Novel iminecalixarene derivatives and aminocalixarene derivatives, method of preparation thereof, and self-assembled monolayer prepared by the method, fixing method of oligo-dna by using the self-asse

An imine calixarene, self-assembled monolayer technology, used in oligomeric DNA chips, preparation of oligomeric DNA monolayers, irreversible/automatic molecular recognition and fixation to the field of solid substrates, and can solve problems such as excellent

Active Publication Date: 2008-11-19
BIOMETRIX TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, it takes at least a few hours to more than a day for this result to be clearly readable, so the technique is no better than traditional diagnostic techniques on analyzes such as avian influenza

Method used

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  • Novel iminecalixarene derivatives and aminocalixarene derivatives, method of preparation thereof, and self-assembled monolayer prepared by the method, fixing method of oligo-dna by using the self-asse
  • Novel iminecalixarene derivatives and aminocalixarene derivatives, method of preparation thereof, and self-assembled monolayer prepared by the method, fixing method of oligo-dna by using the self-asse
  • Novel iminecalixarene derivatives and aminocalixarene derivatives, method of preparation thereof, and self-assembled monolayer prepared by the method, fixing method of oligo-dna by using the self-asse

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0186] Preparation of [174] 5,11,17,23-tetrabenzylimine-calix[4]arene

[0187] [175][Reaction 2]

[0188] [176]

[0189]

[0190] [177] 500 mg of TACA (1.03 mmol) and 200 mg of anhydrous MgSO 4 In a dry round bottom flask, 150 ml of acetonitrile and 0.84 ml of benzaldehyde (8.24 mmol) were added simultaneously, followed by mixing for two hours at room temperature under nitrogen exchange. After the reaction, the solid product was removed by filtration, and then the solution was depressurized and residual solvent was removed. Then completely dissolved in 5ml of CH 2 Cl 2 Afterwards, 30 ml of n-hexane was added to crystallize 5,11,17,23-tetrabenzylimine-calix[4]arene (TBICA) as a pale pink solid. Filtration under reduced pressure and removal of residual solvent under reduced pressure afforded TBICA (822 mg, yield 95.7%). The reaction is shown as Equation 2.

[0191] [178] 1 H NMR (300MHz, CDCl 3 ): 10.15 (s, 4H, OH), 8.34 (s, 4H, N=CH), 7.82-7.78 (m, 8H, Ar), 7.40-7.3...

Embodiment 7

[0224] [208] Fabrication of Monolayers of Iminocalixarene Derivatives on Gold Substrates

[0225] [209] The TBIMBCA synthesized in Example 5 is dissolved in such as CHCl 3 Prepare a solution with a concentration of 0.1-5mM in such an organic solvent. Such as figure 2 As shown, the gold substrate was placed in the prepared solution for 1-24 hours, then taken out and washed with chloroform, acetone and water, and then dried to prepare the iminocalixarene monolayer of the present invention. Other monolayers of iminocalixarene derivatives were prepared by referring to the same method. The gold substrate can be used in various forms, but in general, it is preferably vacuum-plated with 5-20nm chromium (Cr) or titanium (Ti) and the like on glass, fused silicon, silicon wafers, plastic substrates, etc., at 100 -300nm thickness vacuum gold plated substrate. Place the prepared gold substrate in piranha solution (strong sulfuric acid: 30% hydrogen peroxide = 3: 1 mixed solution) for...

Embodiment 10

[0240] [223] Efficiency comparison method in the irreversible immobilization of oligomeric DNA with 1-5 consecutive guanine bases by multimolecular recognition

[0241] [224] in Figure 6 Microarray equipment from Genetics (UK) was used in the immobilization of oligomeric DNA shown. In order to determine the immobilization efficiency of 6 different immobilization functional groups 1G, 4G, 7G, 9G, 12G, 15G, etc. as shown in Table 2 below, each oligomeric DNA was dissolved in BMT spotting solution at 6.75pmol / ml to prepare fixative solution. Use array pins such as figure 1 Coat iminocalixarene derivative monolayer glass substrate (glass slide) with described fixing solution as shown and use the same method as described in Example 6 to immobilize the oligomeric DNA on a diameter of 150 nL with the amount of 1-5 nL -180μm point. After 1-4 hours, slides were washed with 500 ml of BMT Wa-A-1 solution for one minute and twice with BMT Wa-A-2 solution, then dried. To block other...

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Abstract

The invention provides novel iminecalixarene derivatives, a method for preparation thereof, and a self-assembled monolayer prepared by the method, a method for fixing oligo-DNA by using the self-assembled monolayer, and an oligo-DNA chip prepared by the method. Additionally, the invention provieds novel aminocalixarene derivatives, a method for preparation thereof, and a self-assembled monolayer prepared by the method, method for fixing oligo-DNA in which the oligo-DNA is voluntarily fixed by molecular recognition on said self-assembled monolayer in a liquid phase, and an oligo-DNA chip prepared by the method.

Description

technical field [0001] [1] The present invention relates to a novel iminocalixarene derivative, a method for its preparation, a self-assembled monolayer prepared by the method, a method for immobilizing oligomeric DNA using the self-assembled monolayer, and an oligomeric DNA prepared by the method. DNA chips. [0002] [2] The present invention relates more specifically to an iminocalixarene compound capable of immobilizing oligomeric DNA containing continuous guanine bases to the surface of a solid substrate in a monolayer on a glass substrate or a gold substrate through molecular recognition and by using A method of assembling monolayers to prepare oligomeric DNA monolayers (ie, oligomeric DNA chips). [0003] [3] In addition, the present invention relates to a novel aminocalixarene derivative, a method for its preparation, and a self-assembled monolayer prepared by the method, in which low molecular A method for polymerizing DNA, and an oligomeric DNA chip prepared by the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/24G01N33/543
CPCC07C249/02C07C251/24C12Q1/6834C40B40/06
Inventor 金泰善宋锦秀金正勋金亨燮
Owner BIOMETRIX TECH
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