Polyphenol amine compound as well as a preparation method and application thereof in cysteine detection
A technology of cysteine and aldehyde compounds, which is applied in the application field of polyphenol amine compounds and their preparation and detection of cysteine, can solve the problems of complicated operation and high cost, and achieve simple operation and low cost Effect
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[0036] Another embodiment of the present invention, there is provided a method for preparing a compound of polyphenol amine, tris (2-aminoethyl) amine are primary amine groups per condensation reaction with an aldehyde group of aldehyde compound generating carbon nitrogen double bond to obtain the polyphenol-based compound;
[0037] The aldehyde compound is
[0038] The polyphenol-based compound the chemical structure shown below,
[0039]
[0040] Among them, R 1 Is hydrogen or alkyl, R 2 for Rim 3 for Rim 4 Is hydrogen or alkyl, R 5 Is hydrogen or alkyl, R 6 Is hydrogen or alkyl, R 7 Is hydrogen or alkyl.
[0041] Tris (2-aminoethyl) amine are primary amine groups per condensation reaction with 2,3-hydroxybenzaldehyde as an example the aldehyde, the reaction formula is as follows:
[0042]
[0043] Some embodiments of the embodiment, the condensation reaction temperature is 30 ~ 40 ℃. At this temperature, it is more conducive to the formation of nitrogen double bond.
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Embodiment
[0054] 3, 3 ', 3 "- ((1E, 1'e, 1" E) - ((nitricile (ethane-2,1-two)) three (nitric alkylene)) three (A Synthesis of alkynyl)) three (benzene-1,2-diol) (TCN).
[0055] Three (2-aminoethyl) amines were weighed, added to a three-mouth flask containing 15 ml of methanol, and another 2,3-dihydroxybenzaldehyde 15 mmol was mixed with a solution in three flasks, and in the reflux state A cryopathy was heated to 35 ° C for 12 hours to obtain a crude product TCN in a low temperature constant temperature stirring reaction bath. The TCN was then cooled at room temperature until a large amount of light yellow solid precipitate. After the recirculating water vacuum pump was subjected to TCN, the TCN was further purified to the anhydrous ether solvent, i.e., a mixed TCN, and finally a drying treatment in a vacuum oven at 50 ° C. Yield: 98%. Color: light yellow. Melting point; 206 ° C. 1 H NMR (400MHz, DMSO-D 6 Δ13.69 (S, 3H), 8.75 (S, 3H), 8.23 (S, 3H), 6.78 (DD, J = 7.4, 1.9 Hz, 3H), 6.63-6.3...
Embodiment 2
[0071] A method of detection of cysteine, steps as follows:
[0072] (1) Confused amino acid water is placed into a first solution, and the pH of the first solution was detected using a pH test string.
[0073] (2) TCN prepared by Example 1 was added to THF to prepare a TCN solution, and the TCN solution was added to the second solution, and the fluorescence of the TCN solution and the second solution was detected.
[0074] When the fluorescence of the TCN solution and the fluorescence of the second solution are not different, the pH of the first solution is neutral, the amino acid corresponding to the first solution is a cysteine.
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