Abstract：The interaction between 2-(5-fluorouracil-1-acetyl) amido-1,5-dimethyl glutarate enantiomer and DNA have been investigated via cyclic and differential pulse voltammetry, in which double-stranded DNA (ds-DNA) or G-quadruplex DNA (G4-DNA) modified Au electrode was used as the working electrode while was employed as the electroactive indicator. Our investigation indicates that: (1) As opposed to the influence of 5-fluorouracil (5-FU), (S)-5FUGlu and (R)-5FUGlu caused the peak potential of at Au/ds-DNA and Au/G4-DNA electrodes shift negatively|(2) 5-FU, (S)-5FUGlu and (R)-5FUGlu all caused the peak current of at the above modified electrodes to decrease, in which the inverse of current change exhibited a linear relationship with the inverse of reagent concentration|(3) Utilizing Langmuir equation the binding constants of 5-FU, (S)- and (R)-5FUGlu with ds-DNA are found to be 6.16×103, 0.42×103 and 0.58×103 L•mol－1, respectively, whereas the binding constants of 5-FU, (S)- and (R)-5FUGlu with G4-DNA are 0.78×103, 2.60×103 and 5.29×103 L•mol－1|and (4) the inhibition rates of (R)- and (S)-5FUGlu on tumor cell line HL-60 are, respectively, 55.8 and 2.8, 12.8 and 1.5, and 5.9 and 0.6 at the concentrations of 10－4, 10－6 and 10－8 mol•L－1, which is consistent with the observed tendency that (R)-5FUGlu and G4-DNA have a stronger binding affinity than that of (S)-5FUGlu.
孟晨鹏, 王舜, 张克军, 金辉乐, 陈锡安, 胡茂林, 熊静. 2-(5-氟尿嘧啶-1-乙酰基)氨基-1,5-戊二酸二甲酯手性异构体与双链/G-四链体DNA相互作用的电化学研究[J]. 化学学报, 2011, 69(10): 1173-1178.
MENG Chen-Peng, WANG Shun, ZHANG Ke-Jun, JIN Hui-Le, CHEN Xi-An, HU Mao-Lin, XIONG Jing. Electrochemical Study on the Interactions between Enantiomer of 2-(5-Fluorouracil-1-acetyl)amido-1,5-dimethyl Glutarate and Double-stranded/G-quadruplex DNA. Acta Chimica Sinica, 2011, 69(10): 1173-1178.