CN110495473A - A kind of molybdenum disulfide/bis- phenylalanines antibacterial agent and preparation method and application - Google Patents
A kind of molybdenum disulfide/bis- phenylalanines antibacterial agent and preparation method and application Download PDFInfo
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- CN110495473A CN110495473A CN201910812018.4A CN201910812018A CN110495473A CN 110495473 A CN110495473 A CN 110495473A CN 201910812018 A CN201910812018 A CN 201910812018A CN 110495473 A CN110495473 A CN 110495473A
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- molybdenum disulfide
- phenylalanines
- antibacterial agent
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
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Abstract
The present invention relates to antibacterial agent, a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent and preparation method and application are refered in particular to.The present invention prepares antibacterial molybdenum disulfide using hydro-thermal method, and the antibacterial effect for combining double propyl benzene propylhomoserins excellent, prepares that a kind of safe green, have no toxic side effect antibacterial agent.This kind of antibacterial agent can effectively inhibit the growth of Escherichia coli and staphylococcus aureus, and antibacterial effect, which has, compared with individual molybdenum disulfide and double phenylalanines is obviously improved.
Description
Technical field
The present invention relates to antibacterial agent, a kind of Synergistic antimicrobial agent is refered in particular to, specifically utilizes the antibacterial action of molybdenum disulfide and double
The self assembly of phenylalanine acts on, and safe and non-toxic Synergistic antimicrobial agent is made.
Background technique
Existing antibacterial agent various types, the overwhelming majority use the organic antibacterial agent with certain toxicity, such as vanilla
Aldehyde or ethyl vanillin aldehydes compound.In this background, living safety field is badly in need of a kind of safe and non-toxic, has broad-spectrum antiseptic
The antibacterial agent of effect.
Double phenylalanines (diphenylalanine, L-Phe-L-Phe, FF) are a kind of the smallest biological self-assembled materials
One of, it is the nuclear structure of senile dementia protein starch sample aggregation, is formed, is had by two phenylalanine dehydrating condensations
Two phenyl ring, one end are amino-NH2, one end is carboxyl-COOH, is existed in the form of hybrid ion in isoelectric point, i.e. one end
It is-NH3 +, one end is-COO-Double phenylalanines many solvents can self assembly, such as methanol, chloroform, water are that one kind is ground
Study carefully extensive small peptide, is also a kind of application prospect widely biological self-assembled material because it is made of amino acid.
Natural molybdenum disulfide (Molybdenum disulfide) is leaden solid powder, has strong metal gloss, is brightness
The main component of molybdenum ore, it is nontoxic.Artificial synthesized MoS2Crystal structure mainly include 1T type, 2H type and three kinds of 3R type.1T-MoS2
In crystal, molybdenum atom is hexa-coordinate, and each structure cell contains only a molybdenum atom, two sulphur atoms；In 2H type, molybdenum atom is also six to match
Position, but each structure cell is located at different MoS by two2The S-Mo-S unit of molecular layer is constituted, and each original in two triangular prism structures
There are mutual corresponding geometrical relationship between sub- position, the number of molybdenum atom and sulphur atom is respectively 2 and 4 in structure cell；In 3R type,
Molybdenum atom is also hexa-coordinate, but three S-Mo-S recurring units for constituting each structure cell are located at continuous three molybdenum disulfide point
In sublayer.There are 2H type molybdenum disulfide, electrical properties to be similar to semiconductor for room temperature, without ferromagnetism, has diamagnetism.2H-
MoS2Structural stability it is more other higher, and 1T-MoS2And 3R-MoS2Crystal structure then belongs to metastable structure, in nature
Boundary is not too much common, and content ratio is not also high, therefore this research uses 2H type molybdenum disulfide.
There are much patent applications about molybdenum disulfide in the country.Chinese patent CN108478597A discloses a kind of poly- DOPA
Amine-modified molybdenum disulfide compound silver nanometer particle antibacterial agent and preparation method thereof；Chinese patent CN108392675A discloses one
Preparation method of the kind based on molybdenum disulfide Yu photosensitizer near infrared light response nano antimicrobial coating；Chinese patent CN106917131A
A kind of preparation method of chitosan/molybdenum disulfide photocatalysis antibacterial coating is disclosed, but the patent about double propyl benzene propylhomoserins is also
No.
Molybdenum disulfide is combined with double phenylalanines, the antibacterial agent with excellent antibacterial effect is prepared, have compared with
Good application prospect and market value.
Summary of the invention
The antibacterial agent and preparation method to act synergistically the object of the present invention is to provide a kind of molybdenum disulfide and double phenylalanines
With the application in living safety field.
Synergistic antimicrobial agent preparation method of the present invention is that molybdenum disulfide solution is first added, after 25 DEG C of vortexs concussion 2min
Add double Phe solutions of dissolution；It is eventually adding ethanol solution, 30s system is stirred under the power of magnetic stirring apparatus 20%
Obtain Synergistic antimicrobial agent.
