KR102123385B1 - Nanocarbon-polysaccaride composite, preparation method thereof and use the same - Google Patents

Abstract

The present invention relates to a surface-modified nanocarbon-sugar polymer complex, a method for its preparation, and its use as a protein adsorbent or remover.

Description

Nanocarbon-sugar polymer composite, manufacturing method thereof and use thereof{Nanocarbon-polysaccaride composite, preparation method thereof and use the same}

The present invention relates to a nanocarbon-sugar polymer complex, a method for manufacturing the same and uses thereof, and more particularly, to a surface-modified nanocarbon-sugar polymer complex, a method for manufacturing the same, and its use as a protein adsorbent or remover.

Measurements of samples such as viruses and pathogens are made through techniques that allow rapid separation, counting and characterization of individual samples. Since it is difficult to sufficiently capture a sample contained in a detection target (eg, moisture), and deformation of the collected sample is easily generated, most conventional methods require a period of incubation of the sample for more than 48 hours to obtain accurate quantitative results. do. U.S. Patent 4,565,783 and U.S. Patent 5,681,712 disclose devices for culturing and counting aerobic bacteria. However, the above method has a problem in that it takes a long time to detect a sample, and only the amount of the sample contained in the detection object can be known, and the sample contained in the detection object cannot be removed.

Therefore, there is a need to develop a novel material capable of capturing a sample contained in a detection target, quantifying the collected sample, removing only protein components from the sample lysate, and purifying DNA or RNA. .

Levan is known to have excellent biocompatibility and exhibit various physiological activities, but its application has been limited compared to other polysaccharide polymers such as dextran and gelatin because it is difficult to control molecular weight or to mass produce.

Chitosan can be easily obtained in nature. It can be obtained from shells of crustaceans such as crabs, insect shells and fungi, and is easily obtained from discarded shells of crayfish or shrimp. Chitosan is non-toxic and friendly to living tissues and skin.

There is a need to develop novel materials capable of adsorbing and releasing specimens without damage using sugar polymers such as agarose, leban, dextran, hyaluronic acid, gelatin, cellulose, starch and chitin.

The problem to be solved by the present invention is to provide a surface-modified nanocarbon-saccharide polymer complex for protein adsorption and a method for manufacturing the same.

Another problem to be solved by the present invention is to provide a sample adsorption composition comprising a surface-modified nanocarbon-saccharide polymer complex for protein adsorption.

Another problem to be solved by the present invention is to provide a method for separating or removing proteins from a sample lysate and purifying DNA or RNA using a surface-modified nanocarbon-saccharide polymer complex.

The present invention, a sugar polymer matrix; Nano carbon; And a protein-binding compound; and

The nano-carbon is dispersed in a sugar polymer matrix to form a porous structure together with the sugar polymer matrix,

The protein-binding compound is selected from the group consisting of Coomassie brilliant blue derivatives, ponceau S and eosin,

The protein-binding compound provides a surface-modified nanocarbon-sugar polymer complex that is physically or chemically bound within the surface and pores of the complex.

According to the present invention, the sugar polymer matrix may be selected from the group consisting of agarose, cellulose, chitin, leban, dextrin, gelatin and starch.

According to the present invention, the nano-carbon may be at least one selected from the group consisting of graphene, graphene oxide, reduced graphene oxide, carbon nanotubes and carbon nanowires.

According to the present invention, the Coomassie brilliant blue derivative may be a compound represented by Formula 1 or Formula 2:

[Formula 1]

[Formula 2]

In [Formula 1] or [Formula 2],

R _1, R ₂ and R ₃ are the same or different and each is independently hydrogen, C _{1 - 6} is selected from alkyl, phenyl, and benzyl,

R ^a, R ^b, R ^c, R ^d, R ^e and R ^f are the same or different and each independently represents SO ₃ H or its acceptable salts, a halogen, C ₁ to each other _{- 6} alkyl, C _{2 - 6} Al alkenyl, C _{3 -} to ₆ alkyloxy, cyano, nitro, amino, aryl and _carboxyl-6 alkynyl, C _{1 - 6} alkyl, trifluoro C _{1 - 6} alkyloxy, hydroxy, tri-C ₁ fluoroalkyl It is selected from the group consisting of.

