Induction Stabilization and Fluorescence-based Switch-on Detection of G-Quadruplex by Zinc (Ⅱ)-salen Complex
- Corresponding author: Zhou Xiang, xzhou@whu.edu.cn †These authors contributed equally to this work
Citation: Wang Yafen, Zhang Xiong, Liu Chaoxing, Zhou Xiang. Induction Stabilization and Fluorescence-based Switch-on Detection of G-Quadruplex by Zinc (Ⅱ)-salen Complex[J]. Acta Chimica Sinica, ;2017, 75(7): 692-698. doi: 10.6023/A17040162
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Step 1: 2, 4-dihydroxybenzaldehyde (2.76 g, 20 mmol), 1-(2-chloroethyl)-pyrrolidine hydrochloride (3.40 g, 20 mmol) and potassium carbonate (5.56 g, 40 mmol) were dissolved in 150 mL acetone. After reflux for 20 h in Ar atmosphere, the product was dried in vacuum, then extraction by ethyl acetate (200 mL) three times. Finally, the product 2-hydroxy-4-(2-(pyrrolidin-1-yl)ethoxy)benzaldehyde was purified by silica gel column chromatography using eluent CH2Cl2/MeOH (V/V=30:1~20:1) to yield 3.24 g (68.8%) as a pale solid. Step 2: 2-hydroxy-4-(2-(pyrrolidin-1-yl)ethoxy)benzaldehyde (285 mg, 1.2 mmol) and diaminomaleonitrile (65 mg, 0.6 mmol) were dissolved into 10 mL methanol. After 20 min stirring at 60 ℃ in dark atmosphere, the Zinc acetate dehydrate (132 mg, 0.6 mmol) was added in the solution for further 2 h reaction time. The final product Zinc(Ⅱ)-salen Complex (ZSC) was obtained by silica gel column chromatography using eluent CH2Cl2/MeOH/Et3N (V/V/V=65:3:1) to yield 245 mg (67.7%) as a red powder.
a. The mixture of 1 μL DNA (100 μmol/L) and 10 μL ZSC (200 μmol/L) were incubated in 100 mmol/L K+ Tris-HCl (10 mmol/L, pH 7.2) buffer at 37 ℃ for 30 min. b. The mixture of 1 μL DNA (100 μmol/L) and 10 μL ZSC (200 μmol/L) were incubated in 10 mmol/L Tris-HCl (pH 7.2) buffer at 37 ℃ for 30 min
a. The fluorescence spectra of UspBQ1 in different concentration incubated with 10 μmol/L ZSC under the condition of 10 mmol/L Tris-HCl (pH 7.2) at 37 ℃ for 30 min. b. Analysis of data about fluorescence intensity dependence on different DNA concentration shown in (a). c. CD spectra of UspBQ1 under different condition. d. The melting curves of UspBQ1 under the condition of 100 mmol/L K+ and100 mmol/L K+ with 10 μmol/L ZSC respectively
a. The fluorescence spectra of ckit in different concentration incubated with 10 μmol/L ZSC under the condition of 10 mmol/L Tris-HCl (pH 7.2) at 37 ℃ for 30 min. b. Analysis of data about fluorescence intensity dependence on different DNA concentration shown in (a). c. CD spectra of ckit under different condition. d. The melting curves of ckit under the condition of 100 mmol/L K+and100 mmol/L K+with 10 μmol/L ZSC respectively
a. The fluorescence spectra of ZG4 in different concentration incubated with 10 μmol/L ZSC under the condition of 10 mmol/L Tris-HCl (pH 7.2) at 37 ℃ for 30 min. b. Analysis of data about fluorescence intensity dependence on different DNA concentration shown in (a). c and d. CD spectra of ZG4 under different conditions