Two-Photon Emissive Dyes Based on Push-Pull Purines Derivatives: Toward the Development of New Photoluminescence Bioprobes

Author(s)

Cocca, Leandro H. Zucolotto ^[1] ; Abegao, Luis M. G. ^[2] ; Sciuti, Lucas F. ^[1] ; Vabre, Roxane ^{[3, 4]} ; Siqueira, Jonathas de Paula ^[5] ; Kamada, Kenji ^[6] ; Mendonca, Cleber R. ^[1] ; Piguel, Sandrine ^{[3, 4]} ; De Boni, Leonardo ^[1]

Affiliation

^[1] Univ Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Yale Univ, Sch Med, Dept Radiol & Biomed Imaging, New Haven, CT 06520 - USA

^[3] Univ Paris Saclay, CNRS, INSERM, F-91405 Orsay - France

^[4] Inst Curie, INSERM, CNRS, F-91401 Orsay - France

^[5] Univ Estadual Campinas, Inst Fis Gleb Watagh, Cidade Univ Zeferino Vaz Barao Geraldo, BR-13083859 Campinas, SP - Brazil

^[6] Natl Inst Adv Ind Sci & Technol, Nanomat Res Inst, Ikeda, Osaka 5638577 - Japan

• Document type: Journal article
• Source: Journal of Physical Chemistry C; v. 124, n. 23, p. 12617-12627, JUN 11 2020.
• Web of Science Citations: 0

Abstract

Fluorescent organic molecules have received great attention due to their largest applications, for example, in DNA and RNA spectroscopies studies, development of new photoluminescence bioprobes, and applications in fluorescence spectroscopy. In specific, purine base analog molecules present high fluorescence quantum yields and significant Stokes shift. Furthermore, the addition of push-pull structures at the purine core could increase the photoluminescence properties, making candidates for photoluminescence bioprobes. To consider this, a complete spectroscopic study was performed on nine push-pull purines, distinguished by different push-pull structures. In specific, for this research, the two-photon absorption (2PA) study showed that the compounds present induced two-photon fluorescence at the therapeutic window, desired for fluorescence microscopy. The brightness property was evaluated, indicating that all chromospheres are fluorescent by a 2PA process. Additionally, ultrafast transient absorption was performed to elucidate contribution of the excited states on the 2PA spectra, and quantum chemistry calculations were performed to corroborate the experimental results. (AU)

• FAPESP's process: 16/20886-1 - Ultrafast nonlinear optical spectroscopy: Transient Absorption and optical Kerr Gate with polarization control
• Grantee: Leonardo De Boni
• Support type: Regular Research Grants
• FAPESP's process: 18/11283-7 - Nonlinear photonics: spectroscopy and advanced processing of materials
• Grantee: Cleber Renato Mendonça
• Support type: Research Projects - Thematic Grants