CN103923017B - The basis set propylhomoserin of double; two dansyls and application thereof - Google Patents

The basis set propylhomoserin of double; two dansyls and application thereof Download PDF

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CN103923017B
CN103923017B CN201410095410.9A CN201410095410A CN103923017B CN 103923017 B CN103923017 B CN 103923017B CN 201410095410 A CN201410095410 A CN 201410095410A CN 103923017 B CN103923017 B CN 103923017B
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double
dansyl
basis set
concentration
iron ion
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CN103923017A (en
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马立军
邓乐芳
赵美丽
李煦田
唐健
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South China Normal University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • 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
    • 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
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • 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
    • 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
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N2021/6432—Quenching

Abstract

The invention discloses the double; two basis set propylhomoserin of dansyl of a kind of new compound with and its preparation method and application, its chemical formula is such as shown in formula I:, can as the fluorescent probe of iron ion detection；The invention also discloses the method that after double; two basis set propylhomoserin identification iron ion of dansyl, fluorescence recovers again；The basis set propylhomoserin good water solubility of double; two dansyls, is easily made into aqueous solution and fluorescent stabilization, can detect iron concentration in aqueous easily；The basis set propylhomoserin of double; two dansyls is a kind of highly sensitive iron ion fluorescent probe, and the detection limit of iron ion is reached 2.0 × 10-7Mol/L, is that iron ion all has in 2.50-10.35 recognition reaction at pH, and common metal ion is without influence on double; two dansyls basis set propylhomoserin specific recognition to iron ion；The basis set propylhomoserin of double; two dansyls, as iron ion fluorescent probe in acid condition, has applied range, and identity is strong, and the feature that accuracy is good is suitable to popularization and application.

Description

The basis set propylhomoserin of double; two dansyls and application thereof
Technical field
The present invention relates to the double; two basis set propylhomoserin of dansyl of a kind of new compound and application thereof.
Background technology
Ferrum is the transition metals that in biosystem, content extremely enriches, and is also the necessary element in biosystem, plays the part of extremely important effect in the metabolism of organism.In organism, ferric ion has the function of transport haemachrome, is again the cofactor of many enzyme reactions simultaneously, and the disappearance of biological body weight ferrum can cause anemia, liver kidney damage, diabetes and the diseases such as exhaustion of begining doing business.The detection method of iron ion generally comprises atomic absorption spectrum, plasma emission spectroscopy, electrochemical method, colorimetry, chromatography of gases, biological and nano-sensor means.These method of testings have a common drawback to be in that to need the experimental apparatus at complicated and diversified preparation of samples and tip, cause analysis cost high, and are difficult to accomplish real-time detection.Another is fluorescence probe method identification metal ion, and in fluorescent probe, multiplex conjugation aromatic rings is fluorescence radiation group, and the water solublity being easily caused probe is not good, is difficult to detect metal ion in aqueous.
Summary of the invention
It is an object of the present invention to provide a kind of new compound, the double; two basis set propylhomoserin of dansyl of called after.
Further object is that the application providing double; two basis set propylhomoserin of dansyl as iron ion fluorescent ion probe.
A kind of iron ion detection method based on the basis set propylhomoserin of double; two dansyls of offer is provided.
The technical solution used in the present invention is:
The basis set propylhomoserin of double; two dansyls, its chemical formula is such as shown in formula I:
。
The preparation method of the basis set propylhomoserin of double; two dansyls, synthesizes with dansyl Cl and histidine for raw material.
Further, the preparation method of the basis set propylhomoserin of double; two dansyls, its concrete synthesis step is:
1) dissolve histidine with sodium bicarbonate solution, and be first placed in cryosel bath；
2) being dissolved in acetonitrile by dansyl Cl, join in the above-mentioned solution containing histidine, dropping limit, limit is stirred, and after completion of dropwise addition, continues stirring reaction 30min in cryosel is bathed, is subsequently placed in 18～25 DEG C down to reacting completely；
3) decompression is distilled off acetonitrile; use washed with diethylether 2～3 times again; collect water layer; regulate its pH value to 4.3～4.7; extract by ethyl acetate again, collect ethyl acetate layer, and be evaporated with distillation under vacuum and obtain crude product; again with ether and dichloromethane recrystallization, double; two basis set propylhomoserin of dansyl can be obtained.
Further, above-mentioned step poly-2) in the amount of substance ratio of dansyl Cl and histidine for 1:(5～7).
The application in iron ion detects of double; two dansyls basis set propylhomoserin.
