Synthesis of a fluorescent xanthenic derivative useful for labeling amine residues

Crovetto, Luis, Rios, Ramon, Alvarez-Pez, Jose M., Paredes, Jose M., Lozano-Velez, Patricia, del Valle, Carmen and Talavera, Eva M. (2008) Synthesis of a fluorescent xanthenic derivative useful for labeling amine residues. The Journal of Physical Chemistry B, 112 (33), 10082-10085. (doi:10.1021/jp803970c). (PMID:18637685)

Abstract

The 2,5-dioxopyrrolidin-1-yl-4-(3-hydroxy-6-oxo-6H-xanthen-9-yl)-3-methylbenzoate has been synthesized as an amine-reactive derivative able to yield stable covalently labeled biopolymers. The new derivative has been used to label polyribocytidilic acid (5'), poly(C), amine residues. TG-II-poly(C) exhibits monoexponential decay at the physiological pH range. In addition, both steady-state fluorescence intensity and fluorescence decay are also sensitive to solution pH. The large decrease in steady-state fluorescence upon hybridization allows it to be used as a nucleic acid probe in a homogeneous assay format. In summary, we report an efficient synthesis to obtain labeled RNA from commercially available materials in excellent yields.

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Contributors

Author: Ramon Rios

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