CN106632591A - Dipeptide hydrogel and preparation method and application thereof - Google Patents
Dipeptide hydrogel and preparation method and application thereof Download PDFInfo
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- CN106632591A CN106632591A CN201611170651.0A CN201611170651A CN106632591A CN 106632591 A CN106632591 A CN 106632591A CN 201611170651 A CN201611170651 A CN 201611170651A CN 106632591 A CN106632591 A CN 106632591A
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- 239000000017 hydrogel Substances 0.000 title claims abstract description 39
- 108010016626 Dipeptides Proteins 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 49
- 229920001184 polypeptide Polymers 0.000 claims abstract description 38
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 38
- 150000001413 amino acids Chemical class 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000011347 resin Substances 0.000 claims abstract description 8
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 239000007772 electrode material Substances 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 150000001335 aliphatic alkanes Chemical group 0.000 claims abstract description 4
- 125000001424 substituent group Chemical group 0.000 claims abstract description 4
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 11
- 229960000846 camphor Drugs 0.000 claims description 11
- 239000003990 capacitor Substances 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 238000002604 ultrasonography Methods 0.000 claims description 8
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 claims description 7
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 238000001338 self-assembly Methods 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 238000003786 synthesis reaction Methods 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000003205 fragrance Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000007790 solid phase Substances 0.000 claims description 3
- 238000007789 sealing Methods 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 4
- 229910021529 ammonia Inorganic materials 0.000 claims 2
- 239000000463 material Substances 0.000 abstract description 12
- 239000000499 gel Substances 0.000 abstract description 10
- 239000007787 solid Substances 0.000 abstract description 5
- 238000012360 testing method Methods 0.000 abstract description 3
- 238000010532 solid phase synthesis reaction Methods 0.000 abstract description 2
- 229910021642 ultra pure water Inorganic materials 0.000 abstract description 2
- 239000012498 ultrapure water Substances 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000004108 freeze drying Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 239000002121 nanofiber Substances 0.000 description 4
- 230000005611 electricity Effects 0.000 description 3
- 238000000627 alternating current impedance spectroscopy Methods 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 238000004146 energy storage Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000002484 cyclic voltammetry Methods 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 239000008176 lyophilized powder Substances 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/24—Electrodes characterised by structural features of the materials making up or comprised in the electrodes, e.g. form, surface area or porosity; characterised by the structural features of powders or particles used therefor
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
- H01G11/48—Conductive polymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Power Engineering (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Microelectronics & Electronic Packaging (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Materials Engineering (AREA)
- Peptides Or Proteins (AREA)
Abstract
The invention provides dipeptide nano hydrogel. The structural formula of the dipeptide nano hydrogel is shown in the specification. The invention further provides a preparation method of the dipeptide nano hydrogel. The preparation method includes the step of synthesizing unnatural amino acid with a side chain aromatic nucleus substituent group and terminal alkane, then a polypeptide solid-phase synthesis method is adopted, after the carboxyl terminal of one piece of amino acid is connected with the unnatural amino acid, polypeptide is cut from resin, purification and freeze drying are carried out, and white powdery solids are obtained; the white powdery solids are dispersed with ultrapure water, and the self-assembled polypeptide hydrogel is obtained. The invention further provides application of the dipeptide nano hydrogel as a supercapacitor electrode material. By testing the performance of the dipeptide nano hydrogel, it is found that a supercapacitor made from the dipeptide gel material can effectively improve electrical properties, and polypeptide has good bio-compatibility.
Description
Technical field
The invention belongs to materialogy field, is related to a kind of hydrogel, specifically a kind of dipeptides hydrogel and its preparation
Methods and applications.