The detection method of a kind of iron concentration, comprises the following steps:
1) standard curve is made: the ferric ion solutions of normal concentration joined in the double; two dansyl base histidine solution described in claim 1, the change in fluorescence amount of record ferric ion solutions addition and double; two dansyl base histidine solution；
2) liquid to be measured is added in double; two dansyl base histidine solution, the change in fluorescence amount of the double; two dansyl base histidine solution of record；
3) calculating obtains the concentration of iron ion in liquid to be measured.
A kind of detection method of iron concentration; including in double; two dansyl base histidine solution that liquid to be measured is gradually added concentration known; until the fluorescent quenching amount of double; two dansyl base histidine solution reaches maximum; addition according to liquid to be measured and the concentration of double; two dansyl base histidine solution, calculate the concentration of iron ion in liquid to be measured.
Further, the pH value of the double; two dansyl base histidine solution in above-mentioned iron concentration detection method is 2.5～10.35.
Further, the pH value of the double; two dansyl base histidine solution in above-mentioned iron concentration detection method is 4.5～5.5.
The invention has the beneficial effects as follows:
1) the basis set propylhomoserin good water solubility of double; two dansyls of the present invention, can be configured to aqueous solution easily, and can detect ferric ion concentration in aqueous easily, is a kind of sensitive fluorescent probe identifying ferric ion.
2) in the present invention, when utilizing double; two dansyl basis set propylhomoserin that ferric ion is detected, the pH scope 2.5～10.35 of solution still can demonstrate the recognition reaction of this probe, and applied range, accuracy are high.
3) ferric ion is shown a kind of fluorescence response signal by the basis set propylhomoserin of double; two dansyls of the present invention: when excitation wavelength is 330nm, along with the increase of ferric ion concentration, the fluorescence spectrum of the basis set propylhomoserin of double; two dansyls shows strong fluorescent quenching.
4) advantages such as the present invention adopts the method that fluorescent probe directly detects the iron ion in aqueous solution, and has strong operability, highly sensitive, and selectivity is good.
Accompanying drawing explanation
The ion mass spectrum test result of the double; two basis set propylhomoserin of dansyl of Fig. 1；
The nuclear-magnetism test test result of the double; two basis set propylhomoserin of dansyl of Fig. 2；
Fig. 3 is that under different pH value, (concentration is 2.0 × 10 to the basis set propylhomoserin of double; two dansyls-6Mol/L) same amount of Fe is added3+The change curve (excitation wavelength is 330nm) of the fluorescence intensity difference of front and back；
Fig. 4 is that (concentration is 2.0 × 10 for double; two dansyl base histidine solution of pH5.0-6Mol/L) variable concentrations Fe is added in3+Time change in fluorescence figure；
Fig. 5 is containing iron ion (right figure) with without the 2.0 × 10 of iron ion (left figure)-6The double; two dansyl base histidine solution fluorescence phenomenon under 365nm ultraviolet light of mol/L；
Fig. 6 is pH value is 5.0, and concentration is 2.0 × 10-6Respectively containing 0.0,2.0,3.0,5.0,10.0(× 10 in double; two dansyl base histidine solution of mol/L-7Mol/L) fluorescence intensity change situation during iron ion, wherein I0Being fluorescence intensity level during 0.0 μM of iron ion, I represents fluorescence intensity level when variable concentrations iron ion exists；
Fig. 7 is pH when being 5.0, and (concentration is 2.0 × 10 to double; two dansyl base histidine solution-6Mol/L) 8.0 × 10 are dripped respectively in-5The Ca of mol/L2+、Cu2+、Fe2+、Hg2+、K+、Mg2+、Pb2+、Zn2+、Ba2+、Co2+、Cd2+、Na+After common metal ion, it is in the fluorescent emission intensity (excitation wavelength is 330nm) of 501nm；
Fig. 8 is pH when being 5.0, double; two dansyls base histidine solution (0), containing the basis set propylhomoserin of double; two dansyls and Fe3+Solution (1) and the basis set propylhomoserin of double; two dansyl and Fe3+Respectively again containing Hg in solution2+(2), Pb2+(3), Ba2+(4), K+(5), Mn2+(6), Ca2+(7), Zn2+(8), Ni2+(9), Fe2+(10), Cu2+(11), Na+(12), Mg2+(13), Cd2+(14), Co2+(15) fluorescent emission intensity (excitation wavelength is 330nm)；
Fig. 9 is double; two dansyl base histidine concentrations is 2.0 × 10-6Mol/L identifies that iron concentration is 2.0 × 10-5After mol/L, adding sodium phosphate concentration is 1.0 × 10-4The fluorescence of mol/L recovers figure (excitation wavelength is 330nm)；A represents the fluorescence spectrum of double; two dansyl base histidine solution, and b represents and adds FeCl in a3Fluorescence spectrum after solution, c represents and adds the fluorescence spectrum that sodium phosphate is later in b.
