氨基酸及衍生物对金属离子识别及药物分子作用的研究
发布时间:2018-01-14 19:33
本文关键词:氨基酸及衍生物对金属离子识别及药物分子作用的研究 出处:《合肥工业大学》2016年硕士论文 论文类型:学位论文
【摘要】:荧光分析法具有分析快速、高效、用样少和检测限低等优点,广泛应用于近代化学分析等领域。芳香族氨基酸中的色氨酸(Trp),酪氨酸(Tyr),苯丙氨酸(Phe)本身具有荧光特性,其在荧光检测及药物分析等领域具有很广阔的应用价值。本文应用三种芳香族氨基酸(Trp、Tyr和Phe)借助荧光分析法,进行了以下工作:以L-苯丙氨酸为原料,研究了三种不同体系对L-苯丙氨酸甲酯盐酸盐合成的影响。在最优反应条件下,成功合成三种氨基酸甲酯盐酸盐。以7-羟基香豆素为原料经过两步合成得到7-(乙酸氧基)香豆素,其与L-苯丙氨酸甲酯通过酰胺化反应合成了一种新型香豆素衍生物N-乙酰基-(氧-7-香豆素)-3-苯基-2-氨基-丙酸甲酯,其结构经FT-IR和1HNMR表征。并进行了最终产物在离子检测方面的研究,最终表明:N-乙酰基-(氧-7-香豆素)-3-苯基-2-氨基-丙酸甲酯对二价铅离子具有和好的识别能力,其在离子检测和识别等方面具有潜在的应用价值。借助于荧光光谱分析法,在模拟人体pH生理条件下,分别在两种不同的温度条件下(25℃和37℃)研究了药物小分子(氢化可的松、制菌霉素)与色氨酸、酪氨酸以及苯丙氨酸之间的相互作用,其中主要研究了其相互之间的相互作用类型、结合位点数、结合常数以及相互作用力类型。结果表明:氨基酸(色氨酸、酪氨酸、苯丙氨酸)由于药物小分子(氢化可的松、制菌霉素)的加入均产生明显的荧光猝灭效应;结合位点均为1:1;其中HYD-Trp和HYD-Tyr作用主要是氢键或范德华力,HYD-Phe作用主要是疏水作用,在NYS-Trp和NYS-Tyr的作用力主要是氢键或范德华力。,NYS-Phe的作用力主要是疏水作用。
[Abstract]:Fluorescence analysis has the advantages of fast analysis, high efficiency, less sample use and low detection limit. It has been widely used in modern chemical analysis and other fields, such as tryptophan in aromatic amino acids, tyrosine tyrosine tyrosine Tyr. etc. Phenylalanine (PHE) has its own fluorescence characteristics and has a wide application value in the field of fluorescence detection and drug analysis. In this paper, three kinds of aromatic amino acids TRP have been applied. Tyr and PHE) were used for the following work: L- phenylalanine was used as raw material. The effects of three different systems on the synthesis of L-phenylalanine methyl ester hydrochloride were studied. Three kinds of amino acid methyl ester hydrochloride were synthesized successfully and 7-( oxy) coumarin was synthesized from 7-hydroxycoumarin by two steps. A novel coumarin derivative, N-acetyl- (ox-7-coumarin) -3-phenyl-2-amino-propionate, was synthesized by amidation of L-phenylalanine methyl ester. Its structure was characterized by FT-IR and 1H NMR, and the final product was studied in ion detection. In the end, it is shown that the methyl ester 1: N- acetyl- (ox-7-coumarin) -3-phenyl-2-amino-propionate has a good ability to recognize divalent lead ions. It has potential application value in ion detection and recognition. The interaction of small molecules (hydrocortisone, mycomycin) with tryptophan, tyrosine and phenylalanine was studied at 25 鈩,
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