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Nucleoside triphosphate artificial metalloenzyme as well as preparation and application thereof

A nucleoside triphosphate and metalloenzyme technology, applied in the field of nucleoside triphosphate artificial metalloenzyme, achieves the effects of safe environment, simple preparation process and high catalytic activity

Active Publication Date: 2020-02-07
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above two types of asymmetric reactions have been widely studied in organic synthesis, but most of the reactions are still carried out in organic solvent media.

Method used

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  • Nucleoside triphosphate artificial metalloenzyme as well as preparation and application thereof
  • Nucleoside triphosphate artificial metalloenzyme as well as preparation and application thereof
  • Nucleoside triphosphate artificial metalloenzyme as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Preparation of adenosine triphosphate / copper trifluoromethanesulfonate artificial metalloenzyme (ATP·Cu(OTf) 2 )

[0026]

[0027] At 4°C, add 5 μL of 50 mM adenosine triphosphate (ATP) aqueous solution to 1000 μL of 20 mM pH5.5 morpholine ethanesulfonic acid buffer solution, and then add 10 μL of 5 mM Cu(OTf) 2 aqueous solution, stirred for 30 minutes to obtain ATP·Cu(OTf) 2 . Depend on figure 1 Visible, Cu 2+ And N7 on adenine, the phosphorus-oxygen bond at the β-position and γ-position in ATP, and the 6-NH on adenine 2 The weak interaction forms a stable ATP·Cu 2+ Artificial metalloenzymes.

Embodiment 2

[0029] Preparation of guanosine triphosphate / copper trifluoromethanesulfonate artificial metalloenzyme (GTP·Cu(OTf) 2 )

[0030]

[0031] In this example, the adenosine triphosphate (ATP) in Example 1 is replaced with equimolar guanosine triphosphate (GTP), and the other steps are the same as in Example 1 to obtain GTP·Cu(OTf) 2 .

Embodiment 3

[0033] Preparation of deoxyadenosine triphosphate / copper trifluoromethanesulfonate artificial metalloenzyme (dATP·Cu(OTf) with the following structural formula 2 )

[0034]

[0035] In this example, the adenosine triphosphate (ATP) in Example 1 was replaced with equimolar deoxyadenosine triphosphate (dATP), and the other steps were the same as in Example 1 to obtain dATP·Cu(OTf) 2 .

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PUM

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Abstract

The invention discloses nucleoside triphosphate artificial metalloenzyme as well as preparation and application thereof. The metalloenzyme has a structural formula shown in the description, in the formula, n represents 1, 2 or 3; A represents any one of formulae shown in the description; B represents H or OH; and C represents any one of Cu(OTf)2, CuSO4, CuCl2, Cu(NO3)2 and formulae shown in the description. The nucleoside triphosphate artificial metalloenzyme is formed by nucleoside triphosphate as a host molecule together with metallic ions or metal complexes through supramolecular self-assembly, the preparation method is simple and convenient, the structure is novel, the metalloenzyme can be adopted to catalyze an asymmetric Diels-Alder reaction and an asymmetric Michael reaction in a water phase, the catalysis activity is high, and high enantio-selectivity can be achieved.

Description

technical field [0001] The invention relates to a nucleoside triphosphate artificial metalloenzyme, its preparation method and its application as a chiral catalyst in asymmetric Diels-Alder reaction and asymmetric Michael reaction. [0002] technical background [0003] Artificial metalloenzymes combine the characteristics of homogeneous catalysis and biocatalysis, and assemble metal complexes with catalytic properties into the skeleton of biomacromolecules, which are used to expand the types of homogeneous reactions and explore the catalytic function of biomacromolecules. The assembly of proteins into artificial metalloproteases as chiral skeletons and metal complexes has been extensively studied by researchers. In recent years, nucleic acids with natural spatial structures have aroused great interest of researchers for the assembly of artificial nucleic acid metalloproteinases. Researchers used the chiral backbone of double-helix DNA and achiral metal complexes to assemble ...

Claims

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Application Information

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IPC IPC(8): B01J31/02B01J31/22C07B53/00C07D213/50C07D233/64C07D405/06C07F1/08C07H19/20C07H1/00
CPCB01J31/003B01J31/0258B01J31/0227B01J31/1815C07H19/20C07H1/00C07F1/005C07B53/00C07D213/50C07D233/64C07D405/06B01J2531/16B01J2231/326C07B2200/07Y02P20/584
Inventor 王长号齐倩倩陈亚芍郝敏吕舒婷董星辰顾由琨邬佩哲
Owner SHAANXI NORMAL UNIV
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