氨基酸及衍生物對金屬離子識別及藥物分子作用的研究
發(fā)布時間:2018-01-14 19:33
本文關鍵詞:氨基酸及衍生物對金屬離子識別及藥物分子作用的研究 出處:《合肥工業(yè)大學》2016年碩士論文 論文類型:學位論文
【摘要】:熒光分析法具有分析快速、高效、用樣少和檢測限低等優(yōu)點,廣泛應用于近代化學分析等領域。芳香族氨基酸中的色氨酸(Trp),酪氨酸(Tyr),苯丙氨酸(Phe)本身具有熒光特性,其在熒光檢測及藥物分析等領域具有很廣闊的應用價值。本文應用三種芳香族氨基酸(Trp、Tyr和Phe)借助熒光分析法,進行了以下工作:以L-苯丙氨酸為原料,研究了三種不同體系對L-苯丙氨酸甲酯鹽酸鹽合成的影響。在最優(yōu)反應條件下,成功合成三種氨基酸甲酯鹽酸鹽。以7-羥基香豆素為原料經過兩步合成得到7-(乙酸氧基)香豆素,其與L-苯丙氨酸甲酯通過酰胺化反應合成了一種新型香豆素衍生物N-乙酰基-(氧-7-香豆素)-3-苯基-2-氨基-丙酸甲酯,其結構經FT-IR和1HNMR表征。并進行了最終產物在離子檢測方面的研究,最終表明:N-乙;-(氧-7-香豆素)-3-苯基-2-氨基-丙酸甲酯對二價鉛離子具有和好的識別能力,其在離子檢測和識別等方面具有潛在的應用價值。借助于熒光光譜分析法,在模擬人體pH生理條件下,分別在兩種不同的溫度條件下(25℃和37℃)研究了藥物小分子(氫化可的松、制菌霉素)與色氨酸、酪氨酸以及苯丙氨酸之間的相互作用,其中主要研究了其相互之間的相互作用類型、結合位點數(shù)、結合常數(shù)以及相互作用力類型。結果表明:氨基酸(色氨酸、酪氨酸、苯丙氨酸)由于藥物小分子(氫化可的松、制菌霉素)的加入均產生明顯的熒光猝滅效應;結合位點均為1:1;其中HYD-Trp和HYD-Tyr作用主要是氫鍵或范德華力,HYD-Phe作用主要是疏水作用,在NYS-Trp和NYS-Tyr的作用力主要是氫鍵或范德華力。,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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