CN105823768A - Detection chip based on surface enhanced raman scattering technique, preparation method and kit - Google Patents
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- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
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- G01N21/658—Raman scattering enhancement Raman, e.g. surface plasmons
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
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Abstract
The invention provides a detection chip based on a surface enhanced raman scattering technique. The detection chip comprises a nano-metal base, two or more signal molecules and two or more probe sequences, wherein the signal molecules are uniformly distributed on the nano-metal base and the probe sequences are used for detecting tumor markers and are fixed on the different signal molecules, respectively. The invention also provides a preparation method of the detection chip and a detection kit containing the detection chip. The detection chip and the detection kit provided by the invention can realize the one-step, simultaneous, sensitive and quantitative determination on various tumor markers by combining with stress sensing technique and by fixing different raman signal molecules in different microcells. The detection chip and the detection kit have huge application potentials.
Description
Technical field
The present invention relates to field of biological detection, be specifically related to a kind of detection chip based on surface enhanced raman spectroscopy technology, its preparation method and the test kit comprising described detection chip.
Background technology
Tumor markers microRNAs (miRNAs) along with tumor generation, grow, shift and therapeutic process, present different expressions.The detection quantitative, highly sensitive of miRNA may be used for diagnosing infantile tumour, improves the survival rate of patient, has very important significance in terms of the diagnosis and treatment of tumor.At present the quantitative detecting method of miRNAs is included Northernblotting, QT-PCR, fluorescence method, cDNA microarray, SERS method etc..
At present, two temperature hybrid method in SERS (surface enhanced raman spectroscopy) method detection miRNA can only one-time detection one miRNA, and step is more.Its process is as follows: connect in SERS substrate and the capturing probe of target determinand partial complementarity, is used for catching target determinand, then connects signal probe in determinand rest segment, to produce SERS signal.But, in SERS method detects, the SERS signal of target determinand miRNA own is the most weak, and when directly detecting, in spectrogram, Interference Peaks is the most, is difficult to obtain its structure and concentration information.The most existing method majority is by biochip reasonable in design, by concentration and the structural information of miRNA, being converted into intensity or the displacement information of signaling molecule, but above-mentioned detection method majority can only be used for detecting single miRNA, the research that two kinds and above mark detect simultaneously has no report.
Cancer is the disease of a kind of complexity, and same mark possibly be present in different tumor, and also can comprise multiple markers in a kind of tumor, and a kind of mark only detects development and the therapeutic state being difficult to reflection tumor.Therefore, the joint-detection of multiple markers, the accuracy of diagnosing tumor can be greatly improved, cancer is early examined significant.
Summary of the invention
Cannot the defect of kinds of tumors label joint-detection for overcoming in prior art, it is an object of the invention to provide a kind of detection chip based on surface enhanced raman spectroscopy (SERS) technology, can detect multiple label simultaneously, and accuracy, sensitivity are more excellent.
It is a further object of the present invention to provide the preparation method of described detection chip and comprise the detection kit of described detection chip.
The detection chip based on surface enhanced raman spectroscopy technology that the present invention provides, including consisting of:
Nano metal substrate；
Two or more signaling molecule, is uniformly distributed in described nano metal substrate；And
Two or more the probe sequence for detecting tumor markers, is individually fixed on different described signaling molecules.
In the detection chip of the present invention, nano metal substrate is selected to have more preferable susceptiveness, described nano metal substrate can be selected for the nanometer substrate that detection chip field is common, it is possible to immediately prepares according to existing method, includes but not limited to the substrate of nanometer silver, nanometer gold or Nanometer Copper；It is preferably at the bottom of nano silver-group.
In the detection chip of the present invention, the selection of described signaling molecule need to meet: 1) surface enhanced raman spectroscopy characteristic peak can be distinguished the most mutually；2) can be printed in nano metal substrate and possess active group and be connected with probe sequence.Described signaling molecule include but not limited to mercaptobenzoic acid, 5,5'-dithio double (succinimido-2-nitrobenzoic acid), p-Mercaptoaniline, to mercaptophenyl boronic acid, 2-nitro-5-mercaptobenzoic acid or 2-amino-Ismipur.