Background technology
Research shows, polypeptide has good biocompatibility and biodegradability, biologically active and self assembly special
Property synthesis hydrogel.Hydrogel is the gel rubber material with water as decentralized medium, due to its special pore structure and three-dimensional netted
Architectural characteristic, can be applied to the fields such as environmental response, mechanics and electricity.And self assembly polypeptide hydrogel is polypeptide point
The stable aggregation spontaneously formed by non-covalent bonds such as hydrogen bond, electrostatic, pi-pi accumulation interactions between son, thus can obtain
To different structure and the material of function.Ultracapacitor is the energy storage device that a kind of novel energy catches, and it has the charging interval
The features such as short, long service life, good temp characteristic, energy saving and environmental protection, it is in new forms of energy, electronic product, intelligence electricity
There is important application in the fields such as net energy storage.In the composition of ultracapacitor, the performance of electrode pair ultracapacitor is played certainly
Qualitatively affect.The electrode material of ultracapacitor have comparatively ideal specific surface area, electric conductivity, structural stability, again it is forthright,
Power density and cycle life etc., but capacitance is limited by its theoretical value.Polypeptide relative to other materials, with higher
Specific surface area and higher electrical conductivity and excellent mechanical performance, be preferable electrode material in potential ultracapacitor
Material.It is how that the electrode material manufacture of the polypeptide hydrogel material application with high potential quality to ultracapacitor is central, so as to
The integral capacitor performance of device is improved, is the hot issue that current researchers explore.Therefore, develop one kind and prepare polypeptide from group
The preparation of dress gel super capacitor and application process, lay in for tapping a new source of energy and occupation mode have important meaning
Justice.
The content of the invention
For above-mentioned technical problem of the prior art, the invention provides a kind of dipeptides hydrogel and preparation method thereof and
Using described this dipeptides hydrogel and its preparation method and application will solve the electrode of ultracapacitor of the prior art
The limited technical problem of material capacitance.
The invention provides a kind of dipeptides nano-hydrogel, its structural formula is as follows：
Wherein n=1-7, R1 are aromatic group, and its structural formula is as follows：
Its structural formula is as follows：
In any one, R2 corresponds to the side-chain radical of 20 kinds of natural amino acids or its 20 kinds of native aminos
The side-chain radical of the mirror image isomer of acid, R3 is Fmoc, Boc, 2-chloro-z either Acetyl groups or H, its structural formula
For：
Present invention also offers a kind of preparation method of above-mentioned dipeptides nano-hydrogel, comprises the steps：
1) the step of alpha-non-natural amino acid of the synthesis with side chain fragrance ring substituents and end alkane；Described
The structural formula of alpha-non-natural amino acid is as follows,
Wherein n=1-7, R1 are aromatic group, and its structural formula is as follows:
Its structural formula is as follows：
In any one；
2) using the method for solid-phase synthetic peptide, alpha-non-natural amino acid is connected with resin, then reconnects next day
Right amino acid, described natural amino acid is any one natural amino acid, end Fmoc in described natural amino acid,
Boc, 2-chloro-z, Acetyl group, H or free amino sealing, under then are sheared from resin two peptide molecules again
Come, isolated and purified using high performance liquid chromatograph；The polypeptide solution of purifying is freezed, the structure of the molecule of the dipeptide structure for obtaining
Formula is：
R2 corresponds to the side-chain radical of 20 kinds of natural amino acids or its 20 kinds of days
Right side-chain radical of the mirror image isomer of amino acid, R3 is Fmoc, Boc, 2-chloro-z either Acetyl groups, H or from
By amino；
3) lyophilized polypeptide is disperseed with methyl alcohol, is placed in ultrasound in Ultrasound Instrument, deionized water is subsequently added dropwise and obtains self assembly
Polypeptide hydrogel.
Specifically, step) in, the addition of deionized water and lyophilized polypeptide volume mass ratio are 0.1～0.3ml：
1mg。
Present invention also offers purposes of the above-mentioned dipeptides nano-hydrogel as electrode material for super capacitor.
The present invention alpha-non-natural amino acid can using conventional technique synthesis ((a) Y.N.Belokon,
V.I.Tararov,V.I.Maleev,T.F.Savel'eva,M.G.Ryzhov.Tetrahedron:Asymmetry,1998,9,
4249-4252.(b)B.Aillard,N.S.Robertson,A.R.Baldwin,S.Robins and A.G.Jamieson,
Org.Biomol.Chem.,2014,12,8775-8782.(c)V.A.Soloshonok,X.Tang,V.J.Hruby and
L.V.Meervelt,Org.Lett.,2001,3,341-343.(d)W.Qiu,V.A.Soloshonok,C.Cai,X.Tang
and V.J.Hruby,Tetrahedron,2000,56,2577-2582.(e)X.Tang,V.A.Soloshonok,
V.J.Hruby.Tetrahedron:Asymmetry, 2000,11,2917-2925.), will not be described here.
