FLUORESCENCE IMAGING OF GLYCOPROTEINS IN THE NEAR INFRARED REGION IN VITRO AND IN LIVE CELLS

CECILIA SAMANIEGO LOPEZ; HEBE MARTÍNEZ, JIMENA; FEDERICO COLUCCIO LESKOW; UHRIG, MARÍA LAURA; SPAGNUOLO, CARLA CECILIA

DUBLIN

Congreso; 27th photoIUPAC; 2018

photoIUPAC

The challenge of carbohydrate recognition has been taken by different groups in the last three decadesmotorized by the fundamental role of saccharides and their conjugates in major biological processes.The dynamic covalent reaction between boronic acids and cis-diols is a convenient and highlybiocompatible strategy to develop fluorescent probes towards glicoconjugates [1], an elusive target inthe molecular probes field. With the goal of providing novel labeling agents able to detect glycoproteinsin biological media, we introduce a fluorescent molecular probe named Cy-Bx able to detectglycoproteins, especially mucins, with high sensitivity and with a turn-on response along with a largeStokes shift (>130 nm), in the biologically active window (700-900 nm). The probe contains anaminotricarbocyanine as the fluorescent reporter with a linked benzoboroxole as the recognition unit,which reacts through the boronic hemiester residue with the cis-diols of the analyte. Cy-Bx showed afluorogenic response to the presence of model glycoproteins in cuvette with negligible non-specificbinding. By means of a simple labeling protocol, the probe shows high specificity for mucin by imaginggranules in airway epithelial Calu-3 cells, demonstrated by co-localization analysis in comparison to aspecific antibody. We were also able to discriminate different morphologies of the granules in ourcellular model. The new benzoboroxole fluorescent derivative gathers together key properties to meethigh rated molecular probes: specificity, excellent solubility in water and off-on near infrared emission.The probe we provide is expected to be an excellent tool for imaging intracellular mucin to evaluatemucus related diseases as well as a sensing strategy towards glycosylated structures with a high potentialfor theranostics approaches in biological samples.[