Abstract
As a type of versatile soft materials, supramolecular hydrogels made of peptides have received increasing research attention in past decade and have found useful applications in many areas. Meanwhile, numerous methods have been reported to initiate hydrogelation via noncovalent intermolecular interactions. Generally, most hydrogelation starts from a homogeneous solution and reaches a balance of water hydration and hydrophobic interactions, thereby resulting in hydrogelation. Here, we describe a general method to prepare supramolecular hydrogels of small peptides, and describe two examples to demonstrate hydrogel preparation.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Du X, Zhou J, Shi J, Xu B (2015) Supramolecular Hydrogelators and hydrogels: from soft matter to molecular biomaterials. Chem Rev 115:13165–13307
Zhou J, