Font Size: a A A

Anthraquinone Amino Acid Synthesis,

Posted on:2005-11-02Degree:MasterType:Thesis
Country:ChinaCandidate:Y XinFull Text:PDF
GTID:2191360122494406Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Recently with the development of molecular biology, one especially appealing class research area is the cleavage agents of nucleic acids, which can be used as structural probes and therapeutic agents. Natural nucleases can cleave single- or double-stranded DNA or RNA at specific locations. The ability to perform double-stranded cleavage of DNA is very important to many molecular biological techniques such as gene isolation and production of recombinant DNA vectors. Because of natural nucleases relatively short DNA recognition sequences, they could not be used extensively. Artificial nucleases have high selectivity just as endonucleases, they can cleave DNA at any location that the chemists have designed, and they can be used in molecular biological areas such as isolation genes, DNA location inducers and new chemical therapy etc. So artificial nucleases are receiving more and more attention. Photonuclease is a kind of artificial nucleases, they are the compounds that can cleave DNA when irradiated with visible or UV light. When photonucleases act with DNA, light is the prerequisite condition. Compared with the artificial nucleases which is activated by heat, photonucleases have apparent advantages: light is very selective agent and very easy to manipulate.Some anthraquinone(AQ) derivatives can be designed as photonucleases. They can cleave the single-or double-stranded DNA at special locations. This conclusion has been confirmed by UV, CD, and fluorescence spectra. The logic for using AQ derivatives as DNA photonucleases has three main reasons:1) The planar aromatic skeleton of AQ could promote binding to DNA by intercalation between adjacent base pairs.2) Excited-state AQ derivatives are known to be good oxidants. Cleavage of DNA can be initiated by oxidation of the poly(sugar-phosphate) backbone.3) AQ derivatives are very stable to repeated cycling through oxidized and reduced forms.AQ derivatives can initiate the cleavage of DNA through three modes. To date there are many kinds of AQ derivatives as photonucleases. Many experiments have shown that P -AQ derivatives cleavage DNA with higher and better selectivity compared with other AQ derivatives. The products of anthraquinones and amino acids can be the major targets of DNA. So we synthesized new AQ derivatives through anthraquinone-2-sulfonyl chloride and different amino acids. To further study the action mechanism of AQ derivatives with DNA and their photoproperties and how thedifferent AQ-amino acids act with DNA , influence their photoactivity, we synthesized three kinds of 9,10-anthraquinone-2-sulfonamide acid compounds. We explored their synthesis and isolation conditions, and discussed the influential factors on their synthesis and purification. We got higher product efficiency. Through literature, three derivatives are new compounds. Their structures have been characterized by UV, IR, 'HNMR and MS.
Keywords/Search Tags:anthraquinoiie derivatives, artificial photonuclease, photonuclease, DNA cleavage agent, amino acids
PDF Full Text Request
Related items