The course of reaction of the preparation method of the present invention is described below：
The present invention synthesizes first an alpha-non-natural amino acid with side chain fragrance ring substituents and end alkane, then
Using the method for solid-phase synthetic peptide, the c-terminus of an amino acid is connected after alpha-non-natural amino acid, by polypeptide from resin
Shear off, purify, freeze, obtain white powdery solids；White powdery solids are disperseed with ultra-pure water, self assembly is obtained
Polypeptide hydrogel, then polypeptide hydrogel is applied in the middle of the preparation of super capacitor.Self-assembling polypeptide gel is saturating in electronics
Penetrating microscope can observe directly form, size and the uniform level of the self-assembling polypeptide hydrogel.With this polypeptide certainly
Assembling hydrogel, can prepare a kind of ultracapacitor, by testing its performance, find using the super of peptide-based gel material manufacture
Electric capacity can effectively improve electric property, and due to the good biocompatibility of polypeptide.
Above-mentioned polypeptide hydrogel is used for into electrode material for super capacitor, polypeptide hydrogel shows good electric capacity
Characteristic.The above-mentioned peptide-based gel for preparing equably is applied to above nickel foam, with PVA barrier film is made, by the two of capacitor
Level is kept apart, and makes solid-state capacitor, is tested, and the polypeptide hydrogel for obtaining has higher specific capacity.Therefore, this
Bright polypeptide hydrogel can be used as the candidate materials of ultracapacitor.Due to the special nanostructured of polypeptide and bio-compatible
Property, the present invention can be applied in the middle of the field of energy battery and the wearable device of human body.
It should be understood that under the premise of without departing from spirit of the invention, those skilled in the art can protect to claim 1
Structure carry out being equal to change and modification, the change and modification equally fall into the covering model of present patent application claims
Enclose, while the structure that claim 1 is protected is used for the related application of other electricity, similarly falling into will appended by present patent application
The coverage asked.
Description of the drawings
Fig. 1 is the MS data of polypeptide in embodiment 1.
Fig. 2 is the scanning electron microscope image of polypeptide nano fiber in embodiment 1.
Fig. 3 is the VA characteristic curve of the nanofiber that embodiment 1 is obtained.
Fig. 4 is the ac impedance spectroscopy of the nanofiber that embodiment 1 is obtained.
Fig. 5 is the charge and discharge cycles curve of the nanofiber that embodiment 1 is obtained.
Fig. 6 is the mode of connection of solid-state capacitor made by dipeptides gel with embodiment 1.
Specific embodiment
With reference to specific embodiment, the present invention is expanded on further.It should be understood that these embodiments are merely to illustrate this
It is bright, rather than limit the scope of the present invention.Unless otherwise defined, all specialties and scientific words and ability used in text
Meaning familiar to domain skilled person institute is identical.Additionally, any similar to described content or impartial method and material all can be answered
For in the present invention.Preferable implementation described in text only presents a demonstration with material and is used.
Embodiment 1
A kind of synthetic route (bibliography of the alpha-non-natural amino acid of the present invention：Y.N.Belokon,V.I.Tararov,
V.I.Maleev,T.F.Savel'eva,M.G.Ryzhov.Tetrahedron:Asymmetry,1998,9,4249-4252.
(b)B.Aillard,N.S.Robertson,A.R.Baldwin,S.Robins and A.G.Jamieson,
Org.Biomol.Chem.,2014,12,8775-8782.(c)V.A.Soloshonok,X.Tang,V.J.Hruby and
L.V.Meervelt,Org.Lett.,2001,3,341-343.(d)W.Qiu,V.A.Soloshonok,C.Cai,X.Tang
and V.J.Hruby,Tetrahedron,2000,56,2577-2582.(e)X.Tang,V.A.Soloshonok,
V.J.Hruby.Tetrahedron:Asymmetry,2000,11,2917-2925.)
