CN104777140B - One kind targeting mesoporous molecular image probe and preparation method thereof - Google Patents
One kind targeting mesoporous molecular image probe and preparation method thereof Download PDFInfo
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- CN104777140B CN104777140B CN201510175518.3A CN201510175518A CN104777140B CN 104777140 B CN104777140 B CN 104777140B CN 201510175518 A CN201510175518 A CN 201510175518A CN 104777140 B CN104777140 B CN 104777140B
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Abstract
One kind targeting mesoporous molecular image probe and preparation method thereof, the targeting mesoporous molecular image probe is by the surface plasma resonance core layer including at least gold nanorods one, gold nanorods two and substrate nano-particle and by fluorescence molecule, sulfydryl biological micromolecule, peripheral clad two parts of poly styrene sulfonate joint composition are constituted, wherein, the gold nanorods one and gold nanorods two are conjugated in formation surface plasma resonance core layer on substrate nano-particle, and both distances of the gold nanorods one and gold nanorods two are metCombined outside core layer by golden mercapto key with sulfydryl biological micromolecule, fluorescence molecule is combined by acid amides covalent bond with sulfydryl biological micromolecule, poly styrene sulfonate is directly bridged in substrate.Present invention additionally comprises the preparation method of targeting mesoporous molecular image probe.By surface excitation blue shift or red shift occur for the present invention, the characteristics of luminescence of fluorescence tissue can be matched, so that shinny intensity increases by 8~10 orders of magnitude, the present invention has very high fluorescent characteristic, the diagnosis being imaged available for tumour fluorescence, the especially lesion detection under the details in a play not acted out on stage, but told through dialogues of histocyte depths and diagnosis.
Description
Technical field
The present invention relates to one kind targeting mesoporous molecular image probe and preparation method thereof, and in particular to one kind is based on surface etc.
Targeting mesoporous molecular image probe of ion resonance gold nanorods and preparation method thereof.
Background technology
Visual light imaging has many advantages relative to Magnetic resonance imaging, and such as easy to operate, visual result, measurement is fast
It is fast, radiationless to human body, not high and low-cost etc. to environmental requirement, therefore it will be seen that photoimaging technology is applied to clinical cure
Learn the important branch that diagnosis has become Medical imaging.
At present, limitation visual light imaging technology is a lack of suitably being applied to human body applied to clinical one of the main reasons
Fluorescence probe, while high-contrast be also perplex fluorescence probe major technology bottleneck.For example, prior art
CN201210050803.9 discloses a kind of nano-medicament carrier and its preparation method for collecting Double-mode imaging and carrying medicine, dilute using adulterating
Earth compounds function nano crystal greatly reduces heavy dose of multiple dosing band as the material of luminous and magnetic resonance imaging function
The toxic side effect come and the infringement of normal tissue；CN201210572229.3 discloses the radiography that nanogold targets labelled antibody
Agent and preparation method thereof, the invention can with covalent manner by antibody directional link to nano Au particle surface, improve radiography
The specificity and stability of agent；CN201210050801.X discloses a kind of surface-enhanced Raman scattering probe and its preparation side
Method, the invention is interacted using surface plasma and produces strong local Electromagnetic enhancement, detects Raman scattering signal, is used
Detect and be imaged in biological living.Although above prior art is solved well based on the fluorescence probe that gold nano-material is formed
The problem of safety and stability, but it is single to there is nanocrystal emission wavelength, it is impossible to it could be adjusted to be adapted to fluorescence tissue
Emission wavelength, and provide the problem of high brightness fluorescent is imaged.
The content of the invention
The technical problems to be solved by the invention are to provide a kind of high contrast based on surface plasma resonance gold nanorods
Degree targeting mesoporous molecular image probe and preparation method thereof, the image probe can significantly increase the light intensity of fluorescence, improve molecule into
The resolution ratio and contrast of picture.
The present invention solve its technical problem use technical scheme be,
A kind of targeting mesoporous molecular image probe of the present invention, by surface plasma resonance core layer and peripheral clad
Two parts are constituted, and wherein surface plasma resonance core layer comprises at least gold nanorods one, gold nanorods two and substrate nanoparticle
Son；Peripheral clad is made up of fluorescence molecule, sulfydryl biological micromolecule, poly styrene sulfonate joint, wherein, the gold nano
Rod one and gold nanorods two are conjugated in formation surface plasma resonance core layer, the He of gold nanorods one on substrate nano-particle
Both distances of gold nanorods two are metPass through golden mercapto key and sulfydryl biological micromolecule outside core layer
With reference to fluorescence molecule is combined by acid amides covalent bond with sulfydryl biological micromolecule, and poly styrene sulfonate is directly bridged in base
On bottom.