According to the present invention, the protein-binding compound may be attached to the porous structure by π-π bonding.

According to the present invention, the surface-modified nanocarbon-sugar polymer composite may be one containing 15 to 45 parts by weight of nanocarbon based on 100 parts by weight of the sugar polymer matrix.

According to the present invention, the surface modified nanocarbon-sugar polymer composite may have a pore size of 20 to 500㎛.

According to the present invention, the surface-modified nanocarbon-sugar polymer complex may be to selectively adsorb proteins.

In addition, the present invention, reacting the sugar polymer matrix and the nano-carbon, the step of preparing a porous structure of the nano-carbon dispersed in the sugar polymer matrix; And

It provides a method for preparing a surface-modified nanocarbon-sugar polymer complex comprising the step of reacting by adding a protein-binding compound selected from the group consisting of Coomassie brilliant blue derivative, ponceau S, and eosin.

According to the present invention, with respect to 100 parts by weight of the sugar polymer matrix, it may be one containing 15 to 45 parts by weight of nanocarbon.

In addition, the present invention provides a composition for adsorbing a sample comprising the surface-modified nanocarbon-sugar polymer complex.

According to the present invention, the sample is selected from the group consisting of viruses, bacteria, fungi, yeast, algae and protozoa, and may include proteins.

In addition, the present invention, 1) dissolving the sample to obtain a lysate;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it; And

3) filtering the mixture of step 2), and obtaining a filtrate; provides a method of separating or removing protein from a sample lysate.

According to the present invention, the specimen is as previously presented.

In addition, the present invention 1) to obtain a lysate by dissolving the sample;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it; And

3) filtering the mixture of step 2) and obtaining a filtrate; provides a method for purifying DNA or RNA from a sample lysate.

In addition, the present invention 1) to obtain a lysate by dissolving the sample;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it;

3) filtering the mixture of step 2) to obtain a filtrate; And

4) obtaining DNA or RNA from a sample lysate. A sample quantification method is provided.

The surface-modified nanocarbon-sugar polymer complex according to the present invention can adsorb proteins or samples containing proteins with excellent efficiency, and selectively adsorb and remove proteins in samples in which proteins and substances such as DNA or RNA are mixed. can do. Therefore, it is possible to adsorb or remove samples containing proteins such as viruses, bacteria, fungi, yeast, algae or protozoa, and can be used for quantification. In addition, since protein can be removed from the sample lysate and DNA or RNA can be purified, it can be used for PCR pretreatment and can be applied industrially.

1 is an image of a surface-modified nanocarbon-sugar polymer complex and a scanning electron microscope thereof according to an embodiment of the present invention.
Figure 2 is a result of confirming whether the protein adsorption of the surface-modified nanocarbon-sugar polymer complex according to an embodiment of the present invention by a colorimetric method.
3 is a result of a protein adsorption western blot of a surface-modified nanocarbon-saccharide polymer complex according to an embodiment of the present invention.
4 is an agarose gel electrophoresis result for confirming the effect on the DNA separation and amplification of the surface-modified nanocarbon-sugar polymer complex according to an embodiment of the present invention.
5 is a sample adsorption result of the surface-modified nanocarbon-sugar polymer complex according to an embodiment of the present invention.

Hereinafter, the present invention will be described in more detail.

Sugar polymer matrix; Nano carbon; And a protein-binding compound; and

The nano-carbon is dispersed in a sugar polymer matrix to form a porous structure together with the sugar polymer matrix,

The protein-binding compound is selected from the group consisting of Coomassie brilliant blue derivatives, ponceau S and eosin,

The protein-binding compound provides a surface-modified nanocarbon-sugar polymer complex that is physically or chemically bound within the surface and pores of the complex.

