New blue light-emitting isocyanobiphenyl based fluorophores: Their solvatochromic and biolabeling properties

Nagy, Miklós and Rácz, Dávid and Kovács, Sándor Lajos and Lázár, László and Fehér, Péter Pál and Purgel, Mihály and Zsuga, Miklós and Kéki, Sándor (2016) New blue light-emitting isocyanobiphenyl based fluorophores: Their solvatochromic and biolabeling properties. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 318. pp. 124-134. ISSN 1010-6030

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Abstract

The preparation and optical study of 4-amino-4′-isocyanobiphenyl (ICAB) and its mono-and dialkylated derivatives (monoMICAB and diMICAB) are reported. They were found to be effective blue light emitters with a solvatochromic range of Δλmax = 104 nm, 92 nm and 90 nm, respectively. All three compounds turned out to be promising candidates in protein-labeling, yielding ∼70-190× increase in their fluorescence intensity when mixed with 10× molar excess of bovine serum albumin (BSA). The binding constants for the BSA-fluorophore complexes were found to be KICAB-BSA = 3.8 × 104 ± 5.7 × 103 M-1, KmonoMICAB-BSA = 6.0 × 104 ± 3.9 × 103 M-1 and KdiMICAB-BSA = 2.3 × 104 ± 3.2 × 103 M-1. Time resolved fluorescence measurements revealed a nearly uniform ∼2 ns lifetime for all three BSA-complexed ICAB derivatives. © 2015 Elsevier B.V. All rights reserved.

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