Detailed description of the invention
Below in conjunction with being embodied as down, the present invention is further illustrated, but is not limited thereto.
Embodiment 1: the synthesis of the basis set propylhomoserin of double; two dansyls
The synthetic route of the basis set propylhomoserin of double; two dansyls is as follows:
1) in round-bottomed flask add 0.1245g histidine (0.65mmol), take the sodium bicarbonate solution 15.0ml that concentration is 0.10mol/L and dissolved, and be first placed in cryosel bath in cool down 10min；
2) 0.035g dansyl Cl (0.13mmol) is dissolved in 5.0mL acetonitrile, and with separatory funnel by red sulfonic acid acetonitrile solution dropwise join in above-mentioned histidine solution, dropping limit, limit agitating solution.Reaction system continues stirring reaction 30min in cryosel is bathed, and then withdraws from cryosel bath, at room temperature continues reaction 3 hours, in course of reaction, uses thin layer chromatography (ThinLayerChromato-graphy is called for short TLC) to monitor reaction process, until having reacted；
3) method of reactant mixture decompression distillation is distilled out acetonitrile, in remaining liq, then add 20.0mL ether wash respectively 3 times, to remove unreacted dansyl Cl.Then dripping hydrochloric acid in water layer solution adjusts pH value to about 4.5, then adds ethyl acetate in solution and repeatedly extract, and collects ethyl acetate layer, and is evaporated with distillation under vacuum and obtains crude product, then with ether and dichloromethane recrystallization.Obtaining product 23.1mg, productivity is 57.18%.
The Mass Spectrometer Method result of the basis set propylhomoserin of double; two dansyls: ESI-MSm/z is 620.64, as it is shown in figure 1, the basis set propylhomoserin (C of double; two dansyl30H30N5O6S2) relative molecular mass be 621.73, the two matches substantially.
The basis set propylhomoserin of double; two dansyls is tested through nuclear-magnetism, its1HNMR composes (400MHz, CDCl3) in chemical shift and corresponding proton type affiliation be: 8.66-8.68 (d, 1H), 8.51-8.53 (d, 1H), 8.16-8.26 (d, 3H), 8.01-8.07 (d, 1H), 7.97 (s, 1H), 7.52-7.61 (m, 3H), 7.44-7.47 (t, 1H), 7.18-7.21 (t, 2H), 6.87 (s, 1H), 4.08-4.14 (m, 1H ,-CH2-), 3.97-3.98 (s, 1H ,-CH-), 2.87 (m, 13H ,-CH3), as shown in Figure 2.(wherein, s represents unimodal, and d represents double peak, and t represents triplet, and m represents multiplet, the number of the digitized representation Hydrogen Proton before " H ").
Embodiment 2: iron concentration detection method
(1) pH value impact on the basis set propylhomoserin identification iron ion of double; two dansyls
Being added by basis set for double; two dansyls propylhomoserin in the aqueous solution of different pH value, configuration pH value is different but concentration is 2.0 × 10-6Double; two dansyl base histidine solution of mol/L, record fluorescence intensity level respectively, then are separately added into the FeCl of equivalent wherein3Solution so that Fe3+It is 2.0 × 10-5Mol/L, calculates and adds Fe3+The difference (excitation wavelength is 330nm, and transmitting wavelength is 501nm) of rear fluorescence intensity, and draw a diagram, as it is shown on figure 3, Fig. 3 is double; two basis set propylhomoserin of dansyl adds Fe at pH value in 2.5 to 10.35 scopes3+The changing value of front and back fluorescence intensity, wherein I0Represent without Fe3+Double; two dansyl basis set propylhomoserin fluorescence intensity levels under excitation wave (330nm) when existing, I represents Fe3+The fluorescence intensity level of double; two dansyl basis set propylhomoserins when existing.
As can be seen from Figure 3 when pH value is 4.5～5.5, the fluorescence intensity level of double; two dansyl base histidine solution changes greatly; therefore selecting pH value is 4.5～5.5 as the experimental situation of double; two basis set propylhomoserins of dansyl and iron ion interaction spectral detection, and preferable ph 5.0.
