超分子水凝胶材料研究进展
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摘要
综述讨论了超分子水凝胶材料与常规聚合物水凝胶的比较、超分子水凝胶的优点以及超分子水凝胶材料构建模块等方面内容。超分子水凝胶比常规聚合物水凝胶具有更加优良的性质,具有响应性、可逆性、可调性等优点,同时氨基酸是构建超分子水凝胶最流行的模块。最后对超分子水凝胶的未来进行了展望。
The paper reviewed the comparison of supramolecular hydrogel materials with conventional polymer hydrogels,the advantages of supramolecular hydrogels,and the building blocks of supramolecular hydrogel materials.Supramolecular hydrogels have more excellent properties than conventional polymer hydrogels,and they have the advantages of responsiveness,reversibility,and adjustability.At the same time,amino acids are the most popular modules for constructing supramolecular hydrogels.Finally,the future of supramolecular hydrogels is prospected.
The paper reviewed the comparison of supramolecular hydrogel materials with conventional polymer hydrogels,the advantages of supramolecular hydrogels,and the building blocks of supramolecular hydrogel materials.Supramolecular hydrogels have more excellent properties than conventional polymer hydrogels,and they have the advantages of responsiveness,reversibility,and adjustability.At the same time,amino acids are the most popular modules for constructing supramolecular hydrogels.Finally,the future of supramolecular hydrogels is prospected.
引文
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[5] 贺有周,余涛,冯涛,等.双组分超分子智能凝胶研究进展[J].应用化工,2017,46(6):1175-1179.
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[12] Shu X,Liu Y,Palumbo F,et al.In situ crosslinkable hyaluronan hydrogels for tissue engineering[J].Biomaterials,2004,25:1339-1348.
[13] Wichterle O,Lim D.Hydrophilic gels for biological use[J].Nature,1960,185:117-118
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[15] Park J S,Jeong S,Ahn B,et al.Selective response of cyclodextrin-dye hydrogel to metal ions[J].Journal of Inclusion Phenomena and Macrocycllc Chemistry,2017,71:79-86.
[16] Haines-Butterick L,Rajagopal K,Branco M,et al.Controlling hydrogelation kinetics by peptide design for three-dimensional encapsulation and injectable delivery of cells[J].Proceedings of the National Academy of Sciences of the United States of America,2007,104:7791-7795
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[19] Zhang Y,Yang Z,Yuan F,et al.Molecular recognition remolds the self-assembly of hydrogelators and increases the elasticity of the hydrogel by 106-fold[J].Journal of the American Chemical Society,2004,126:15028-15029.
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[25] Yang Z,Gu H,Fu D,et al.Enzymatic formation of supra-molecular hydrogels[J].Advanced Materials,2004,16:1440-1444.
[26] Huang Z,Luo Q,Guam S,et al.Redox control of GPx catalytic activity through mediating self-assembly of Fmoc-phenylalanine selenide into switchable supramolecular architectures[J].Soft Matter,2014,10 (48):9695-9701.
[27] Pattabiraman V R,Bode J W.Rethinking amide bond synthesis[J].Nature,2011,450:477-479.
[28] Kent S.Bringing the science of proteins into the realm of organic chemistry:total chemical synthesis of SEP (Synthetic Erythropoiesis Protein)[J].Angew Research on Chemical Intermediates,2013,52:11988-11996.
[29] Li X M,Kuang Y,Shi J F,et al.Multifunctional,biocom-patible supramolecular hydrogelators consist only of nucleobase,amino acid,and glycoside[J].Journal of the American Chemical Society,2011,133:17513-17518.
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[32] Zhang S,Holmes T,Locleshin C,et al.Spontaneous assembly of a self-complementary oligopeptide to form a stable macroscopic:membrane[J].Proceedings of the National Academy of Sciences of the United States of America,1993,90:3334-3338.
[33] Li J,Du X,Hashim S,et al.Aromatic-aromatic interactions enable z-helix to β-sheet transition of peptides to form supramolecular hydrogels[J].Journal of the American Chemical Society,2017,139:71-74
[34] Banwell E F,Abelardo E S,Adams D J,et al.Rational design and application of responsive alpha-helical peptide hydrogels[J].Nature Mater,2009(8):596-600.