The concentration 0.024-0.026mg/mL of the molybdenum disulfide solution, the solubility of double Phe solutions are 4-6mg/
The volume ratio of mL, molybdenum disulfide solution and double Phe solutions is 1:14-1:16, and the addition volume of the ethanol solution is
The 4%-6% of Synergistic antimicrobial agent total volume.
The molybdenum disulfide is prepared using following method: with the aqueous solution of ammonium heptamolybdate and cysteine, in Teflon
Airtight heating is fired 12 hours in imperial water heating kettle, then dry later with ethyl alcohol and water washing respectively, and agate mortar grinding is made two
Molybdenum sulfide.
Wherein in the aqueous solution of ammonium heptamolybdate and cysteine, it is ensured that the molar ratio of S:Mo is 1:1-3:1.
Wherein the temperature in Teflon water heating kettle is kept for 180-220 DEG C.
Double Phe solutions are prepared using following method: by the double phenylalanine acetonitrile solutions of solid
Dissolution, water-bath 30min after dissolution is spare after being placed at room temperature for for 24 hours, uses preceding vortex oscillation 30s.
Wherein, the concentration expressed in percentage by volume of the acetonitrile solution is 25%-35%, and bath temperature is 60-70 DEG C.
The prior art is mostly single antibacterial, and antibacterial effect is poor, and the present invention is Synergistic antimicrobial, while molybdenum disulfide and double phenylpropyl alcohols
Propylhomoserin relative molecular mass is smaller, can act on bacterial cell well, destroys the respiratory metabolism of bacterium, the physiology such as metabolism
Metabolism inhibits bacterio protein, and ATP, DNA content promotes cell death, therefore antibacterial effect is more preferable compared with single antibacterial.
Detailed description of the invention
Fig. 1 is antibacterial effect of the molybdenum disulfide to Escherichia coli.
Fig. 2 is antibacterial effect of the molybdenum disulfide to staphylococcus aureus.
Fig. 3 is molybdenum disulfide and double phenylalanine (FF) synergistic effects to methicillin-resistant staphylococcus aureus (MRSA)
Antibacterial effect.
ND refers to that clump count is 0.
Specific embodiment
Illustrate a specific embodiment of the invention, but protection content of the invention by following Examples, is not only limited to this.
Embodiment 1
Antibacterial effect of the molybdenum disulfide to Escherichia coli and staphylococcus aureus
1) experimental bacteria
Food-borne pathogeny bacterium:
Escherichia coli (Escherichia coli IFO 3301)；
Staphylococcus aureus (Staphylococcus aureus 30179)；
2) experimental method
In phosphate buffer [Phosphate-Buffered Saline, PBS, 0.03mol/L, pH (7.2-7.4)]
Middle addition a certain concentration (0mg/mL, 0.025mg/mL, 0.05mg/mL, 0.1mg/mL) molybdenum disulfide solution, and access for trying bacterium
Escherichia coli and staphylococcus aureus (105-106CFU/mL), after shaken well, vibrated in 37 DEG C of full warm air shaking tables
(150r/min) culture measures remaining bacterium number with the method for plate culture count to be not added one group of molybdenum disulfide solution as control.Point
Not in 0h, for 24 hours with 48h when take appropriate culture solution to carry out ten times of gradient dilutions to suitable concentration, then pipette 100 μ L dilutions
It drips on solid medium, is put into after coating uniformly in 37 DEG C of constant temperature and humidity incubators and is inverted culture.Plate bacterium is carried out after 48h
Counting is fallen, so that the antibacterial activity to antibacterial agent is evaluated.Experiment is triplicate, and results are averaged.
3) experimental result
As shown in Figure 1 and Figure 2, after the effect for 24 hours of 0.05mg/mL molybdenum disulfide, Escherichia coli and staphylococcus aureus bacterium
Number drops to 2.04log CFU/mL and 0log CFU/mL from 4.09log CFU/mL and 5.33log CFU/mL respectively, sterilizes
Rate reaches 99.9% and 99.9999%.After 48h, 0.05mg/mL molybdenum disulfide kills Escherichia coli and staphylococcus aureus
Bacterium rate has reached 99.9999%, it is shown that stronger bactericidal effect.
Embodiment 2
Molybdenum disulfide and double phenylalanine synergistic effects imitate the antibacterial of methicillin-resistant staphylococcus aureus (MRSA)
Fruit
1) experimental bacteria
Pathogenic bacteria of nosocomial infection:
Methicillin-resistant staphylococcus aureus MRSA (Methicillin-resistant Staphylococcus
aureus T34)；
2) experimental method
In phosphate buffer [Phosphate-Buffered Saline, PBS, 0.03mol/L, pH (7.2-7.4)]
Be added with the isometric Synergistic antimicrobial agent of buffer, wherein Synergistic antimicrobial agent by 5mg/mL double propyl benzene propylhomoserin (FF) solution with
The molybdenum disulfide solution of 0.025mg/mL is constituted, and access is for trying bacterium (108-109CFU/mL), complete at 37 DEG C after shaken well being added
(150r/min) culture is vibrated in warm air shaking table, is control group 1 only to add molybdenum disulfide that double phenylalanines (FF) are not added；With
Only adding double phenylalanines (FF) that molybdenum disulfide is not added is control group 2, measures remaining bacterium number with the method for plate culture count.