The shape of the surface-modified nanocarbon-saccharide polymer complex according to the present invention is not limited, and may be, for example, spherical, elliptical, cube-shaped, or amorphous.

The general swab is excellent in collecting samples through water absorption, but it does not dissolve well, and there is a problem that PCR cannot be performed due to difficulty in gene extraction, but the complex according to the present invention is a sample contained in moisture, preferably protein It is possible to effectively adsorb the sample containing. In addition, when dissolving the obtained sample and reacting the lysate with the complex according to the present invention, in the sample lysate in which DNA or RNA and protein are mixed, only the protein component can be selectively adsorbed/removed. It is advantageous for PCR of DNA or RNA, and it is easy to quantify DNA or RNA.

In the present invention, the term "sugar polymer" means a polysaccharide or polysaccharide.

According to the present invention, the sugar polymer matrix may be a matrix of sugar polymers selected from the group consisting of agarose, cellulose, chitin, leban, dextrin, gelatin, and starch, preferably agarose or leban. When the matrix was used, fast protein adsorption was observed and durability was particularly excellent.

According to the present invention, the nano-carbon may be at least one selected from the group consisting of graphene, graphene oxide, reduced graphene oxide, carbon nanotubes and carbon nanowires.

The composite according to the present invention has a well-developed porous structure in which the nanocarbon and the sugar polymer matrix are physically and chemically entangled and combined. The composite according to the present invention has excellent durability, improved capture and adsorption efficiency of protein components contained in a sample, and is easy to remove.

According to the present invention, the protein-binding compound induces the protein to enter the pores of the complex according to the present invention, and prevents the protein entering the pores from escaping. In addition, the protein-binding compound itself adsorbs the protein by binding to the protein on the surface or pores of the complex.

According to the present invention, the protein-binding compound is selected from the group consisting of Coomassie Brilliant Blue derivative, ponceau S, and eosin, but is not limited thereto, and can be used as long as it is a compound exhibiting binding properties with proteins. Do.

According to the present invention, the protein-binding compound may preferably be a Coomassie Brilliant Blue derivative. The complex produced using the Coomassie Brilliant Blue derivative has a particularly fast adsorption rate for proteins, and the protein adsorbed in solution It is preferable because it does not leak. The Coomassie Brilliant Blue derivative may be a compound represented by Formula 1 or Formula 2.

[Formula 1]

[Formula 2]

In [Formula 1] or [Formula 2],

R _1, R ₂ and R ₃ are the same or different and each is independently hydrogen, C _{1 - 6} is selected from alkyl, phenyl, and benzyl,

R ^a, R ^b, R ^c, R ^d, R ^e and R ^f are the same or different and each independently represents SO ₃ H or its acceptable salts, a halogen, C ₁ to each other _{- 6} alkyl, C _{2 - 6} Al alkenyl, C _{3 -} to ₆ alkyloxy, cyano, nitro, amino, aryl and _carboxyl-6 alkynyl, C _{1 - 6} alkyl, trifluoro C _{1 - 6} alkyloxy, hydroxy, tri-C ₁ fluoroalkyl It is selected from the group consisting of.

According to the present invention, the protein-binding compound may be attached to the porous structure by π-π bonding.

According to the present invention, with respect to 100 parts by weight of the sugar polymer matrix, it may be one containing 15 to 45 parts by weight of nanocarbon.

If the content of the nano-carbon is less than the above range, the amount that can be combined with the protein-binding compound may be reduced, the protein adsorption capacity may be reduced, and therefore, a large amount of complexes may be required to adsorb all proteins. Economics may drop. On the other hand, if it exceeds the above range of the nano-carbon, the content of the nano-carbon compared to the sugar polymer matrix is too large to control the shape of the complex, so it is difficult to have a ball or fiber form, and the pores are too large, and the adsorbed protein may be leaked. .