Further, the gold nanorods one, diameter range is 15nm~23nm, its diameter and length ratio satisfaction
Further, the gold nanorods two, diameter range is 35nm~42nm.
Further, the substrate nano-particle is hollow mesoporous silicon dioxide nano particle, and diameter range is 58~62nm.
Further, the fluorescence molecule is selected from rhodamine B or Nile blue molecule.
Further, the sulfydryl biological micromolecule is cysteine.
A kind of preparation method for targetting mesoporous molecular image probe of the present invention, comprises the following steps：
(1) preparation of the solution of gold nanorods one：Using cetyl trimethylammonium bromide as surfactant, n-butanol is to help
Surfactant, normal octane is oil phase, and the aqueous solution of gold chloride is aqueous phase, is configured to be uniformly dispersed and bright microemulsion；
Under stirring, sodium citrate aqueous solution is added dropwise in microemulsion；1,6- dimercaptohexanes are subsequently added into, continue stirring reaction
10~14h, obtains the suspension of the solution of gold nanorods one, wherein, the diameter range 15nm of gold nanorods one~23nm, draw ratio
Scope is metThen 23~25 hours are stood, suspended particles therein is precipitated completely, by upper solution part
Take out, ethanol, that is, the solution of gold nanorods one stablized are added in remaining sediment fraction；
(2) preparation of the solution of gold nanorods two：Prepare and be uniformly dispersed and bright microemulsion with step (1) identical,
Under stirring, sodium citrate aqueous solution is added dropwise in microemulsion；1,6- dimercaptohexanes are subsequently added into, continue stirring reaction
20~24h, obtains the suspension of the solution of gold nanorods two, wherein, the diameter range 35nm of gold nanorods two~42nm, draw ratio
Scope is metThen 23~25 hours are stood, suspended particles therein is precipitated completely, by upper solution part
Take out, ethanol, that is, the solution of gold nanorods two stablized are added in remaining sediment fraction；
(3) preparation of nano-particle：Nano-particle is prepared using mantle plate method, diameter range is 58~62nm；
(4) preparation of surface plasma resonance core layer：The gold nanorods one prepared in step (1) and step (2) are molten
Liquid and the solution of gold nanorods two fully fused 3~5h under ultrasonic agitation, are subsequently added into the nano-particle prepared in step (3)
In solution, surface plasma resonance core layer is formed after being sufficiently stirred for, sulfydryl biological micromolecule is then added, unnecessary gold is removed
Nanorod shaped into precipitation；
(5) preparation of mesoporous molecular image probe is targetted：Fluorescence molecule is successively added in the solution obtained in step (4)
Solution and poly styrene sulfonate solution, stirring are sufficiently formed stable key, produce targeting mesoporous molecular image probe.
The targeting mesoporous molecular image probe based on surface plasma resonance gold nanorods of the present invention, utilizes two kinds of differences
Gold nanorods formation surface plasma resonance core layer, two kinds of gold nanorods surface plasma resonance energy shift,
Gold nanorods resonant frequency is set to occur artificial skew, so that surface excitation spectrum is offset to fluorescence spectrum, sharpening surface is humorous
Vibration frequency is just overlapping with the absorption spectrum crest of fluorescence molecule.When the two fluorophors are spatially near enough, in donor
Energy transfer can occur between molecule and acceptor molecule, the donor molecule in excitation state can shift energy to acceptor molecule, knot
Tab phenolphthaleinum causes the fluorescent emission intensity reduction of donor, and the fluorescent emission intensity of acceptor increases by 8~10 orders of magnitude, so that spectrum
Detectivity reaches single molecules level.The present invention has very high fluorescent characteristic, the diagnosis being imaged available for tumour fluorescence, especially
It is lesion detection and diagnosis under the details in a play not acted out on stage, but told through dialogues of histocyte depths.
Brief description of the drawings
Fig. 1 links schematic diagram for the structure of the present invention.
Fig. 2 is body surface's Cellular spectroscopic window figure.
Fig. 3 is double gold nano dipole surfaces etc. from intensifying oscillatory excitation spectrogram.
Fig. 4 is that fluorescence tissue spectrum absorbs figure.
Fig. 5 is double gold nano dipole surfaces etc. from intensifying probe link luminescence of cell comparison diagram.
Embodiment
The present invention is further illustrated with reference to embodiment.