3) experimental result
As shown in figure 3, methicillin-resistant staphylococcus aureus bacterium number is from 7.63log after molybdenum disulfide effect for 24 hours
CFU/mL is down to 5.57log CFU/mL, and sterilizing rate reaches 99.9%；After double phenylalanines (FF) effect for 24 hours, resistance to methoxy west
Woods staphylococcus aureus bacterium number drops to 5.22log CFU/mL from 7.63log CFU/mL, and sterilizing rate reaches 99.9%, and
After molybdenum disulfide and double phenylalanines synergistic effect, methicillin-resistant staphylococcus aureus bacterium number is from 7.63log CFU/mL
4.06log CFU/mL is dropped to, sterilizing rate reaches 99.99%, it is shown that very strong bactericidal effect.
Claims (8)
1. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent, which is characterized in that prepare with the following method: curing is first added
Molybdenum solution adds double Phe solutions of dissolution after vortex concussion；It is eventually adding ethanol solution, magnetic stirrer system
Obtain Synergistic antimicrobial agent.
2. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as described in claim 1, which is characterized in that the vortex concussion
Temperature be 25 DEG C, time 2min；30s is stirred under the power of magnetic stirring apparatus 20%, and Synergistic antimicrobial agent is made.
3. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as described in claim 1, which is characterized in that the curing
The concentration 0.024-0.026mg/mL of molybdenum solution, the solubility of double Phe solutions are 4-6mg/mL, molybdenum disulfide solution and double
The volume ratio of Phe solution is 1:14-1:16, and the addition volume of the ethanol solution is Synergistic antimicrobial agent total volume
4%-6%.
4. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as described in claim 1, which is characterized in that the curing
Molybdenum is prepared using following method: with the aqueous solution of ammonium heptamolybdate and cysteine, airtight heating is burnt in Teflon water heating kettle
System 12 hours, then it is dry later with ethyl alcohol and water washing respectively, molybdenum disulfide is made in agate mortar grinding.
5. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as claimed in claim 4, which is characterized in that the ammonium heptamolybdate
In the aqueous solution of cysteine, it is ensured that the molar ratio of S:Mo is 1:1-3:1；Temperature in Teflon water heating kettle keeps 180-
220℃。。
6. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as described in claim 1, which is characterized in that double phenylpropyl alcohols
Propylhomoserin solution is prepared using following method: the double phenylalanines of solid dissolved with acetonitrile solution, water-bath 30min after dissolution,
It is spare after being placed at room temperature for for 24 hours, use preceding vortex oscillation 30s.
7. a kind of molybdenum disulfide/bis- phenylalanines antibacterial agent as claimed in claim 6, which is characterized in that the acetonitrile water
The concentration expressed in percentage by volume of solution is 25%-35%, and bath temperature is 60-70 DEG C.
8. special such as a kind of purposes of molybdenum disulfide/bis- phenylalanines antibacterial agent as claimed in any one of claims 1 to 7
Sign is, in field of food safety, as a kind of highly effective and safe, the antibacterial agent having no toxic side effect.
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| CN201910812018.4A CN110495473A (en) | 2019-08-30 | 2019-08-30 | A kind of molybdenum disulfide/bis- phenylalanines antibacterial agent and preparation method and application |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111097038A (en) * | 2020-01-16 | 2020-05-05 | 长春工业大学 | Vancomycin-modified molybdenum disulfide/gold nanoneedle composite material and preparation method thereof |
| CN111938067A (en) * | 2020-08-24 | 2020-11-17 | 江苏大学 | Tri-lysine/bis-phenylalanine antibacterial nanoparticles and preparation method and application thereof |
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| CN103300065A (en) * | 2006-11-13 | 2013-09-18 | 约瑟夫·彼得·古根比齐勒 | Material with antibacterial function |
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2019
- 2019-08-30 CN CN201910812018.4A patent/CN110495473A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103300065A (en) * | 2006-11-13 | 2013-09-18 | 约瑟夫·彼得·古根比齐勒 | Material with antibacterial function |
Non-Patent Citations (2)
| Title |
|---|
| LEE SCHNAIDER 等: "Self-assembling dipeptide antibacterial nanostructures with membrane disrupting activity", 《NATURE COMMUNICATIONS》 * |
| THOMAS O. MASON 等: "Expanding the Solvent Chemical Space for Self-Assembly of Dipeptide Nanostructures", 《ACS NANO》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111097038A (en) * | 2020-01-16 | 2020-05-05 | 长春工业大学 | Vancomycin-modified molybdenum disulfide/gold nanoneedle composite material and preparation method thereof |
| CN111938067A (en) * | 2020-08-24 | 2020-11-17 | 江苏大学 | Tri-lysine/bis-phenylalanine antibacterial nanoparticles and preparation method and application thereof |
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Application publication date: 20191126 |