The synthetic route of the alpha-non-natural amino acid that the present invention is adopted is as follows：
Embodiment 2
A kind of structural formula of dipeptides hydrogel of the present invention is as follows：
What it synthesized comprises the following steps that：
1) with solid-phase synthesis by the alpha-non-natural amino acid S of embodiment 15(Ph) it is connected with resin, then reconnects next
Individual natural amino acid Lysine, the aminoterminal of natural amino acid is protected with Fmoc；Then two peptide molecules are sheared from resin again
Get off, isolated and purified using high performance liquid chromatograph, freeze, obtain white powder and obtain above-mentioned dipeptides, the stream of said process
Journey is as follows：
The molecular weight of dipeptides is characterized using LC-MS, as shown in Figure 1；
2) the polypeptide powder obtained by step 1 is disperseed with solvent, is placed in Ultrasound Instrument ultrasound, be subsequently slowly added dropwise from
Sub- water (amount of water is about 1ml/5mg) obtains the polypeptide hydrogel of self assembly.
Embodiment 3
The white lyophilized powder of 10mg embodiments 2 is transferred in the EP of 10ml pipes (or Clear glass bottles and jars), is initially charged
The methyl alcohol of 2ml, ultrasound 10 minutes, are subsequently slowly added dropwise deionized water (amount of water is about 1ml/5mg) and obtain from group in Ultrasound Instrument
The polypeptide hydrogel of dress.Use observation by light microscope；The a small amount of solid for being dispersed with many gels of polypeptide of taking-up is coated on clean
Silicon chip surface, characterizes the pattern of polypeptide hydrogel, as a result as shown in Figure 2 using SEM.
Embodiment 4
The above-mentioned peptide-based gel for preparing equably is applied to above nickel foam, with PVA barrier film is made, by capacitor
Two-stage is kept apart, and makes solid-state capacitor, and mode of connection is as shown in fig. 6, tested.
1) C-V curve (reference is tested first：Kissinger,P.T.；Heineman,W.R.,Cyclic
voltammetry.J.Chem.Educ 1983,60(9),702.).The C-V of polypeptide hydrogel is bent under the different voltage densities of test
Line.Voltage density scope：10mV/S-100mV/S.As a result it is as shown in Figure 3.From C-V curve as can be seen that by the two of embodiment 2
The electric capacity of peptide hydrogel composition has the feature of electric double layer capacitance.
2) ac impedance spectroscopy (reference of polypeptide hydrogel is tested：Springer,T.；Zawodzinski,T.；Wilson,
M.；Gottesfeld,S.,J.Electrochem.Soc.1996,143(2),587-599.).As a result as shown in figure 4, polypeptide water
The AC impedance of gel is sufficiently small, is good conductor material.
3) cycle performance (reference of ultracapacitor is tested：Jiang,H.；Zhao,T.；Li,C.；Ma,J.,
J.Mater.Chem.2011,21 (11), 3818-3823.), as a result show, circulate after 10,000 times, condenser capacity keeps
There is more than 75% (as shown in Figure 5).
The above, only presently preferred embodiments of the present invention, it is not any to the present invention in form and substantial restriction,
It should be pointed out that for one of ordinary skill in the art, on the premise of without departing from the inventive method, can also make some
Improve and supplement, these are improved and supplement also should be regarded as protection scope of the present invention.All those skilled in the art, not
Depart from the spirit and scope of the present invention in the case of, when a little change made using disclosed above technology contents,
Modification and the equivalent variations for developing, are the Equivalent embodiments of the present invention；Meanwhile, all substantial technologicals according to the present invention are to above-mentioned
Change, modification and the differentiation of any equivalent variations that embodiment is made, still falls within the range of technical scheme.
Claims (3)
1. a kind of dipeptides nano-hydrogel, it is characterised in that its structural formula is as follows：
Wherein n=1-7, R1 are aromatic group, and its structural formula is as follows：
In any one, R2Correspond to the side-chain radical of 20 kinds of natural amino acids or the mirror image isomer of its 20 kinds of natural amino acids
Side-chain radical, R3For Fmoc, Boc, 2-chloro-z either Acetyl groups, H or free amino.