Embodiment 1：Target the preparation of mesoporous molecular image probe
(1) preparation of the solution of gold nanorods one：With 30 μ l, 0.02mol/L CTAB, 30 μ l n-butanols, 120 μ l normal octanes
Mixed with the aqueous solution of the gold chlorides of 100 μ l 1%, be made and be uniformly dispersed and bright microemulsion after being uniformly mixed；
The sodium citrates of 100 μ l 1% formation sodium citrate aqueous solution is added in 10ml ultra-pure waters, under agitation, by sodium citrate aqueous solution
It is added dropwise in microemulsion；0.05ml 1,6- dimercaptohexanes are subsequently added into, continues stirring reaction 12h, obtains gold nano
The suspension of the solution of rod one, wherein, diameter range 15nm~23nm of gold nanorods one, draw ratio scope is met
Then 24 hours are stood, suspended particles therein is precipitated completely, upper solution part is taken out, add in remaining sediment fraction
Enter ethanol, that is, the solution of gold nanorods one stablized；
(2) preparation of the solution of gold nanorods two：Prepare and be uniformly dispersed and bright microemulsion and lemon with step (1) identical
Lemon acid sodium aqueous solution, under agitation, sodium citrate aqueous solution is added dropwise in microemulsion；It is subsequently added into 0.05ml 1,6-
Dimercaptohexane, continues stirring reaction 24h, obtains the suspension of the solution of gold nanorods two, wherein, the diameter model of gold nanorods two
35nm~42nm is enclosed, draw ratio scope is metThen 24 hours are stood, suspended particles therein is precipitated completely,
Upper solution part is taken out, ethanol, that is, the solution of gold nanorods two stablized are added in remaining sediment fraction；
(3) preparation of nano-particle：Hollow mesoporous silicon dioxide nano particle is prepared using mantle plate method, diameter range is
58~62nm (specific method referring to：Zhao YJ etc. [J] .Chem.Commun., 2009,17:2365-2367.)；
(4) preparation of surface plasma resonance core layer：The gold nanorods one prepared in step (1) and step (2) are molten
Liquid and the solution of the gold nanorods two fully fused 4h under ultrasonic agitation, make gold nanorods one and both distances of gold nanorods two full
FootIt is subsequently added into the sub- solution of hollow mesoporous silicon dioxide nano particle prepared in step (3), fills
After point stirring, gold nanorods one and gold nanorods two be embedded into it is silica nanometer mesoporous in, form surface plasma resonance core
Central layer, then adds 5ml, and 10mM cysteine removes the precipitation of unnecessary gold nanorods formation；
(5) preparation of mesoporous molecular image probe is targetted：Fluorescence molecule is successively added in the solution obtained in step (4)
Solution and kayexalate solution, stirring are sufficiently formed stable key, produce targeting mesoporous molecular image probe.
As shown in figure 1, luciferase or fluorescin are carried out as probe by the method for genetic modification to research object
Luciferase gene stable transfection (is such as integrated into target cell) by optical markings；Two be to utilize some fluorescent organic dyes or amount
The fluorescence probes such as son point, by the direct marker research object of the modes such as chemical bond (as used ICG dye marker antibody, observation
The characteristics such as the distribution targeting of antibody in vivo).
As shown in Fig. 2 tissue is mainly made up of water, the spectral characteristic on top layer is 630nm~1460nm models in wavelength
Enclose and feux rouges or near infrared light have preferable transmitance, form human body optical window.
As shown in figure 3, when two gold nano grain formation resonance coupling units, extinction effect, extinction effect will be produced
A result part occur Rayleigh scattering according to original optical frequency, blue shift occurs for another part, because surface plasma resonance makes
This absorption and scattering ratio most strong fluorescence molecule strong 8~10 orders of magnitude of transmitting, this will cause the suction of fluorescence molecule
Receive spectrum enhancing.
When the extinction coefficient γ of gold nano grain can be write as following formula：
When two gold nano grain draw ratios meet following relational expression, energy transfer will occur for formant so that light energy
Strengthen 8~10 orders of magnitude, this strengthens the absorption spectrum for causing fluorescence molecule.
Wherein, the resonant positions of gold nano grain and metalline ωpWith the dielectric property ε of surroundingdIt is closely related.
As shown in figure 4, by Resonance energy transfer, fluorescent intensity is significantly increased.
Comparison diagram 5 before enhanced and enhancing, can using two gold nano grain formation resonance coupling units
By the histiocytic spectrum manual control of fluorescence, hence it is evident that the effect of enhancing probe.