Preferably, 20 to 40 parts by weight of the nanocarbon relative to 100 parts by weight of the sugar polymer matrix, more preferably 25 to 35 parts by weight of the nanocarbon may be included. The above range is excellent in reactivity with a protein-binding compound, easy handling in a liquid detection sample for reacting with bio samples, and excellent mechanical strength of the prepared complex, resulting in a complex during agitation or vortexing. Is not broken. According to the present invention, when using 30 parts by weight of nanocarbon with respect to 100 parts by weight of a sugar polymer matrix, a complex having excellent mechanical strength, excellent reactivity with a protein-binding compound, and most excellent protein adsorption efficiency was prepared.

According to the present invention, the size of the pores may be 20 to 500 ㎛. If the size of the pores is less than the above range, the adsorption efficiency may be reduced due to difficulty in adsorbing proteins in the pores, and if the size of the pores exceeds the above range, the durability of the complex may decrease, and leakage of the adsorbed protein in solution may occur. Therefore, it is not preferable.

The complex according to the present invention can adsorb a sample containing a protein-containing substance in a sample, for example, a protein such as virus, bacteria, fungi, yeast, algae and protozoa, and separate or remove the sample from the detection sample It is effective.

In addition, the present invention, reacting the sugar polymer matrix and the nano-carbon, the step of preparing a porous composite in the form of nano-carbon dispersed in the sugar polymer matrix; And

It provides a method for preparing a surface-modified nanocarbon-sugar polymer complex comprising the step of reacting by adding a protein-binding compound selected from the group consisting of Coomassie brilliant blue derivative, ponceau S, and eosin.

In the present invention, the definition of the sugar polymer matrix, the nano-ribbon, and the protein-binding compound is as described above.

According to the present invention, first, a porous composite is prepared by reacting 15 to 45 parts by weight of nanocarbon with respect to 100 parts by weight of a sugar polymer matrix. Next, a protein-binding compound is added to modify the surface or inside the pores of the porous composite. According to the present invention, the protein-binding compound may be attached to the surface or the inside of the porous structure through π-π bonding.

In addition, the present invention provides a composition for adsorbing a sample comprising the surface-modified nanocarbon-sugar polymer complex.

In the present invention, the term "sample" is selected from the group consisting of viruses, bacteria, fungi, yeast, algae and protozoa, and means to include proteins in organisms.

In addition, the present invention, 1) dissolving the sample to obtain a lysate;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it; And

3) filtering the mixture of step 2), and obtaining a filtrate; provides a method of separating or removing protein from a sample lysate.

In order to quantitatively or qualitatively analyze the sample, a step of lysis and amplification of DNA or RNA using PCR may be required. However, if unnecessary components are included in the lysate, PCR may not be performed or analysis accuracy may be deteriorated. Therefore, a pre-treatment process to remove unnecessary components in the lysate, for example, protein, may be required.

The complex according to the present invention allows to obtain purified DNA or RNA by selectively separating or/and removing proteins from a sample lysate. When the protein is separated using the complex according to the present invention, it is possible to perform qualitative analysis and quantification of the sample in the lysate.

In addition, the present invention 1) to obtain a lysate by dissolving the sample;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it; And

3) filtering the mixture of step 2) and obtaining a filtrate; to provide a method for isolating or purifying DNA or RNA from a sample lysate.

1) dissolving the sample to obtain a lysate;

2) adding a surface modified nanocarbon-sugar polymer complex to the lysate and stirring it;

3) filtering the mixture of step 2) to obtain a filtrate; And

4) obtaining DNA or RNA from a sample lysate; to provide a method for quantifying a sample.

Hereinafter, the present invention will be described in more detail through examples and the like, but the scope and content of the present invention may be reduced or limited by the following examples and the like and cannot be interpreted. In addition, if it is based on the disclosure of the present invention including the following examples, it is apparent that a person skilled in the art can easily implement the present invention in which experimental results are not specifically presented.