[35] Tayeb-Fligelman E,Tabachnikov O,Moshe A,et al.The cytotoxic Staphy-lococcus aureus PSMz3 reveals a crosso,amyloid-like fibril[J].Science,2017,355:831-833.
[36] Yang Z,Gu H,Fu D,et al.Enzymatic formation of supra-molecular hydrogels[J].Advanced Materials,2004,16:1440-1444.
[37] Smith A,Williams R,Tang C,et al.Fmoc-diphenylalanine self assembles to a hydrogel via a novel architecture based on π-π interlocked β-sheets[J].Advanced Materials,2008,20:37-41.
[38] Roviello G,Gaetano S Di,Capasso D,et al.Spectroscopic studies and biological activity of a novel nucleopeptide with Moloney marine leukemia virus reverse transcriptase inhibitory activity[J].Amino Acids,2010,38:1489-1496.
[39] Li X,Kuang Y,Lin H,et al.Supramolecular nanofibers and hydrogels of nucleopeptides[J].Angew Research on Chemical Intermediates,2011,50(40):9365-9369.
[40] Yuan D,Du X,Shi J,et al.Synthesis and evaluation of the biostability and cell compatibility of novel conjugates of nucleobase,peptidic epitope,and saccharide,Beilstein[J].Beilstein Journal of Organic Chemistry,2015,17:1352-7359.
[41] Sreenivasachary N,Lehn J M.Gelation-driven component selection in the generation of constitutional dynamic hydrogels based on guanine-quartet formation[J].Proceedings of the National Academy of Sciences of the United States of America,2005,102:5935-5943.
[42] Park S M,Kim B H.Ultrasound-triggered water gelation with a modified nucleoside[J].Soft Matter,2008(4):1995-1997.
[43] Godeau G,Bartltelemy P.Glycosyl-nucleoside lipids as low-molecular-weight gelators[J].Langmuir,2009,25:8447-8450.
[44] Arigon J,Prata C A H,Grinstaff M W,et al.Nucleic acid tom-plexing glycosyl nucleoside-based amphiphile[J].Bioconjugate Chemistry,2005,16:864-872.
[45] Dolain C,Patwa A,Godeau G,et al.Nucleic acid based fluorinated derivatives:new tools for biomedical applications[J].Appl Sci Basel,2012(2):245-259.
[46] Lee K Y,Mooney D J.Alginate:properties and biomedical applications[J].Progress in Polymer Science,2012,37:106-126.
[47] Wang G,Cheuk S,Williams K,et al.Synthesis and characterization of monosaccharide lipids as novel hydrogelators[J].Carbohydrate Research,2006,341:705-716.
[48] Gayal N,Cheuk S,Wang G.Synthesis and characterization of d-glucos-amine-derived low molecular weight gelators[J].Tetrahedron,2010,66(32):962-971.
[49] Ikeda M,Ochi R,Wada A,et al.Supramolecular hydrogel capsule showing prostate specific antigen-responsive function for sensing and targeting prostate cancer cells[J].Chemical Science,2010(1):491-498.
[2] Kiyonaka S,Sada It,Yoshimura I,et al.Semi-wet peptide/protein array using supramolecular hydrogel[J].Nature Materials,2004(3):58-64.
[3] Hartgerink J D,Beniash E,Stupp S I.Self-assembly and mineralization of peptide-amphiphile nanofibers[J].Science,2001,294:1684-1688.
[4] Silva G A,Czeisler C,Niece K L,et al.Selective differentiation of neural progenitor cells by high-epitopedensity nanofibers[J].Science,2004,303:1352-1355.
[5] 贺有周,余涛,冯涛,等.双组分超分子智能凝胶研究进展[J].应用化工,2017,46(6):1175-1179.
[6] Li J Y,Goo Y,Kuang Y,et al.Dephosphorylation of D-peptide derivatives to form biofunctional,supra-molecular nanofibers/hydrogels and their potential applications for intro-cellular imaging and intratumoral chemotherapy[J].Journal of the American Chemical Society,2013,135:9907-9914.
[7] 贺有周,陈若霓,闫东,等.基于大环化合物主-客体作用的超分子聚合物凝胶材料研究进展[J].应用化工,2017,46(9):1801-1804.
