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The control of photoluminescence wavelength is important for the design of emitting materials, and compounds bearing aryl–aryl bonds are considered to be useful candidates for the synthesis of these materials. However, the biaryl system lacks an efficient linkage of independent conjugated moieties because of a structure that, rather than planar, is made up of almost perpendicular dihedral angles due to steric effect. In this paper, we report a novel method to link independent π-systems in biaryl compounds. The oxy-substituents at the peri-position in 1-arylnaphthalene systems, which are biaryl compounds, showed interesting and unexpected photophysical properties of a bathochromic shift of emission. In particular, peri-OH-substituted arylnaphthalenes showed a large bathochromic shift that was induced by polarization based on intramolecular OH–aryl interaction. Quantum chemical (TDDFT) calculations accurately reproduced the large bathochromic shifts of peri-OH-substituted arylnaphthalenes. The through-space interaction between the peri-substituted OH and aryl groups generated an unexpected extended conjugation system. The substituting position of OH in 1-arylnaphthalenes is quite critical, because the hydroxy group mediates the independent π-systems to expand conjugation. Based on this concept, 1,3,5-tris(peri-hydroxynaphthyl)benzene had characteristic photophysical properties, giving an unexpected blue emission.

ABSTRACTWe report the development of a serodiagnostic method for Mycobacterium aviumcomplex (MAC) disease with an enzyme immunoassay (EIA) with the MAC-specific glycopeptidolipid (GPL) core as the antigen. In this study, we confirmed by EIA that the GPL core antibody was in the sera of immunocompetent patients with MAC disease. The EIA for quantifying the GPL core antibody was evaluated as a clinical tool for serodiagnosis of pulmonary MAC disease. A significant increase in GPL core antibodies (immunoglobulins G, A, and M) was detected in sera of patients with MAC pulmonary diseases when they were compared to patients who were colonized with MAC, patients with Mycobacterium kansasiidisease or tuberculosis, and healthy subjects. The sensitivities and specificities of the GPL core-based EIA for diagnosis of MAC pulmonary disease were 72.6% and 92.2%, respectively, for IgG, 92.5% and 95.1%, respectively, for IgA, and 78.3% and 91.0%, respectively, for IgM. The best sensitivity and specificity were obtained by measuring immunoglobulin A antibodies against GPL core antigen. The level of GPL core antibodies reflected disease activity, since it decreased in cured MAC patients who had responded to chemotherapy. Measurement of serum antibodies against GPL core is useful for both diagnosis and assessment of disease activity in MAC disease of the lung.