Polyamide bisbenzimidazole compound, preparation method and application thereof

A technology of bisbenzimidazole and compound, applied in the field of compound and preparation thereof, can solve the problems such as difficult utilization of fragments and no practical value, and achieve the effects of saving reaction cost and short reaction time

Inactive Publication Date: 2007-12-12
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, it can be seen from the test data that although this cleavage reagent with polyamide as the recognition system and macrocyclic polyamine as the cleavage system can cut plasmid DNA, this kind of cleavage does not have any selectivity. Cut into very small pieces, and these pieces are difficult to be further utilized, so there is no practical value in bioengineering and genetic engineering

Method used

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  • Polyamide bisbenzimidazole compound, preparation method and application thereof
  • Polyamide bisbenzimidazole compound, preparation method and application thereof
  • Polyamide bisbenzimidazole compound, preparation method and application thereof

Examples

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Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: N,N'-(benzimidazolyl)-λ-(4-(4-(4-(N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2- Preparation of acyl)amino-N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)aminobutanamide

[0025] (1) 4-(4-(4-(4-nitro-N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl ) Preparation of amino-N-methylpyrrole-2-acyl)aminobutyric acid

[0026] ① 1mol of N-methylpyrrole and 1mol of trichloroacetyl chloride are acylated at room temperature to obtain N-methyl-2-trichloroacetylpyrrole;

[0027] ②1mmol N-methyl-2-trichloroacetylpyrrole and 1mmol HNO 3 And 0.09mmol of H 2 SO 4 Carry out nitration reaction at -10°C to obtain 4-nitro-2-trichloroacetyl-N-methylpyrrole;

[0028] ③1mol 4-nitro-2-trichloroacetyl-N-methylpyrrole and 1mol NH 2 CH 2 CH 2 CH 2 CO 2 Et reacts at room temperature to obtain ethyl λ-(4-nitro-N-methylpyrrole-2-acyl)aminobutyrate;

[0029] ④1mol of λ-(4-nitro-N-methylpyrrole-2-acyl)aminobutyric acid ethyl ester is catalyzed by 0.1mol 10%...

Embodiment 2

[0039] Example 2: N,N'-(benzimidazolyl)-λ-(4-(4-(4-(N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2- Acyl)amino-N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)aminobutyramide and Zn 2+ The complex cleaves pUC18.

[0040] (1) N,N'-(benzimidazolyl)-λ-(4-(4-(4-(N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl )Amino-N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)aminobutanamide and Zn 2+ Preparation of the complex

[0041] 1mmol N,N'-(benzimidazolyl)-λ-(4-(4-(4-(N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)amino -N-Methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)aminobutanamide and 1mmol zinc perchlorate hexahydrate (Zn(ClO 4 ) 2 ·6H 2 O) Dissolved in 15ml methanol, stirred at room temperature, reacted for 8 hours, a light yellow solid precipitated out, filtered under reduced pressure to obtain the solid, and dried.

[0042] (2) Cutting pUC18

[0043] N,N'-(benzimidazolyl)-λ-(4-(4-(4-(N-methylpyrrole-2-acyl)amino-N-methylpyrrole-2-acyl)amino -N-methylpyrrole-2-ac...

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Abstract

The invention relates to a kind of polyamide benzimidazole compound and the preparing method and its application. The structure II of said compound is as follows. The preparation method comprises following steps: preparing 4- (4- (4- (4- nitro- N- methyl pyrrole- 2- acyl)ammino- N- methyl pyrrole- 2- acyl)ammino- N- methyl pyrrole-2- acyl) ammino- N- methyl pyrrole- 2- acyl)ammino butyrate, adding 1- hydroxy benzotriazole and dicyclo hexylcar bodiimide with its mole being 2- 4 times of that of said product, reacting at 20- 30 Deg. C for 4- 12 hours, adding (2- benzimidazole methylene) amine, reacting at 20- 30 Deg. C for 4- 16 hours, and getting target product. The invention aslo provides nucleic acid cutting agent taking the metallic complex as active component of said compound. The invention provides good base and effect way for further synthesis of DNA identification and cutting agent.

Description

Technical field [0001] The invention relates to a compound and a preparation method and application thereof, in particular to a polyamide bisbenzimidazole compound, a preparation method thereof, and application of a metal complex thereof in a nucleic acid cutting reagent. Background technique [0002] Designing and synthesizing reagents for site-directed cleavage of nucleic acids is a very active field of current chemistry and molecular biology research. Chinese patent CN1258532C discloses a polyamide macrocyclic polyamine compound and a preparation method thereof and the application of its metal complex as an active ingredient in a nucleic acid cleavage reagent. In this patent, a macrocyclic polyamine is connected to a polyamide, the structure of which is shown in Formula I, and its cleavage activity on plasmid DNA is determined by means of electrophoresis. [0003] [0004] However, it can be seen from the test data that although this cutting reagent with polyamide as the rec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14C07H21/04C12N15/10
Inventor 乔仁忠李超
Owner BEIJING UNIV OF CHEM TECH
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