Example

Preparation Example 1. Preparation of nanocarbon-sugar polymer complex

By reacting the sugar polymer and the nanocarbon, a nanocarbon-sugar polymer composite having a three-dimensional network structure in which the nanocarbon is bound in the sugar polymer matrix was prepared. Agarose was used as the sugar polymer, and reduced graphene oxide (RGO) was used as the nanocarbon. Specifically, an agarose polymer and a nano carbon material (graphene, graphene oxide, reduced graphene oxide, carbon nanotube, and carbon nanowire) were manufactured by a sol-gel process. First, the agarose powder was dissolved in deionized water at a concentration of 10-70 mg/ml. Next, 500 mg of nano-carbon material was placed in 50 ml of water, and dispersed by ultrasonication for 1 hour. After adding the nano-carbon material dispersion to the prepared agarose solution at a rate of 10 to 80%, the mixture was stirred slowly at 90° C. for 20 minutes. After the nanocarbon-agarose solution is dropped dropwise into an oil bath using a pipette to form a ball, the formed ball is washed with n-hexane, ethanol, and deionized water in order, and freeze-dried. A porous nanocarbon-sugar polymer composite in the form of a ball was prepared.

The size of the porous nanocarbon-sugar polymer complex prepared by controlling the volume of the nanocarbon-agarose solution dropped in the oil bath is controlled. In the present invention, a diameter of 2 to 5 mm was produced.

Example 1. Preparation of surface-modified nanocarbon-sugar polymer complex

The Bradford reagent dilution solution was prepared by diluting the Bradford reagent (Bio-rad, Cat# 5000006) containing Coomassie Brilliant Blue to 1/10, 1/5, 1/2 in water. 500 μl of the prepared Bradford reagent dilution solution and the Bradford reagent stock solution were added to 10 mg of the nanocarbon-sugar polymer complex of Preparation Example 1, respectively, stirred for 10 minutes, and washed 5 times with deionized water to wash the nanocarbon-sugar polymer complex surface and net A surface-modified nanocarbon-saccharide polymer complex in which Coomassie Brilliant Blue was introduced into the structure was prepared.

When a Bradford reagent dilution solution diluted to 1/10, 1/5, 1/2 was used, Coomassie Brilliant Blue was well coated and protein was efficiently adsorbed. On the other hand, when the Bradford reagent stock solution was used, the prepared porous composite did not maintain its shape and was dissolved in Bradford reagent. Therefore, Bradford reagent should be used diluted. Hereinafter, in further experiments, Bradford's reagent was diluted 1/5 and used.

1 is an image of a surface-modified nanocarbon-sugar polymer complex prepared using a Bradford reagent dilution solution diluted to 1/5. As shown in the scanning electron micrograph, it was confirmed that the composite according to the present invention has a well developed porous structure.

Comparative Example 1.

A mixture of a sugar polymer of Preparation Example 1 was added to a Bradford reagent (1/5 dilution solution) containing Coomassie Brilliant Blue to prepare a mixture.

Sample preparation

Three 1.5 ml microtubes were prepared, labeled as ①, ②, and ③, respectively, and samples were prepared as follows.

① PBS buffer

② Influenza A nuclear protein 100 ng / 500 μl of water

③ 1.2 kbp DNA 30 ng/500 μl of water

Test Example 1. Protein adsorption capacity test

1) Colorimetric test

Protein adsorption by the complex prepared in the present invention was confirmed.

After adding influenza NP protein to 1.5 ml micro tubes at concentrations of 1, 2, 10 and 20 µg/ml, put 120 µl of Coomassie Brilliant Blue and 440 µl PBS buffer in each tube to make a final volume of 1 ml. Made and mixed. After dividing each sample into 500 µl in two, one was untreated and the other was added 10 mg of the complex of Example 1 and reacted for 10 minutes. After the reaction was completed, it was dispensed into a transparent 96-well plate to check the color change.

