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中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
2-氨基-8-萘酚-6-磺酸 | 6-amino-4-hydroxy-2-naphthalenesulfonic acid | 90-51-7 | C10H9NO4S | 239.252 |
7-氨基-4-羟基-2-萘磺酸 | 1-hydroxy-6-amino-3-naphthalenesulfonic acid | 87-02-5 | C10H9NO4S | 239.252 |
5-氨基-1-萘磺酸 | 1-aminonaphthalene-5-sulfonic acid | 84-89-9 | C10H9NO3S | 223.252 |
8-硝基萘-2-磺酸 | 1-nitro-7-naphthalenesulfonic acid | 18425-74-6 | C10H7NO5S | 253.235 |
—— | 5-Aminonaphthalene-1,3-disulfonic acid | 13306-42-8 | C10H9NO6S2 | 303.317 |
5-氨基-1,3,6-萘三磺酸 | 5-amino-naphthalene-1,3,6-trisulfonic acid | 67900-43-0 | C10H9NO9S3 | 383.381 |
中文名称 | 英文名称 | CAS号 | 化学式 | 分子量 |
---|---|---|---|---|
—— | 8-Hydrazinyl-4-hydroxynaphthalene-2-sulfonic acid | 924277-31-6 | C10H10N2O4S | 254.266 |
—— | 8-[(2-Boronophenyl)methylamino]-4-hydroxynaphthalene-2-sulfonic acid | 1351863-08-5 | C17H16BNO6S | 373.194 |
A series of water-soluble 1-amino-naphthalenes and 2-amino-fluorenes are prepared. These serve as model fluorophores for measuring the thermodynamics and kinetics of fluorescence quenching with phenylboronic acids and aliphatic amines. Steady-state and time-resolved fluorescence quenching kinetics are investigated using the Stern–Volmer method. Diffusion limited quenching constants and exergonic thermodynamics of electron transfer are derived for the 5-amino-1-napthol and 2-aminofluorene derivatives with phenylboronic acid and/or an aliphatic imine. No quenching and endergonic thermodynamics or electron transfer are observed for 5-sulfonamide, 5-sulfonic acid, or 5-hydroxy-7-sulfonic acid aminonaphthalene derivatives. Boronic acid sensors synthesized from these aminofluorophores by reductive amination with 2-formylphenylboronic acid undergo fluorescence revival in the presence of saccharides only when the fluorophore demonstrates diffusion limited quenching kinetics and exergonic thermodynamics of electron transfer with the boronic acid or imine quenchers. Thus, these two properties are suitable empirical tools for predicting saccharide-induced fluorescence revival of boronic acid sensors.