CN103937504B - A kind of rhodamine-quanta point biological fluorescent probe and preparation method thereof - Google Patents
A kind of rhodamine-quanta point biological fluorescent probe and preparation method thereof Download PDFInfo
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- CN103937504B CN103937504B CN201410176902.0A CN201410176902A CN103937504B CN 103937504 B CN103937504 B CN 103937504B CN 201410176902 A CN201410176902 A CN 201410176902A CN 103937504 B CN103937504 B CN 103937504B
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Abstract
The invention discloses a kind of rhodamine-quantum dot new bio fluorescent probe and preparation method thereof.Be made up of the rhodamine aqueous solution and the quantum dot aqueous solution; Rhodamine aqueous solution volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5mol/L; The volumetric molar concentration of the described quantum dot aqueous solution is 5.0 × 10
-6-6.0 × 10
-6mol/L; And the volume ratio of the rhodamine aqueous solution and the quantum dot aqueous solution is at (1-1.5): between 1.The rhodamine aqueous solution selects rhodamine B or rhodamine 6G.The quantum dot aqueous solution selects CdTe quantum or CdSe quantum dot.Under suitable conditions, the energy transfer efficiency of rhodamine of the present invention-quantum dot new bio fluorescent probe can reach 41.36%.And reaction medium of the present invention is deionized water, not with an organic solvent, reaction conditions is gentle, and post-processed is simple, and greatly reduces running cost.
Description
Technical field
The invention belongs to biological fluorescent labeling technical field, be specifically related to a kind of rhodamine-quantum dot new bio fluorescent probe and preparation method thereof.
Background technology
Fluorescent probe is in certain system, and when physical property a certain in a kind of material or system changes, the molecule of corresponding change can occur fluorescent signal.Fluorescence spectrum because it is easy to detect, sensitivity advantages of higher and show superior performance.
At present, people study more is single photon fluorescence probe.The excitation wavelength of such probe, at 350-560nm, is in ultraviolet-visible light district, light injury and photobleaching larger; And sample is at this region memory in photoabsorption and scattering of light, and bias light can produce interference, and can affect the detection degree of depth.The novel two-photon biological fluorescent labeling be based upon on the micro-Detection Techniques basis of two-photon fluorescence has incomparable advantage in fields such as ion detection, molecular recognition, macromolecular marker and bio-imagings, effectively can avoid the shortcoming of single photon fluorescence probe.
The excitation wavelength of novel two-photon biological fluorescent labeling, within the scope of 700-900nm, avoids the interference of UV-light damage that life system can not bear and cell tissue autofluorescence; Because fluorescence excitation only occurs in focus point, eliminate unnecessary photobleaching and light poisons, can realize observing for a long time metal ion not injuring or kill under cell; And, the fluorescence intensity that two-photon excitation produces becomes quadratic relation with incident intensity, this makes fluorescent emission concentrate on less area of space, effectively raise spatial resolution, solve the imaging problem of biological tissue's mid-deep strata material, therefore two-photon technology is that bio-imaging provides a brand-new platform.And also relatively less based on the organic dye-quantum dot new bio fluorescent probe of FRET (fluorescence resonance energy transfer) characteristic, the two-photon fluorescence probe that exploitation energy transfer efficiency is higher also seems particularly important.
Summary of the invention
The object of the invention is the shortcoming overcoming prior art existence, a kind of rhodamine-quantum dot new bio fluorescent probe and preparation method thereof is provided, be conducive to the shortcoming solving single fluorescent probe, can excite under infrared light, transferring efficiency of fluorescence resonance energy is high, fully demonstrates the double properties of organic dye and quantum dot.
A kind of rhodamine-quantum dot new bio fluorescent probe, is made up of the rhodamine aqueous solution and the quantum dot aqueous solution;
Described rhodamine aqueous solution volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5mol/L; The volumetric molar concentration of the described quantum dot aqueous solution is 5.0 × 10
-6-6.0 × 10
-6mol/L; And the volume ratio of the rhodamine aqueous solution and the quantum dot aqueous solution is at (1-1.5): between 1.
By such scheme, the described rhodamine aqueous solution selects rhodamine B or rhodamine 6G.
By such scheme, the described quantum dot aqueous solution selects CdTe quantum or CdSe quantum dot.
