Fluorescent ion probe and its application in ion detecting

A technology of fluorescent ions and probes, applied in the field of fluorescent ion probes, can solve problems such as very different selectivity or sensitivity

Inactive Publication Date: 2008-04-02
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, although some fluorescent ion probes (fluorescent compounds) for fluorescent recognition of heavy metal ions and transition

Method used

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  • Fluorescent ion probe and its application in ion detecting
  • Fluorescent ion probe and its application in ion detecting
  • Fluorescent ion probe and its application in ion detecting

Examples

Experimental program
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Embodiment 1

[0065]

[0066] F-1 in this example includes L-configuration, D-configuration and racemate D, L-mixed configuration, the method is the same, the phenomenon is the same, and the yield is also the same. The following embodiments 2-8 also include three configurations, and the descriptions of the following several embodiments are omitted. The amino acids used in the examples all include L-configuration, D-configuration and racemate D, L-configuration, and descriptions are also omitted for the following examples.

[0067] Add 5.0 mL of anhydrous methanol to a round bottom flask, place it in an ice-salt bath to cool for 5 minutes, and slowly add 0.70 mL of thionyl chloride dropwise. After the system continued to stir for 10 min, 1.0 g of aspartic acid was added at one time, and the mixed system was stirred at room temperature for 2 h. Then put the reaction system in a water bath at 70-80°C to reflux for 30 minutes, evaporate part of the methanol, add 40 mL of anhydrous diethyl e...

Embodiment 2

[0076]

[0077] Dissolve 0.40g of pyrenebutyric acid in 40mL of benzene, add 1.0mL of thionyl chloride, heat and reflux and stir for 7h, after the reaction is complete, distill off the organic solvent benzene under reduced pressure to obtain a yellow crude product, which is then recrystallized with n-hexane for 3 Second-rate. A yellow-brown solid was precipitated from the n-hexane crystallization liquid, which was 0.27 g of pyrenebutyryl chloride, and the yield was 62%.

[0078] The preparation method of dimethyl glutamate hydrochloride and dimethyl glutamate (B) is similar to the preparation method of dimethyl aspartate hydrochloride and dimethyl aspartate in Example 1, Just change aspartic acid into glutamic acid, the molar ratio of reactant is constant, reaction condition and step, process are identical, can obtain white solid dimethyl glutamate hydrochloride 1.1g, productive rate 77%, Its structural formula is:

[0079]

[0080] That 1 H-NMR spectrum (500MHz, D 2...

Embodiment 3

[0086]

[0087] The preparation method of tryptophan methyl ester hydrochloride and tryptophan methyl ester (C) is the same as the preparation method of aspartic acid dimethyl ester hydrochloride and aspartic acid dimethyl ester in embodiment 1-1, Exactly aspartic acid is replaced by tryptophan, the molar ratio of the reactants is constant, the reaction conditions are similar to the steps, and the process is similar, so that 1.0 g of micropink solid powder tryptophan methyl ester hydrochloride can be obtained, and the yield is 80%, its structural formula is:

[0088]

[0089] That 1 H-NMR spectrum (500MHz, D 2O) Chemical shifts and corresponding proton type assignments are: 7.576-7.134 (m, 5H), 4.402 (m, 1H), 3.747 (s, 3H), 3.483-3.390ppm (m, 2H).

[0090] Further, 0.17 g of tryptophan methyl ester was obtained as a pale yellow oil, with a yield of 67%. Likewise, the resulting tryptophan methyl ester is unstable and should be used immediately.

[0091] The synthesis ...

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Abstract

The invention relates to a fluorescent ion probe (I) with high selectivity and high sensitivity in detection and the application of the fluorescent ion probe in identifying and detecting heavy metal ion and transition metal ion, wherein, the Y is an organic conjugate group with fluorescence transmitting function such as pyrene, naphthalene, 4-amidogen-1, 8-naphthyl imide, Dan sulfonamide, anthracene, carbazole, benzimidazoins, benzoxazoles, boron fluoride bipyrrole (BODIPY), fluorescein, 3, 4, 9, 10-perylenetetracarboxylic diimide or rhodamine B; the X is acylamino group, sulfoamino group or ester group. The fluorescent ion probe uses the fluorescence peak of fluorescence chromophore aggregate as the response signal to identify metal ion, thereby effectively avoiding the quenching effect of transition metal ion and heavy metal ion on fluorophore; moreover, the fluorescent ion probe realizes selective identification of heavy metal ion and transition metal ion in various solvents and aqueous solution in particular.

Description

technical field [0001] The invention relates to a fluorescent ion probe with high selectivity and high sensitivity and the application of the fluorescent ion probe in the recognition and detection of heavy metal ions and transition metal ions. Background technique [0002] The identification and detection of heavy metal ions and transition metal ions have been widely concerned, because many metal ions (such as lead, mercury, cadmium, chromium, etc.) are toxic and thus are a major source of environmental pollution. It is of great significance and value to realize the real-time detection and in-situ detection of heavy metal ions and transition metal ions in the environmental field or biological system. For the detection of metal ions, traditional inductively coupled plasma (ICP) and atomic absorption spectrometry are very effective tools, but they usually not only require a large amount of samples but are not suitable for real-time or in situ detection. Recently, many high-ef...

Claims

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Application Information

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IPC IPC(8): G01N21/76C09K11/06
Inventor 马立军吴玉清吴立新刘毅夫李洪伟李磊
Owner JILIN UNIV
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