June 2020
Volume 61, Issue 7
Free
ARVO Annual Meeting Abstract  |   June 2020
Development of Novel Fluorescent Probes for Imaging Retinal Mineralisation
Author Affiliations & Notes
  • Richard Thompson
    Dept of Biochemistry and Molecular Biolo, University of Maryland School of Medicine, Baltimore, Maryland, United States
  • Connor Brown
    Queens University Belfast, Belfast, Northern Ireland, United Kingdom
  • yunus zorlu
    Technische Universitat Berlin, Berlin, Germany
    Gebze Technical University, Turkey
  • Claudia Keil
    Technische Universitat Berlin, Berlin, Germany
  • Patrik Tholen
    Technische Universitat Berlin, Berlin, Germany
  • Bunyemin Cosut
    Gebze Technical University, Turkey
    Technische Universitat Berlin, Berlin, Germany
  • Hajo Haase
    Technische Universitat Berlin, Berlin, Germany
  • Imre Lengyel
    Queens University Belfast, Belfast, Northern Ireland, United Kingdom
  • gundog yucesan
    Technische Universitat Berlin, Berlin, Germany
  • Footnotes
    Commercial Relationships   Richard Thompson, PokegamaTechnologies (I); Connor Brown, None; yunus zorlu, None; Claudia Keil, None; Patrik Tholen, None; Bunyemin Cosut, None; Hajo Haase, None; Imre Lengyel, None; gundog yucesan, None
  • Footnotes
    Support  Bill Brown Charitable Trust, Fight for SIght, Optos, Roche, Deutsche Forschungsgemeinschaft DFG YU 267/2-1
Investigative Ophthalmology & Visual Science June 2020, Vol.61, 1832. doi:
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      Richard Thompson, Connor Brown, yunus zorlu, Claudia Keil, Patrik Tholen, Bunyemin Cosut, Hajo Haase, Imre Lengyel, gundog yucesan; Development of Novel Fluorescent Probes for Imaging Retinal Mineralisation. Invest. Ophthalmol. Vis. Sci. 2020;61(7):1832.

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      © ARVO (1962-2015); The Authors (2016-present)

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Abstract

Purpose : Recently, it has emerged that mineralisation in the retina with hydroxyapatite (HAP) and other species is correlated with the development of AMD and ALzheimer disease. While we have used legacy stains including classic tetracycline antibiotics as selective fluorescent stains for HAP in the retina, these compounds have some limitations and novel HAP-specific fluorescent stains may offer useful new properties including fluorescence imaging contrast using new mechanisms. These properties may further elucidate the HAP deposition process mechanism(s) and suggest novel treatments.

Methods : Methods: Syntheses Details of the syntheses and purification of ((4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)phenyl)phosphonic acid) (BODIPY-PPA), (2,7-dichlorofluorescein-bis(methyliminodiphosphonic acid) (DCF-tetraphosphonate), and 5,10,15,20-tetrakis[p-phenylphosphonic acid] porphyrin (p-H8TPPA) will appear elsewhere.
Characterization of Probes: The structure and purity of the probes were characterized by liquid chromatography, infrared, NMR, and/or mass spectrometry. Their optical properties were characterized by absorption and fluorescence spectrophotometry in the presence and absence of authentic hydroxyapatite, whitlockite, and other doped apatites. The dyes were also tested on mouse ribs as an example of hydroxyapatite in tissue.

Results : We found that several of the synthesized probes bound HAP tightly, in some cases with alterations of their fluorescence properties, which we attribute to synergistic interactions arising from conjugation of the sp2 carbons of the aryl fluorophore moiety with the phosphonate moiety. Staining a cross section of mouse rib with meso-tetra(4-phosphorylphenyl)porphyrin (red,) and DAPI (blue), together with autofluorescence (green) is depicted in the figure (A), with a DAPI-stained control section from the same mouse (B). Based on these preliminary results, staining appears specific for hydroxyapatite.

Conclusions : We conclude that these new fluorescent labels offer novel features that will be of use in elucidating the biology of retinal mineralisation and its relationship to macular and peripheral deposit formation seen in AMD and Alzheimer disease, respectively.

This is a 2020 ARVO Annual Meeting abstract.

 

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