The preparation method of above-mentioned rhodamine-quantum dot new bio fluorescent probe, comprises the steps:
1) be dissolved in deionized water by rhodamine powder, obtained volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5the rhodamine liquor of mol/L;
2) be dissolved in deionized water by solid quantum dot, obtained volumetric molar concentration is 5.0 × 10
-6-6.0 × 10
-6mol/L quantum dot solution;
3) by rhodamine liquor and quantum dot solution by volume (1-1.5): 1 fully mixes, ultra-sonic oscillation 10-15min under 20-27 DEG C of condition, obtains rhodamine-quanta point biological fluorescent probe.
By such scheme, the described rhodamine aqueous solution selects rhodamine B or rhodamine 6G.
By such scheme, the described quantum dot aqueous solution selects CdTe quantum or CdSe quantum dot.
Beneficial effect of the present invention is as follows:
1. the preparation method of biological fluorescent labeling of the present invention is simple, is easy to introduce quantum dot by organic dye rhodamine.
2. rhodamine of the present invention-quantum dot new bio fluorescent probe is two-photon fluorescence probe, is 800nm, rhodamine concentration 7.5 × 10 in excitation wavelength
-5under mol/L, excitation light power 500mW condition, the energy transfer efficiency of the rhodamine formed-quantum dot new bio fluorescent probe can reach 41.36%.
3. reaction medium of the present invention is deionized water, and not with an organic solvent, reaction conditions is gentle, and post-processed is simple, and greatly reduces running cost.
Accompanying drawing explanation
Fig. 1 is that biological fluorescent labeling of the present invention builds schematic diagram.
Fig. 2 is the absorption spectrum of rhodamine and the emission spectrum of CdTe quantum.
Fig. 3 is the fluorescence spectrum of embodiment 1,3,5 and comparative example.
Fig. 4 is under 800nm two-photon excitation, the fluorescence decay curve of the rhodamine prepared by embodiment 1-6-quantum dot photosensitizers and comparative example.
Fig. 5 is volumetric molar concentration 5.0 × 10
-6the CdTe quantum solution of mol/L and embodiment 7 prepare the fluorescence spectrum of rhodamine-quantum dot new bio probe.
Embodiment
Describe the present invention below in conjunction with embodiment, described embodiment contributes to understanding of the present invention and enforcement, is not construed as limiting the invention.
Rhodamine of the present invention-quantum dot new bio fluorescent probe, the system be made up of the rhodamine aqueous solution and the quantum dot aqueous solution; Wherein rhodamine aqueous solution volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5mol/L; The volumetric molar concentration of the quantum dot aqueous solution is 5.0 × 10
-6-6.0 × 10
-6mol/L; And the volume ratio of the rhodamine aqueous solution and the quantum dot aqueous solution is at (1-1.5): between 1.Rhodamine of the present invention-quantum dot new bio fluorescent probe has the character of FRET (fluorescence resonance energy transfer), and has the double properties of organic dye and quantum dot, has certain meaning for fluorescent probe in the practical application of life science.It builds schematic diagram as shown in Figure 1.
Its preparation process is as follows:
1) be dissolved in deionized water by rhodamine powder, obtained volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5the rhodamine liquor of mol/L;
2) be dissolved in deionized water by solid quantum dot, obtained volumetric molar concentration is 5.0 × 10
-6-6.0 × 10
-6mol/L quantum dot solution;
3) by rhodamine liquor and quantum dot solution by volume (1-1.5): 1 fully mixes, ultra-sonic oscillation 10-15min under 20-27 DEG C of condition, obtains rhodamine-quanta point biological fluorescent probe.
Preferably, the rhodamine aqueous solution selects rhodamine B or rhodamine 6G.
Preferably, the quantum dot aqueous solution selects CdTe quantum or CdSe quantum dot.
In following examples, detailed description is made to the Preparation and characterization of rhodamine of the present invention-quantum dot new bio fluorescent probe.The powder of rhodamine described in embodiment is provided by Shanghai San'aisi Reagent Co., Ltd..CdTe quantum described in following embodiment is that the method provided by Chinese patent (patent No.: CN1693208A) obtains.In testing process, in embodiment, rhodamine B solution ultraviolet-visible spectrophotometer (HITACHIU-3310, Japan) observes its absorption spectrum; CdTe quantum solution fluorescence spectrophotometer (JascoFP-6500, Japan) observes its emmission spectrum; Two-photon excitation light source wavelength is that the femto-second laser (Mira900, Coherent, 76MHz, 130fs) of 800nm excites; The single photon counter of fluorescence lifetime time correlation is measured.