(2) sensitivity experiment
Being 5.0 to pH value, concentration is 2.0 × 10-6The basis set propylhomoserin aqueous solution of double; two dansyls of mol/L adds iron ion so that the concentration of iron ion is followed successively by 2.0,4.0,6.0,8.0,10.0,14.0; 16.0,18.0,20.0,24.0,28.0,32.0,36.0; 40.0,44.0,50.0,56.0,62.0,68.0,80.0(× 10-6Mol/L); and to detect them respectively in excitation wavelength be the fluorescence intensity under 330nm; draw fluorescence spectrum figure; the fluorescence spectrum figure obtained is as shown in Figure 4; it can be seen that; along with the iron concentration added is more high, the fluorescence emission peak of the basis set propylhomoserin of double; two dansyls weakens (as shown by arrows in FIG.) gradually.When the concentration adding iron ion is 80 × 10-6During mol/L, fluorescence can reach maximum quencher, is about 95.2%, figure 4, it is seen that iron ion is demonstrated by significantly high sensitivity by the basis set propylhomoserin of double; two dansyl.
By pH value be 5.0, concentration be 2.0 × 10-6The double; two dansyl base histidine solution of mol/L adds FeCl3, making iron concentration is 80 μMs, under the irradiation under ultraviolet ray of 365nm observe fluorescence phenomenon, and with without the 2.0 × 10 of iron ion-6The double; two dansyl base histidine solution of mol/L compares, as it is shown in figure 5, the solution that a left side is non-iron-ion, right for there being the solution of iron ion, after as can be seen from Figure 5 adding iron ion, the fluorescence intensity of double; two dansyl base histidine solution substantially weakens.
Being 5.0 to pH value, concentration is 2.0 × 10-6The basis set propylhomoserin aqueous solution of double; two dansyls of mol/L adds iron ion so that the concentration of iron ion is followed successively by 0.0,2.0,3.0,5.0,10.0(× 10-7Mol/L), record adds fluorescence intensity level before and after iron ion, calculates and adds Fe3+The difference (excitation wavelength is 330nm, and transmitting wavelength is 501nm) of rear fluorescence intensity, and draw Fig. 6, wherein I0The intensity level of the fluorescence emission peak of double; two dansyl basis set propylhomoserins when representation metal ion concentration is 0.0 μM, I represents the intensity level of the fluorescence emission peak of double; two dansyl basis set propylhomoserins when the metal ion of variable concentrations exists.From fig. 6 it can be seen that ought be 2.0 × 10 to iron ion in double; two dansyl base histidine solution-7During mol/L, iron ion is demonstrated by significantly high sensitivity by the fluorescence intensity quencher substantially basis set propylhomoserin of double; two dansyls, and detection limit is about 2.0 × 10-7mol/L。
In sum, the detection of iron ion is had significantly high sensitivity by double; two dansyl base histidine solution.
(3) detection of iron concentration:
1) standard curve is made: the ferric ion solutions of normal concentration joined in double; two dansyl base histidine solution (operational approach is with the related experiment in sensitivity technique); record ferric ion solutions addition and the change in fluorescence amount of double; two dansyl base histidine solution, make standard curve；
2) again the solution to be measured containing iron ion is joined in double; two dansyl base histidine solution, record the change in fluorescence amount of this solution；
3) iron concentration in solution to be measured is calculated according to standard curve.
(4) selectivity experiment
Repeating above-mentioned iron ion fluoremetry experiment, 14 kinds of common heavy metal ions are carried out fluorometric investigation in similar fashion, take double; two dansyl basis set propylhomoserin fluorescence emission peaks when variable concentrations heavy metal ion exists and map at 501nm place peak value, result is as shown in Figure 7.
As shown in Figure 7, except Hg2+There is slight quencher Cd2+、Cu2+, etc. the fluorescent emission character of the double; two basis set propylhomoserin of dansyl of 13 heavy metal species ion pairs there is no any impact, only Fe3+Double; two basis set propylhomoserin of dansyl can be made to show strong fluorescent quenching effect, and iron ion is shown very high Selective recognition effect by the basis set propylhomoserin of double; two dansyls.