[8] Appel E A,Barrio J del,Loh X J,et al.Supramolecular polymeric hybrogels[J].Chemical Society Reviews,2012,41:6195-6214.
[9] Rybtchinski B.Adaptive supramolecular nanomaterials based on strong noncovalent interactions[J].ACS Chemical Biology,2011(5):6791-6818.
[10] Pourjavadi A,Ghasemzadeh H,Soleyman R.Synthesis,characterization,and swelling behavior of alginate-g-poly(sodium acrylate)/Kaolin superabsorbent hydrogel composites[J].Journal of Applied Polymer Science,2007,105:2631-2639.
[11] Chung H J,Park T G.Surface engineered and drug releasing pre-fabricated scaffolds for tissue engineering[J].Advanced Drug Delivery Reviews,2007,59:249-262.
[12] Shu X,Liu Y,Palumbo F,et al.In situ crosslinkable hyaluronan hydrogels for tissue engineering[J].Biomaterials,2004,25:1339-1348.
[13] Wichterle O,Lim D.Hydrophilic gels for biological use[J].Nature,1960,185:117-118
[14] Yang Z,Lung G,Ma M,et al.D-Glucosamine-based supramolecular hydrogels to improve wound healing[J].Chemical Communications,2007(8):843-845.
[15] Park J S,Jeong S,Ahn B,et al.Selective response of cyclodextrin-dye hydrogel to metal ions[J].Journal of Inclusion Phenomena and Macrocycllc Chemistry,2017,71:79-86.
[16] Haines-Butterick L,Rajagopal K,Branco M,et al.Controlling hydrogelation kinetics by peptide design for three-dimensional encapsulation and injectable delivery of cells[J].Proceedings of the National Academy of Sciences of the United States of America,2007,104:7791-7795
[17] Gomes A S,Timbo A M P.Influence of crosslinking on the moduli and impact strength of ntethacrylate polymers[J].Chemical Engineering Science,1981,21:745-747.
[18] Rinse D,Petsko G A.Biochemistry.How enzymes work[J].Science,2008,320:1428-1429.
[19] Zhang Y,Yang Z,Yuan F,et al.Molecular recognition remolds the self-assembly of hydrogelators and increases the elasticity of the hydrogel by 106-fold[J].Journal of the American Chemical Society,2004,126:15028-15029.
[20] Jayawarna V,Ali M,Jowitt T,et al.Nanostructured hydrogels for three-dimensional cell culture through self-assembly of fluorenyhnethoxycarbonyldipeptides[J].Advanced Materials,2006,18:611-614.
[21] Lin B F,Megley K A,Viswanathan N,et al.pH-responsive branched peptide amphiphile hydrogel designed for application in regenerative medicine with potential as injectable tissue scaffolds[J].Materials Chemistry,2012,22:19447-19454.
[22] Marth J D.A unified vision of the building blocks of life[J].Nature Cell Biology,2008,10:1015-1016.
[23] Reches M,Gazit E.Casting metal nanowires within discrete self-assembled peptide nanotubes[J].Science,2003,300:625-627.
[24] Sanchez de Groot N,Parella T,Viles F,et al.Ile-phe dipeptide self-assembly:clues to amyloid formation[J].Biophys,2007,92:1732-1741.
[25] Yang Z,Gu H,Fu D,et al.Enzymatic formation of supra-molecular hydrogels[J].Advanced Materials,2004,16:1440-1444.
[26] Huang Z,Luo Q,Guam S,et al.Redox control of GPx catalytic activity through mediating self-assembly of Fmoc-phenylalanine selenide into switchable supramolecular architectures[J].Soft Matter,2014,10 (48):9695-9701.
[27] Pattabiraman V R,Bode J W.Rethinking amide bond synthesis[J].Nature,2011,450:477-479.
[28] Kent S.Bringing the science of proteins into the realm of organic chemistry:total chemical synthesis of SEP (Synthetic Erythropoiesis Protein)[J].Angew Research on Chemical Intermediates,2013,52:11988-11996.
[29] Li X M,Kuang Y,Shi J F,et al.Multifunctional,biocom-patible supramolecular hydrogelators consist only of nucleobase,amino acid,and glycoside[J].Journal of the American Chemical Society,2011,133:17513-17518.