The preparation of rhodamine B solution: get rhodamine pressed powder 13.54mg and be dissolved in 10mL deionized water, can obtain rhodamine stoste, its concentration is 2.8211 × 10
-3mol/L, dilutes rhodamine stoste with deionized water, and the concentration obtaining rhodamine is 5.5 × 10
-6mol/L, 1.5 × 10
-5mol/L, 2.8211 × 10
-5mol/L, 4.5 × 10
-5mol/L, 6.0 × 10
-5mol/L and 7.5 × 10
-5mol/L.
The preparation of CdTe quantum solution: get solid CdTe 6.77 × 10
-3mg is dissolved in 10mL deionized water, can obtain CdTe quantum solution, and its concentration is 2.8211 × 10
-5mol/L.Getting 20uLCdTe quantum dot, take deionized water as solvent, QDs is carried out 5 times of dilutions, and the concentration obtaining CdTe quantum is 5.642 × 10
-6mol/L.
Known with reference to accompanying drawing 2: the maximum absorption wavelength of rhodamine is 554nm, the emmission spectrum of quantum dot and the absorption spectrum of rhodamine have overlapping largely, namely quantum dot can be used as energy donor and rhodamine builds FRET (fluorescence resonance energy transfer) system (i.e. new bio fluorescent probe), and generate energy transfer.
Embodiment 1
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 5.5 × 10
-6mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
The preparation method of above-mentioned rhodamine-quantum dot new bio fluorescent probe, comprises the following steps:
(1) be dissolved in deionized water by rhodamine pressed powder, its volumetric molar concentration is 5.5 × 10
-6mol/L, obtained rhodamine liquor;
(2) be dissolved in deionized water by solid CdTe, its volumetric molar concentration is 5.642 × 10
-6mol/L, obtained CdTe quantum solution;
(3) rhodamine liquor and CdTe quantum solution are fully mixed according to volume ratio 1:1, ultra-sonic oscillation 15min under 27 DEG C of conditions, gained solution system, i.e. described rhodamine-quantum dot new bio fluorescent probe.
Embodiment 2
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 1.5 × 10
-5mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
Embodiment 3
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 2.8211 × 10
-5mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
Embodiment 4
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 4.5 × 10
-5mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
Embodiment 5
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 6.0 × 10
-5mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
Embodiment 6
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 7.5 × 10
-5mol/L, volume is 750uL, and the volumetric molar concentration of CdTe quantum solution is 5.642 × 10
-6mol/L, volume is 750uL.
Comparative example
CdTe quantum solution, the concentration of described CdTe quantum solution is 5.642 × 10
-6mol/L.
Data test (one)
In this data test, solution described in embodiment 1,3,5 and comparative example, observes fluorescence spectrum by fluorescence spectrophotometer (wavelength 400nm), with reference to shown in accompanying drawing 3.With femtosecond laser (wavelength 800nm) as two-photon excitation light source, excitation light power 500mW, measure the fluorescence lifetime of CdTe quantum with time correlation list counter (determined wavelength 530nm), with reference to shown in accompanying drawing 4.Transferring efficiency of fluorescence resonance energy
according to following Equation for Calculating:
Following table 1 gives the energy transfer efficiency of the rhodamine-quantum dot new bio fluorescent probe prepared in embodiment 1-6.
Table 1
Known with reference to accompanying drawing 3: 530nm place is CdTe quantum emission peak, and 575nm place is rhodamine emission peak.Along with the increase of rhodamine liquor concentration, the emission peak light intensity of CdTe quantum at 530nm place reduces, and rhodamine enlarges markedly in 575nm place emission peak light intensity.Therefore, the energy of CdTe quantum is transferred to rhodamine by radiationless form, namely there occurs FRET (fluorescence resonance energy transfer).
Known with reference to accompanying drawing 4: in embodiment 1, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 2.82445ns; In embodiment 2, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 2.68625ns; In embodiment 3, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 2.36852ns; In embodiment 4, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 2.33226ns; In embodiment 5, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 2.28893ns; In embodiment 6, in rhodamine-quanta point biological fluorescent probe, the fluorescence lifetime of CdTe quantum is 1.73765ns; And in comparative example, when namely there is not fluorescence resonance energy acceptor rhodamine, the fluorescence lifetime of CdTe quantum is 2.9633ns.