2. the preparation method of a kind of dipeptides nano-hydrogel described in claim 1, it is characterised in that comprise the steps：
1) the step of alpha-non-natural amino acid of the synthesis with side chain fragrance ring substituents and end alkane；Described non-day
So the structural formula of amino acid is as follows,
Wherein n=1-7, R1 are aromatic group, and its structural formula is as follows:
Its structural formula is as follows：
In any one；
2) using the method for solid-phase synthetic peptide, alpha-non-natural amino acid is connected with resin, then reconnects next natural ammonia
Base acid, described natural amino acid is any one natural amino acid, end Fmoc, Boc in described natural amino acid,
2-chloro-z, Acetyl group, H or free amino sealing, then again shear off two peptide molecules from resin, make
Isolated and purified with high performance liquid chromatograph；The polypeptide solution of purifying is freezed, the structural formula of the molecule of the dipeptide structure for obtaining is：
R2Correspond to the side-chain radical or its 20 kinds of native aminos of 20 kinds of natural amino acids
The side-chain radical of the mirror image isomer of acid, R3For Fmoc, Boc, 2-chloro-z either Acetyl groups, H or free ammonia
Base；
3) lyophilized polypeptide is disperseed with methyl alcohol, is placed in ultrasound in Ultrasound Instrument, deionized water is subsequently added dropwise and obtains many of self assembly
Peptide hydrogel.
3. purposes of the dipeptides nano-hydrogel described in claim 1 as electrode material for super capacitor.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108091494A (en) * | 2017-12-27 | 2018-05-29 | 深圳探影生物科技有限公司 | A kind of polypeptide electrode, as ultracapacitor prepared by it and preparation method thereof |
| CN109157504A (en) * | 2018-08-15 | 2019-01-08 | 北京大学深圳研究生院 | A kind of polypeptide hydrogel and its preparation method and application |
| CN111187293A (en) * | 2020-02-28 | 2020-05-22 | 上海嘉莱多生物技术有限责任公司 | Preparation method of S-3-trimethylsilyl alanine |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008085691A2 (en) * | 2007-01-03 | 2008-07-17 | The Hong Kong University Of Science And Technology | Multifunctional supramolecular hydrogels as biomaterials |
| CN101704878A (en) * | 2009-12-15 | 2010-05-12 | 南开大学 | Polypeptide derivatives for generating stable micro-molecular hydrogel |
-
2016
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008085691A2 (en) * | 2007-01-03 | 2008-07-17 | The Hong Kong University Of Science And Technology | Multifunctional supramolecular hydrogels as biomaterials |
| CN101704878A (en) * | 2009-12-15 | 2010-05-12 | 南开大学 | Polypeptide derivatives for generating stable micro-molecular hydrogel |
Non-Patent Citations (4)
| Title |
|---|
| BORIS AILLARD: "Robust asymmetric synthesis of unnatural alkenyl amino acids for conformationally constrained α-helix peptides", 《ORGANIC BIOMOLECULAR CHEMISTRY》 * |
| KEVIN M. ECKES等: "β Sheets Not Required: Combined Experimental and Computational Studies of Self-Assembly and Gelation of the Ester-Containing Analogue of an Fmoc-Dipeptide Hydrogelator", 《LANGMUIR》 * |
| 孟庆斌: "肽类自组装研究进展", 《化学进展》 * |
| 武志丹: "基于类肽的小分子水凝胶的设计与制备", 《中国优秀硕士学位论文全文数据库医药卫生科技辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108091494A (en) * | 2017-12-27 | 2018-05-29 | 深圳探影生物科技有限公司 | A kind of polypeptide electrode, as ultracapacitor prepared by it and preparation method thereof |
| CN109157504A (en) * | 2018-08-15 | 2019-01-08 | 北京大学深圳研究生院 | A kind of polypeptide hydrogel and its preparation method and application |
| CN111187293A (en) * | 2020-02-28 | 2020-05-22 | 上海嘉莱多生物技术有限责任公司 | Preparation method of S-3-trimethylsilyl alanine |
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