(5) interference--free experiments during double; two dansyl histidine fluorescent probe identification iron ion
The fluorescence identifying of iron ion is little affected by the impact of metal ion by double; two dansyl histidine, for following experiments: pH be 5.0 containing double; two dansyl histidine 2.0 × 10-6In the aqueous solution of mol/L, it is separately added into 2.0 × 10-5The iron ion of mol/L, and it is simultaneously added dropwise 2.0 × 10-5The iron ion of mol/L and 8.0 × 10-5Other 14 kinds of common ion (Hg of mol/L2+,Pb2+,Ba2+,K+,Mn2+,Ca2+,Zn2+,Ni2+,Fe2+,Cu2+,Na+,Mg2+,Cd2+,Co2+), adopting 330nm as excitation wavelength, measure the fluorescence spectrum of double; two dansyl histidine solution, it is mapped at the intensity correspondence different metal ion of 501nm place fluorescence emission peak, result is as shown in Figure 8.It can be seen that iron ion is shown very high selection recognition reaction by double; two dansyl histidine, other ions exist can't affect double; two dansyl histidine identification ability to iron ion.
The fluorescence intensity level of double; two dansyl histidine solution when 0 in fig. 8 is be not added with metal ion, 1 is the fluorescence intensity after adding iron ion in double; two dansyl histidine solution, and 2 for adding Fe3+And Hg2+, 3 for adding Fe3+And Pb2+, 4 for adding Fe3+And Ba2+, 5 for adding Fe3+And K+, 6 for adding Fe3+And Mn2+, 7 for adding Fe3+And Ca2+, 8 for adding Fe3+And Zn2+, 9 for adding Fe3+And Ni2+, 10 for adding Fe3+And Fe2+, 11 for adding Fe3+And Cu2+, 12 for adding Fe3+And Na+, 13 for adding Fe3+And Mg2+, 14 for adding Fe3+And Cd2+, 15 for adding Fe3+And Co2+The fluorescence intensity level of double; two dansyl histidine solution, wherein double; two dansyl histidine concentrations are 2.0 × 10-6Mol/L, Fe3+Concentration is 2.0 × 10-5Mol/L, other concentration of metal ions are 8.0 × 10-5mol/L。
Embodiment 3: the fluorescence of the basis set propylhomoserin of double; two dansyls recovers
Through constantly Experimental Research, it has been found that the basis set propylhomoserin of double; two dansyls and Fe3+Adding a certain amount of sodium phosphate in system after effect, the fluorescence intensity of the basis set propylhomoserin of double; two dansyls can obtain recovery largely, as it is shown in figure 9, wherein a represents the fluorescence spectrum of double; two dansyl base histidine solution, b represents and adds FeCl in a3Solution so that Fe3+Concentration is 2.0 × 10-5The fluorescence spectrum of mol/L, c represents and adds 1.0 × 10 in b-4The fluorescence spectrum that mol/L sodium phosphate is later.
From fig. 9, it can be seen that when adding Fe3+During the sodium phosphate of 5 times amount (multiple of amount of substance), the fluorescence intensity of dansyl histidine solution can substantially return to original state.This illustrates that dansyl histidine is Fe3+Fluorescent probe have good reversibility, this benefits for the recycling of fluorescent probe very much, also advantageously in practical application.
Above example is only the preferred case introducing the present invention, to those skilled in the art, any apparent changes and improvements carried out in the scope without departing substantially from spirit of the present invention, it is regarded as the part of the present invention.

Claims (5)

1. pair dansyl basis set propylhomoserin application in iron ion detects, the chemical formula of the described pair of basis set propylhomoserin of dansyl is such as shown in formula I:
(I).
2. the detection method of an iron concentration, it is characterised in that: comprise the following steps:
1) standard curve is made: the ferric ion solutions of normal concentration joined in the double; two dansyl base histidine solution described in claim 1, the change in fluorescence amount of record ferric ion solutions addition and double; two dansyl base histidine solution；
2) liquid to be measured is added in double; two dansyl base histidine solution, the change in fluorescence amount of the double; two dansyl base histidine solution of record；
3) calculating obtains the concentration of iron ion in liquid to be measured.
3. the detection method of an iron concentration; including liquid to be measured being gradually added in the double; two dansyl base histidine solution described in the claim 1 of concentration known; until the fluorescent quenching amount of double; two dansyl base histidine solution reaches maximum; addition according to liquid to be measured and the concentration of double; two dansyl base histidine solution, calculate the concentration of iron ion in liquid to be measured.
4. the detection method of a kind of iron concentration according to Claims 2 or 3, it is characterised in that: the pH value of double; two dansyl base histidine solution is 2.5～10.35.
5. the detection method of a kind of iron concentration according to claim 4, it is characterised in that: the pH value of double; two dansyl base histidine solution is 4.5～5.5.
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