In the detection chip of the present invention, including bridge linkage group between described probe sequence and described signaling molecule, bridge linkage group can increase the motility being fixed on suprabasil probe sequence, thus does not affect the combination of itself and target miRNA.Described bridge linkage group can be the straight chain saturated alkyl of carbon number less than 20；Preferably carbon number is the straight chain saturated alkyl of 3～6.
The detection chip of the present invention preferably includes consisting of:
At the bottom of nano silver-group；
Two kinds of signaling molecules are to mercaptobenzoic acid and 5, and 5'-dithio is double (succinimido-2-nitrobenzoic acid), is uniformly distributed at the bottom of described nano silver-group；And
Two kinds, for detecting the probe sequence of tumor markers, are individually fixed on the two signaling molecule.
The detection chip preparation method that the present invention provides, comprises the following steps:
S1: prepare nano metal substrate；
S2: the signaling molecule using microcontact printing techniques to print two or more in described nano metal substrate respectively makes it be uniformly distributed in described nano metal substrate；
S3: make combining respectively for detecting the probe sequence of tumor markers of two or more from different described signaling molecules.
In step S2, microcontact printing techniques can use existing Technology or simple variant, and printing unlike signal molecule not order limits, it is preferable that can first print the signaling molecule that the speed of growth is slower.
Further, described step S3 includes:
S31: modify described probe sequence and make it contain the active group being combined with described signaling molecule；
S32: the probe sequence of step S31 gained is reacted so that described probe sequence is combined with described signaling molecule from different described signaling molecules respectively by described active group.
Further, described step S31 also includes that modifying described probe sequence makes between described probe sequence and described active group containing bridge linkage group.
In step S32; the signaling molecule that generally can first make reactivity higher is combined with probe; after completion of the reaction reaction site is closed; carry out the reaction of other signaling molecules the most again; if desired; may be used without blocking group unaffected to ensure unreacted signaling molecule, and then ensure the specific binding of unlike signal molecule and different probe sequence.
In step S32, when the active group reactivity on signaling molecule is less, it is possible to use activator improves reactivity.The kind of activator can use the frequent species in organic reaction field according to the active group of signaling molecule.
Present invention also offers a kind of test kit for detecting tumor markers, it comprises the detection chip based on surface enhanced raman spectroscopy technology described in above any one of technical scheme.
The detection chip of the present invention is in nano metal substrate, utilize microcontact printing techniques, construct different function microcells, printing SERS characteristic peak distinguishes obvious unlike signal molecule, then the detection probe sequence corresponding to unlike signal thing is separately fixed on the signaling molecule of correspondence, interacted by the specificity between target determinand miRNA and probe sequence again and detect target miRNA, target miRNA can produce impact to certain (a bit) Raman peaks displacement of signaling molecule before and after being combined with probe specificity, the size analyzing Raman peaks displacement i.e. can get the concentration information of miRNA.
The detection chip of the present invention has the advantage that
(1) select susceptiveness higher nano metal substrate and different types of signaling molecule, distinguished by the peak position of the characteristic peak of signaling molecule, Diagnostic Value of Several Serum Tumor Markers can be detected, it is achieved that joint-detection simultaneously, improve detection efficiency.
(2) microcontact printing techniques is used, unlike signal molecule even print can be made to nano metal substrate to form different function microcells, detection probe and the chemical bonding of signaling molecule, will not interact, thus sensitivity and the accuracy of detection can be improved, and, being uniformly distributed of signaling molecule can also ensure that the concentration information of miRNA is converted into stable, the more preferable SERS signal of repeatability, so that detection process has good repeatability.
(3) utilizing and receive stress sensing, the concentration information of miRNA is converted into the characteristic peak displacement of signaling molecule, such that it is able to detect the absolute concentration of miRNA by it, detection accuracy is higher.
(4) preparation process step is few, it is to avoid too much interference factor, thus further ensures the accuracy of testing result.
The detection chip of the present invention and detection kit by the fixing different Raman signal molecules of different microcells, combine receive the realization of stress sensing technology to a step of multiple markers, simultaneously, sensitive, detection by quantitative, there is huge application potential.