As shown in Table 1: along with the increase of rhodamine concentration, the efficiency of FRET (fluorescence resonance energy transfer) also increases accordingly, under rhodamine concentration is 7.5 × 10-5mol/L, excitation light power 500mW condition, the rhodamine formed-quantum dot new bio fluorescent probe energy transfer efficiency is the highest, can reach 41.36%.
Table 2 gives the fluorescence lifetime of rhodamine in the rhodamine-quantum dot new bio fluorescent probe prepared in embodiment 1-6.
Table 2
| Embodiment | Embodiment 6 | Embodiment 5 | Embodiment 4 | Embodiment 3 | Embodiment 2 | Embodiment 1 |
| Fluorescence lifetime (ns) | 2.25348 | 2.19676 | 2.00472 | 1.95579 | 1.80996 | 1.7068 |
As shown in Table 2: along with the increase of rhodamine concentration, it increases gradually in 575nm (i.e. fluorescence peak) place fluorescence lifetime, with reference to accompanying drawing 4, and the CdTe quantum lost of life, show that energy trasfer is given rhodamine by quantum dot, namely there occurs FRET (fluorescence resonance energy transfer).
Found by research, in a certain amount of quantum dot solution, change rhodamine liquor concentration, corresponding change can be there is in the fluorescence lifetime of quantum dot, by comparing with the fluorescence lifetime of the equivalent quantum dot solution not adding rhodamine, the transferring efficiency of fluorescence resonance energy under different rhodamine concentration can be calculated, thus obtain the best rhodamine concentration preparing rhodamine-quantum dot new bio fluorescent probe.
Embodiment 7
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 7.5 × 10-5mol/L, and volume is 150uL, the volumetric molar concentration of CdTe quantum solution is 5.0 × 10-6mol/L, and volume is 100uL.Two kinds of solution are fully mixed according to volume ratio 1.5:1, ultra-sonic oscillation 10min under 20 DEG C of conditions, the solution system that obtains, i.e. described rhodamine-quantum dot new bio fluorescent probe.
Embodiment 8
A kind of rhodamine-quantum dot new bio fluorescent probe, it is the system by rhodamine liquor and CdTe quantum solution composition, and the volumetric molar concentration of rhodamine is 7.5 × 10-5mol/L, and volume is 150uL, the volumetric molar concentration of CdTe quantum solution is 6.0 × 10-6mol/L, and volume is 100uL.Two kinds of solution are fully mixed according to volume ratio 1.5:1, ultra-sonic oscillation 10min under 20 DEG C of conditions, the solution system that obtains, i.e. described rhodamine-quantum dot new bio fluorescent probe.
Data test (two)
In this data test, embodiment 7 prepares rhodamine-quantum dot new bio fluorescent probe, fluorescence spectrum is observed by fluorescence spectrophotometer (wavelength 400nm), curve is with reference to shown in accompanying drawing 5, known: the rhodamine-intensity of quantum dot photosensitizers at 525nm place is lower than the intensity of pure quantum dot, illustrate in this process, the energy of CdTe quantum gives rhodamine by radiationless form energy transfer transmission.
Claims (3)
1. rhodamine-quantum dot new bio fluorescent probe, is characterized in that being made up of the rhodamine aqueous solution and the quantum dot aqueous solution; Wherein, described rhodamine aqueous solution volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5mol/L; The volumetric molar concentration of the described quantum dot aqueous solution is 5.0 × 10
-6-6.0 × 10
-6mol/L; And the volume ratio of the rhodamine aqueous solution and the quantum dot aqueous solution is at (1-1.5): between 1;
Described rhodamine-quantum dot new bio fluorescent probe is prepared by the following method:
1) be dissolved in deionized water by rhodamine powder, obtained volumetric molar concentration is 5.5 × 10
-6-7.5 × 10
-5the rhodamine liquor of mol/L;
2) be dissolved in deionized water by solid quantum dot, obtained volumetric molar concentration is 5.0 × 10
-6-6.0 × 10
-6mol/L quantum dot solution;
3) by rhodamine liquor and quantum dot solution by volume (1-1.5): 1 fully mixes, ultra-sonic oscillation 10-15min under 20-27 DEG C of condition, obtains rhodamine-quanta point biological fluorescent probe.
2. rhodamine-quantum dot new bio fluorescent probe as claimed in claim 1, is characterized in that the described rhodamine aqueous solution selects rhodamine B or rhodamine 6G.
3. rhodamine-quantum dot new bio fluorescent probe as claimed in claim 1, is characterized in that the described quantum dot aqueous solution selects CdTe quantum or CdSe quantum dot.
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