X
authors.lastname: Cheng
authors.forename: Xuesong
authors.initials: X
authors.lastname: Wang
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D001665:Binding Sites; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D045744:Cell Line, Tumor; D002467:Cell Nucleus / Q000737:chemistry / Q000648:ultrastructure; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry; D004347:Drug Interactions; D005456:Fluorescent Dyes / Q000737:chemistry*; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D018613:Microscopy, Confocal / Q000379:methods*; D008856:Microscopy, Fluorescence / Q000379:methods*; D008958:Models, Molecular; D015394:Molecular Structure; D012996:Solutions; D013050:Spectrometry, Fluorescence / Q000379:methods*; D013816:Thermodynamics; D059008:Time-Lapse Imaging; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
chemical_list: D001562:Benzimidazoles; D001952:Bridged-Ring Compounds; D004247:DNA; D005456:Fluorescent Dyes; D007093:Imidazoles; D012996:Solutions; C572112:Hoechst 34580; C456276:cucurbit(7)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils