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Communication | Regular issue | Vol 83, No. 9, 2011, pp.1983-1988
Published online, 21st July, 2011
DOI: 10.3987/COM-11-12285
Synthesis of Fluorescent Pyrrolo[3,4-b]quinolizine Derivatives and Evaluation as a Protein-Labeling Probe

Masayori Hagimori, Naoko Mizuyama, Kenichirou Yokota, Osamu Morinaga, Yasuchika Yamaguchi, Hideo Saji, and Yoshinori Tominaga*

*School of Pharmaceutical Sciences, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

New fluorescent compounds, pyrrolo[3,4-b]quinolizines, were synthesized in good yields via a one-pot method based on the condensation of functionalized maleimides (1ac) with 2-pyridylacetonitrile (2a), and alkyl 2-pyridylacetates (2b, c). These pyrrolo[3,4-b]quinolizine derivatives emitted over a wide wavelength range in solution (Em max: 484–604 nm) and in the solid state (Em max: 534–640 nm). In addition, we evaluated the utility of these heterocycles as fluorescent labeling probes for BSA.