Accompanying drawing explanation
Fig. 1 is the preparation process schematic diagram (two kinds of signaling molecules) of detection chip described in the embodiment of the present invention；
Fig. 2 A is the SERS spectrogram of signaling molecule during the embodiment of the present invention detects；Fig. 2 B is the signaling molecule enlarged drawing to mercaptobenzoic acid (MBA) characteristic peak；Fig. 2 C is the enlarged drawing of double (succinimido-2-nitrobenzoic acid) (DSNB) characteristic peak of signaling molecule 5,5 '-dithio；Fig. 2 D is the Raman signal peak of C-S key；Wherein: curve a represents that the SERS after printing signal molecule MBA schemes, curve b represents the SERS figure on SERS substrate blank space connects after the second signaling molecule DSNB, and curve c represents the SERS figure after connecting upper probe, and curve d represents SERS figure after detection miRNA；
Fig. 3 A, 3B are respectively the relation standard deviation of 5 test acquired results (errorbar be) of the concentration of two kinds of miRNA of the embodiment of the present invention and unlike signal molecule peak shift；
Fig. 4 is the SERS spectrogram after 2-amino-Ismipur is printed at the bottom of nano silver-group in the embodiment of the present invention.
Detailed description of the invention
Experimental technique used in following embodiment if no special instructions, is conventional method.
Material used in following embodiment, reagent etc., if no special instructions, the most commercially obtain.
Embodiment
As it is shown in figure 1, as a example by the detection of two kinds of marks, first there is with surface polydimethylsiloxane (PDMS) seal printing signal molecule MBA in silver island substrate of micro array structure.Signaling molecule DSNB on other region growings again, forms the function of surface domain structure that multi-signal molecule is uniform, spaced apart；Controlling reaction condition makes probe 1 and probe 2 the most specific binding with signaling molecule 1 and signaling molecule 2；Finally, probe 1 and probe 2 respectively with target determinand specific hybrid, the structure of the signaling molecule of bottom is impacted, thus produces peak shift.Detailed process is as follows:
1. prepared by the substrate of silver island
1×1cm2Silicon chip/sheet glass respectively ultrasonic 10min in ethanol and acetone, dry up and be placed on piranha washing liquid (H2SO4/H2O2=3:1, v/v) in, it is heated to 95 DEG C and cleans 40min.After the thorough cleaning silicon chip/sheet glass of ultra-pure water, dry up, be placed in (2%) in the toluene solution of (3-mercapto propyl group) trimethoxy silane and modify 8h.Respectively with toluene, acetone and ethanol, stand-by after silicon chip/sheet glass is cleaned up.
Weigh the silver nitrate of 440mg, be placed in the beaker of 80mL, add 50mL water, stir.Limit is quickly stirred limit and is slowly added to 135 μ LNaOH (10%) generation celadon precipitations in silver nitrate solution.2mL10% ammonia spirit it is added dropwise over, until precipitation disappears in beaker.Solution is placed in ice-water bath cooling.Solution after cooling adds 300 μ L glutaraldehyde solution (25%), after reaction 10s, is placed in 90 DEG C of water-baths, and by the adherent placement of silicon chip/sheet glass modified in the solution.Reaction 4min, Nano silver grain grows on silicon chip/sheet glass, forms silver island substrate.Take out silver island immediately, be placed in the ethylene glycol pre-cooled, terminate growth.Ultrasonic 20s removes the Nano silver grain of non-specific attachment, stand-by.
2. prepared by seal
The Si microarray template of 7 μ m 7 μm arrangements, respectively with ethanol and acetone ultrasonic cleaning 10min, dries up and is placed in piranha washing liquid, is heated to 95 DEG C and cleans 40min, cleans up with ultra-pure water, and dry up.Template is placed in the steam of 20 μ L perfluor silane, modifies 15min, and be fixed on disposable cuvette opening part (in microarray faces).Disposable cuvette bottom opening is stand-by.Polydimethylsiloxane and firming agent are stirred in the ratio of 10:1, stands after bubble collapse, be slowly injected into bottom disposable cuvette.Cuvette is placed in 60 DEG C of baking ovens, and solidification 2h i.e. obtains seal.