Coomassie Brilliant Blue is colorless in solution, but shows blue when combined with proteins. As shown in Fig. 2, it was observed that in the untreated state, the blue color was dark depending on the protein concentration. In addition, the blue color disappeared according to the complex treatment of Example 1, which is the result of the complex of Example 1 adsorbing proteins.

2) Western blot test

Control

Bradford reagent containing Coomassie Brilliant Blue was added at 1:1 volume% to the tubes of ① to ③, and 10 mg of the nanocarbon-sugar polymer complex of Preparation Example 1 was added, followed by mild stirring for 10 minutes.

Only the solutions were collected from each tube and named as ④, ⑤, and ⑥ samples, respectively, and Western blot was performed.

Experimental group

Each of the above ①~③ was added to each micro tube by 250 µl, and to each tube, 250 µl of PBS buffer was added to adjust the total volume to be the same as the control group. After adding the surface-modified nanocarbon-sugar polymer complex of Example 1 to each tube in the same amount as the control, the mixture was gently stirred for 10 minutes.

Only the solutions were collected from each tube, respectively, designated as ⑦, ⑧, and ⑨ samples, and subjected to Western blot.

result

As shown in Fig. 3, a dark band was observed in the ② sample with protein. On the other hand, almost no band was observed in the samples ⑤ and ⑧. Through this, compared with Coomassie Brilliant Blue, which is known to adsorb proteins, it can be confirmed that the surface-modified nanocarbon-saccharide polymer complex of Example 1 according to the present invention is effective for protein absorption.

Test Example 2. DNA detection

After PCR of samples containing DNA, ③, ⑥, and ⑨, electrophoresis was performed on an agarose gel, and the results are shown in FIG. 4.

③, ⑨ DNA band was confirmed in sample, but ⑥ sample showed little DNA band. Through this, it was found that the surface-modified nanocarbon-saccharide polymer complex of Example 1 according to the present invention did not affect the PCR of DNA, and was confirmed to be suitable for the quantification of samples.

On the other hand, as in Comparative Example 1, when the nanocarbon-sugar polymer complex and Coomassie Brilliant Blue were present as a mixture, it was shown to inhibit PCR and was not suitable for DNA purification and quantification of samples.

Test Example 3.

It was confirmed that the pathogen adsorption is possible using the surface-modified nanocarbon-sugar polymer complex of Example 1. E. coli 10 ³ CFU/ml was prepared as a pathogen sample.

Control

After mixing 399 μl of PBS buffer, 1 μl of Bradford reagent containing Coomassie Brilliant Blue, and 100 μl of pathogen samples to prepare a total of 500 μl solution, several complexes of Preparation Example 1 were added, followed by mild stirring for 10 minutes. , Only the solution was collected and cultured.

Experimental group

After mixing 400 μl of PBS buffer and 100 μl of pathogen sample to prepare a total of 500 μl solution, the complex of Example 1 was added in the same amount as the control, stirred gently for 10 minutes, and only the solution was collected and cultured.

The culture results are shown in FIG. 5.

It can be seen that the proliferation of E. coli is low in the experimental group compared to the control group. Through this, it was confirmed that the complex of Example 1 of the present invention effectively adsorbed the pathogen.

Claims (15)

An agarose sugar polymer matrix; Nano carbon which is reduced graphene oxide; And a protein-binding compound that is a Coomassie brilliant derivative represented by the following Chemical Formula 1 or 2, as a surface-modified nanocarbon-sugar polymer complex comprising:
The Coomassie Brilliant Blue derivative represented by Formula 1 or Formula 2 is
[Formula 1]

[Formula 2]