[30] Wade D,Boman A,Wahlin B,et al.Merrifield,All-D amino acid-containing channel-forming antibiotic peptides[J].Proceedings of the National Academy of Sciences of the United States of America,1990,87:4761-4765.
[31] Guichard G,Benkirane N,Zeder-Lutz G,et al.Antigenic mimicry of natural L-peptides with retro-inversopeptidomimetics[J].Proceedings of the National academy of Sciences of the United States of America,1994,91:9765-9769.
[32] Zhang S,Holmes T,Locleshin C,et al.Spontaneous assembly of a self-complementary oligopeptide to form a stable macroscopic:membrane[J].Proceedings of the National Academy of Sciences of the United States of America,1993,90:3334-3338.
[33] Li J,Du X,Hashim S,et al.Aromatic-aromatic interactions enable z-helix to β-sheet transition of peptides to form supramolecular hydrogels[J].Journal of the American Chemical Society,2017,139:71-74
[34] Banwell E F,Abelardo E S,Adams D J,et al.Rational design and application of responsive alpha-helical peptide hydrogels[J].Nature Mater,2009(8):596-600.
[35] Tayeb-Fligelman E,Tabachnikov O,Moshe A,et al.The cytotoxic Staphy-lococcus aureus PSMz3 reveals a crosso,amyloid-like fibril[J].Science,2017,355:831-833.
[36] Yang Z,Gu H,Fu D,et al.Enzymatic formation of supra-molecular hydrogels[J].Advanced Materials,2004,16:1440-1444.
[37] Smith A,Williams R,Tang C,et al.Fmoc-diphenylalanine self assembles to a hydrogel via a novel architecture based on π-π interlocked β-sheets[J].Advanced Materials,2008,20:37-41.
[38] Roviello G,Gaetano S Di,Capasso D,et al.Spectroscopic studies and biological activity of a novel nucleopeptide with Moloney marine leukemia virus reverse transcriptase inhibitory activity[J].Amino Acids,2010,38:1489-1496.
[39] Li X,Kuang Y,Lin H,et al.Supramolecular nanofibers and hydrogels of nucleopeptides[J].Angew Research on Chemical Intermediates,2011,50(40):9365-9369.
[40] Yuan D,Du X,Shi J,et al.Synthesis and evaluation of the biostability and cell compatibility of novel conjugates of nucleobase,peptidic epitope,and saccharide,Beilstein[J].Beilstein Journal of Organic Chemistry,2015,17:1352-7359.
[41] Sreenivasachary N,Lehn J M.Gelation-driven component selection in the generation of constitutional dynamic hydrogels based on guanine-quartet formation[J].Proceedings of the National Academy of Sciences of the United States of America,2005,102:5935-5943.
[42] Park S M,Kim B H.Ultrasound-triggered water gelation with a modified nucleoside[J].Soft Matter,2008(4):1995-1997.
[43] Godeau G,Bartltelemy P.Glycosyl-nucleoside lipids as low-molecular-weight gelators[J].Langmuir,2009,25:8447-8450.
[44] Arigon J,Prata C A H,Grinstaff M W,et al.Nucleic acid tom-plexing glycosyl nucleoside-based amphiphile[J].Bioconjugate Chemistry,2005,16:864-872.
[45] Dolain C,Patwa A,Godeau G,et al.Nucleic acid based fluorinated derivatives:new tools for biomedical applications[J].Appl Sci Basel,2012(2):245-259.
[46] Lee K Y,Mooney D J.Alginate:properties and biomedical applications[J].Progress in Polymer Science,2012,37:106-126.
[47] Wang G,Cheuk S,Williams K,et al.Synthesis and characterization of monosaccharide lipids as novel hydrogelators[J].Carbohydrate Research,2006,341:705-716.
[48] Gayal N,Cheuk S,Wang G.Synthesis and characterization of d-glucos-amine-derived low molecular weight gelators[J].Tetrahedron,2010,66(32):962-971.
[49] Ikeda M,Ochi R,Wada A,et al.Supramolecular hydrogel capsule showing prostate specific antigen-responsive function for sensing and targeting prostate cancer cells[J].Chemical Science,2010(1):491-498.