3. surface micro-nano structure is constructed
On seal surface, drip the ethanol solution of 20 μ LMBA, stand 1min and dry up.Seal contacts 1min with silver island, makes the MBA on seal grow on silver island.Zai Jiangyin island is placed in the acetonitrile solution of 5mMDSNB, and reaction 4h Shi Yin island does not grows the upper DSNB of white space growth of MBA, obtains two kinds of signaling molecule microcell equally distributed modification silver islands.
4. probe modification
The silver-colored island that signaling molecule is modified is placed in the probe 1 of aminated modification of 10 μMs, and (sequence is SEQIDNO:1, molecular structure is shown in Table 1, BIONEER company) (3 × SSC (sodium citrate buffer solution) in solution, pH7.4, containing 0.04% sodium lauryl sulphate), react 4h under room temperature, make probe 1 be combined with DSNB and be fixed in substrate.Substrate is transferred in butylamine (3 × SSC, the pH7.4) solution of 100 μMs, continue reaction 40min under room temperature, close unreacted DSNB site.Silver island is transferred in the phosphate buffer containing NHS (10mM) and EDC (50mM) (pH6.8,10mM), reacts 1h, the carboxyl of activation MBA end.With 2 × SSC (pH7.4, containing 0.1% sodium lauryl sulphate) clean after, (sequence is SEQIDNO:2 to transfer to the probe 2 of the aminated modification containing 10 μMs, molecular structure is shown in Table 1, BIONEER company) solution in (3 × SSC, pH7.4, pH7.4, containing 0.04% sodium lauryl sulphate), make probe 2 be combined with MBA and be fixed in substrate.Measure the SERS spectrogram of substrate, the signaling molecule displacement before being detected.
5.miRNA detects
The substrate of probe modification is respectively placed in containing 10-6-10-18M, and without in 5 × SSC solution of miRNA (pH7.4, containing 0.01% sodium lauryl sulphate), be placed in 42 DEG C of hybridization 16h, measure the SERS spectrogram of substrate, signaling molecule displacement after being detected.
6. interpretation of result
In substrate, Fig. 2 A-2D is shown in the spectrogram change of signaling molecule.First, utilize microcontact printing techniques, signaling molecule MBA in printing, detects SERS spectrogram, finds at 1068cm-1And 1581cm-1There is the characteristic peak of MBA at place；In growth after the second signaling molecule DSNB, at 1334cm-1Place detects the characteristic peak of DSNB；After signaling molecule connects upper probe molecule, the characteristic peak of MBA and DSNB all there occurs red shift；After specific binding with two kinds of miRNA, there is red shift in the characteristic peak of MBA and DSNB again, and displacement is relevant to the concentration of miRNA.Thus two kinds of miRNA can be carried out detection by quantitative simultaneously.
Fig. 3 A, 3B are the relations of miRNA concentration and signaling molecule peak shift.The concentration of miRNA1 (SEQIDNO:3, sequence is shown in Table 1, BIONEER company) is reacted by the displacement of signaling molecule MBA characteristic peak, and detectable limit can reach 10-16mol/L；The concentration of miRNA2 (SEQIDNO:4, sequence is shown in Table 1, BIONEER company) is reacted by the displacement of signaling molecule DSNB characteristic peak, and detectable limit can be 10-16mol/L。
The miRNA used in table 1 embodiment and correspondent probe sequence thereof
7. three kinds of signaling molecules
On aforementioned base, three kinds of signaling molecules, such as MBA, DSNB and 2-amino-Ismipur (structural formula is as follows) can be increased to.
As shown in Figure 4,2-amino-Ismipur be printed at the bottom of nano silver-group after Raman spectrogram in, its characteristic peak is at 1300cm-1Place, understands in conjunction with Fig. 2 A-2D: the characteristic peak of 2-amino-Ismipur and the characteristic peak of MBA, DSNB can substantially distinguish, and thus can prepare the detection chip simultaneously detecting three kinds of tumor markerses.
Unless limited otherwise, term used herein is the implication that those skilled in the art are generally understood that.
Embodiment described in the invention is merely for exemplary purpose; and be not used to limit the scope of the invention, those skilled in the art can be made within the scope of the invention various other replacement, changes and improvements, thus; the invention is not restricted to above-mentioned embodiment, and be only defined by the claims.
