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Design and Synthesis of a Novel Thiols’ Analytical Reagent and the Preliminary Establishiment of the Detecting Thiols Method

Author: HuangWenMing
Tutor: LuoQunLi
School: Southwestern University
Course: Organic Chemistry
Keywords: Sultone Coumarin Hemicyanine Detection thiol Ultraviolet
CLC: TQ421.3
Type: Master's thesis
Year: 2010
Downloads: 89
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Abstract


Thiol compounds in biology and medicine plays an important role in a class of organic compounds. Their metabolism in the human body and the enzyme plays an important role in the catalytic process. Cysteine ??(Cys), homocysteine ??(Hcys), glutathione (GSH) and other small molecules thiol compound content and the level of some human diseases, such as HIV (AIDS), Parkinson's disease ( Parkinson's diseases), and cardiovascular disease. Therefore, the development of detection reagents to determine the appropriate mercapto compound has a very important significance. This designed and synthesized a series of acid lactone derivatives, coumarin derivatives, cyanine derivatives, and semi-, mercapto compounds for the detection. 1 acid lactone derivatives with cheap and easy to get the saccharin as raw material, methylation, Grignard reaction, cyclization, synthetic-bit multi-substituted benzyl tosylate lactones, and then by nitration, reduction , to give the corresponding nitro derivatives and amino derivatives; o-formyl benzene sulfonate as raw material, cyclization, reduction synthesis of acid lactone. The results showed that the initial discovery, the resulting series of conventional reaction conditions acid lactone derivative compound with a mercapto group is very slow, the mercapto compound as a detection reagent certain difficulties. 2 Coumarin resorcinol derivatives as raw materials, formyl, etherification, iodo, to form a ring, Heck coupling of methyl acrylate to obtain coumarin derivative, but it in the conventional the reaction conditions do not react with a mercapto compound, not as a thiol detection reagent; resorcinol as raw material, cyclization, formylation, etherification, adol adol reaction of the reaction product coumarin, although with a mercapto group can be smoothly compound reactions, UV absorption spectra before and after the change is small, suitable for detection by UV spectrophotometry thiol compounds, the use of other analytical methods used to detect the reagent thiol compound analysis methods to be established. 3 Hemicyanine compound synthesis and testing of the mercapto compound was synthesized by a simple three-step six and a half of the cyanine compounds, they can quickly and ethanethiol, the reaction before and after the UV absorption spectrum changes significantly. To this end, the initial establishment of the UV - visible spectrophotometry analysis of thiol compounds, the method in 10-5 ~ 10-4mol / L mercapto compounds detectable concentration range of memory in a good linear relationship.

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CLC: > Industrial Technology > Chemical Industry > Reagents and the production of pure chemicals > Reagents > Analytical reagent
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