Because the surface plasma excitation spectrum characteristic computing method of current gold nanorods is ripe, it is sufficient to ensure by not
Same draw ratio arranges in pairs or groups to form the resonance coupling unit of needs, while coordinating different fluorescence organization materials so that fluorescence tissue
Material produces the spectral energy Enhanced feature needed.
Claims (3)
1. one kind targeting mesoporous molecular image probe, it is characterised in that by surface plasma resonance core layer and peripheral clad
Two parts are constituted, and wherein surface plasma resonance core layer comprises at least gold nanorods one, gold nanorods two and substrate nanoparticle
Son；Peripheral clad is made up of fluorescence molecule, sulfydryl biological micromolecule, poly styrene sulfonate joint, wherein, the gold nano
Rod one and gold nanorods two are conjugated in formation surface plasma resonance core layer, the He of gold nanorods one on substrate nano-particle
Both distances of gold nanorods two are met
Combined outside core layer by golden mercapto key with sulfydryl biological micromolecule, fluorescence molecule is biological by acid amides covalent bond and sulfydryl
Small molecular phase is combined, and poly styrene sulfonate is directly bridged in substrate；
The gold nanorods one, diameter range is 15nm~23nm, its diameter and length ratio satisfaction
The gold nanorods two, diameter range is 35nm~42nm, its diameter and length ratio satisfaction
2. targeting mesoporous molecular image probe according to claim 1, it is characterised in that during the substrate nano-particle is
Empty mesoporous silicon dioxide nano particle, diameter range is 58~62nm；
The fluorescence molecule is selected from rhodamine B or Nile blue molecule；
The sulfydryl biological micromolecule is cysteine.
3. a kind of preparation method of targeting mesoporous molecular image probe as described in one of claim 1~2, it is characterised in that
Comprise the following steps：
(1) preparation of the solution of gold nanorods one：Using cetyl trimethylammonium bromide as surfactant, n-butanol is to help surface
Activating agent, normal octane is oil phase, and the aqueous solution of gold chloride is aqueous phase, is configured to be uniformly dispersed and bright microemulsion；In stirring
Under, sodium citrate aqueous solution is added dropwise in microemulsion；Be subsequently added into 1,6- dimercaptohexanes, continue stirring reaction 10~
14h, obtains the suspension of the solution of gold nanorods one, wherein, diameter range 15nm~23nm of gold nanorods one, draw ratio scope
MeetThen 23~25 hours are stood, suspended particles therein is precipitated completely, upper solution part is taken out,
Ethanol, that is, the solution of gold nanorods one stablized are added in remaining sediment fraction；
(2) preparation of the solution of gold nanorods two：Prepare and be uniformly dispersed and bright microemulsion with step (1) identical, in stirring
Under, sodium citrate aqueous solution is added dropwise in microemulsion；Be subsequently added into 1,6- dimercaptohexanes, continue stirring reaction 20~
24h, obtains the suspension of the solution of gold nanorods two, wherein, diameter range 35nm~42nm of gold nanorods two, draw ratio scope
MeetThen 23~25 hours are stood, suspended particles therein is precipitated completely, upper solution part is taken out,
Ethanol, that is, the solution of gold nanorods two stablized are added in remaining sediment fraction；
(3) preparation of nano-particle：Nano-particle is prepared using mantle plate method, diameter range is 58~62nm；
(4) preparation of surface plasma resonance core layer：By the solution of gold nanorods one prepared in step (1) and step (2) and
The solution of gold nanorods two fully fused 3~5h under ultrasonic agitation, is subsequently added into the nano-particle solution prepared in step (3)
In, surface plasma resonance core layer is formed after being sufficiently stirred for, sulfydryl biological micromolecule is then added, unnecessary gold nano is removed
Rod into precipitation；
(5) preparation of mesoporous molecular image probe is targetted：Fluorescence molecule solution is successively added in the solution obtained in step (4)
With kayexalate solution, stirring is sufficiently formed stable key, produces targeting mesoporous molecular image probe.
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| CN110859633A (en) * | 2019-11-21 | 2020-03-06 | 电子科技大学 | Dynamic photoacoustic characteristic spectrum nondestructive blood glucose meter based on nano marker and preparation method of nano marker |
| CN110836971A (en) * | 2019-11-21 | 2020-02-25 | 电子科技大学 | Nano marker for blood glucose detection, dynamic near infrared spectrum nondestructive blood glucose meter based on nano marker and preparation method of dynamic near infrared spectrum nondestructive blood glucose meter |
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