And
In [Formula 1] or [Formula 2],
R ₁ , R ₂ and R ₃ are the same as or different from each other, and each independently selected from hydrogen, C _1-6 alkyl, phenyl, and benzyl,
R ^a , R ^b , R ^c , R ^d , R ^e and R ^f are the same as or different from each other, and each independently SO ₃ H or an acceptable salt thereof, halogen, C _1-6 alkyl, C _2-6 egg Kenyl, C _3-6 alkynyl, C _1-6 alkyloxy, hydroxy, trifluoroC _1-6 alkyl, trifluoroC _1-6 alkyloxy, cyano, nitro, amino, aryl and carboxyl Is selected from the group consisting of,
The nano-carbon is dispersed in a sugar polymer matrix to form a porous structure together with the sugar polymer matrix,
The protein-binding compound is a physically or chemically bound to the surface and pores of the complex, the surface-modified nanocarbon-saccharide polymer complex. delete delete According to claim 1,
The Coomassie Brilliant Blue derivative is Coomassie Brilliant Blue, a surface-modified nanocarbon-sugar polymer complex. According to claim 1,
The surface-modified nanocarbon-sugar polymer complex comprising 15 to 45 parts by weight of nanocarbon based on 100 parts by weight of the sugar polymer matrix. According to claim 1,
The surface-modified nanocarbon-saccharide polymer complex having a pore size of 20 to 500 µm. According to claim 1,
A surface-modified nanocarbon-saccharide polymer complex that selectively adsorbs proteins. Reacting a sugar polymer matrix, which is an agarose, and a nanocarbon, which is a reduced graphene oxide, to prepare a porous structure in which the nanocarbon is dispersed in a sugar polymer matrix; And
A method of preparing a surface-modified nanocarbon-sugar polymer complex, comprising: reacting by adding a protein-binding compound that is a Coomassie brilliant blue derivative;
The Coomassie Brilliant Blue derivative is a Coomassie Brilliant Blue derivative represented by Formula 1 or Formula 2,
[Formula 1]

[Formula 2]

And
In [Formula 1] or [Formula 2],
R ₁ , R ₂ and R ₃ are the same as or different from each other, and each independently selected from hydrogen, C _1-6 alkyl, phenyl, and benzyl,
R ^a , R ^b , R ^c , R ^d , R ^e and R ^f are the same as or different from each other, and each independently SO ₃ H or an acceptable salt thereof, halogen, C _1-6 alkyl, C _2-6 egg Kenyl, C _3-6 alkynyl, C _1-6 alkyloxy, hydroxy, trifluoroC _1-6 alkyl, trifluoroC _1-6 alkyloxy, cyano, nitro, amino, aryl and carboxyl Method for producing a surface-modified nanocarbon-sugar polymer complex is selected from the group consisting of. The method of claim 8,
A method for producing a surface-modified nanocarbon-sugar polymer composite, which contains 15 to 45 parts by weight of nanocarbon based on 100 parts by weight of the sugar polymer matrix. A composition for adsorbing a sample comprising the surface-modified nanocarbon-sugar polymer complex according to any one of claims 1 and 4 to 7. The method of claim 10,
The sample is a protein derived from any one selected from the group consisting of viruses, bacteria, fungi, yeast, algae and protozoa, a composition for adsorbing a sample. 1) dissolving the sample to obtain a lysate;
2) adding the surface-modified nanocarbon-sugar polymer complex according to any one of claims 1 and 4 to 7 to the lysate and stirring; And
3) filtering the mixture of step 2) and obtaining a filtrate; the method comprising or removing protein from the sample lysate. The method of claim 12,
The sample is selected from the group consisting of viruses, bacteria, fungi, yeast, algae and protozoa, a method of isolating or removing protein from a sample lysate. 1) dissolving the sample to obtain a lysate;
2) adding the surface-modified nanocarbon-sugar polymer complex according to any one of claims 1 and 4 to 7 to the lysate and stirring; And
3) filtering the mixture of step 2) to obtain a filtrate; comprising, or separating or purifying DNA or RNA from the sample lysate. 1) dissolving the sample to obtain a lysate;
2) adding the surface-modified nanocarbon-sugar polymer complex according to any one of claims 1 and 4 to 7 to the lysate and stirring;
3) filtering the mixture of step 2) to obtain a filtrate; And
4) obtaining DNA or RNA from the sample lysate.

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