Claims (10)
1. a detection chip based on surface enhanced raman spectroscopy technology, including consisting of:
Nano metal substrate；
Two or more signaling molecule, is uniformly distributed in described nano metal substrate；And
Two or more the probe sequence for detecting tumor markers, is individually fixed on different described signaling molecules.
Detection chip the most according to claim 1, it is characterised in that described nano metal substrate is selected from nanometer silver, nanometer gold or the substrate of Nanometer Copper.
Detection chip the most according to claim 1, it is characterized in that, described signaling molecule selected to mercaptobenzoic acid, 5,5'-dithio double (succinimido-2-nitrobenzoic acid), p-Mercaptoaniline, to mercaptophenyl boronic acid, 2-nitro-5-mercaptobenzoic acid or 2-amino-Ismipur.
4. according to the detection chip described in any one of claim 1-3, it is characterised in that include bridge linkage group between described probe sequence and described signaling molecule；Described bridge linkage group be carbon number be the straight chain saturated alkyl of 3～6.
5. according to the detection chip described in any one of claim 1-4, it is characterised in that described detection chip, including consisting of:
At the bottom of nano silver-group；
Two kinds of signaling molecules are to mercaptobenzoic acid and 5, and 5'-dithio is double (succinimido-2-nitrobenzoic acid), is uniformly distributed at the bottom of described nano silver-group；And
Two kinds, for detecting the probe sequence of tumor markers, are individually fixed on the two signaling molecule.
6. the preparation method of detection chip described in any one of claim 1-5, comprises the following steps:
S1: prepare nano metal substrate；
S2: the signaling molecule using microcontact printing techniques to print two or more in described nano metal substrate respectively makes it be uniformly distributed in described nano metal substrate；
S3: make combining respectively for detecting the probe sequence of tumor markers of two or more from different described signaling molecules.
Preparation method the most according to claim 6, it is characterised in that described step S3 includes:
S31: modify described probe sequence and make it contain the active group being combined with described signaling molecule；
S32: the probe sequence of step S31 gained is reacted so that described probe sequence is combined with described signaling molecule from different described signaling molecules respectively by described active group.
Preparation method the most according to claim 7, it is characterised in that described step S31 also includes that modifying described probe sequence makes between described probe sequence and described active group containing bridge linkage group.
Preparation method the most according to claim 7, it is characterised in that described step S32 is reacted in the presence of an activator.
10., for detecting a test kit for tumor markers, it comprises the detection chip based on surface enhanced raman spectroscopy technology described in any one of claim 1-5.
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| CN107460462B (en) * | 2017-08-17 | 2019-03-19 | 西安工业大学 | The preparation method of silver nano-grain compacted zone on silicon wafer |
| CN108845130B (en) * | 2018-06-21 | 2021-06-01 | 天津大学 | Tumor marker miRNA detection probe and detection chip |
| CN108845130A (en) * | 2018-06-21 | 2018-11-20 | 天津大学 | Tumor markers miRNA detection probe and detection chip |
| CN109337982A (en) * | 2018-11-29 | 2019-02-15 | 天津大学 | A kind of tumor markers Circulating tumor DNA detection chip and kit |
| CN109781697A (en) * | 2018-12-27 | 2019-05-21 | 西安交通大学 | A kind of application of flexibility SERS substrate and preparation method thereof and the detection of hydrogen peroxide SERS spectra |
| CN109781697B (en) * | 2018-12-27 | 2021-03-02 | 西安交通大学 | Flexible SERS substrate, preparation method thereof and application of hydrogen peroxide SERS spectrum detection |
| CN110646399B (en) * | 2019-09-29 | 2021-08-13 | 吉林大学 | SERS-based high-throughput protein detection chip |
| CN110646399A (en) * | 2019-09-29 | 2020-01-03 | 吉林大学 | SERS-based high-throughput protein detection chip |
| CN115518701A (en) * | 2022-09-30 | 2022-12-27 | 天津医科大学 | Preparation and detection method of gold nanoflower microarray chip for miRNA detection |
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| WO2017186056A1 (en) | 2017-11-02 |
| CN105823768B (en) | 2020-03-27 |
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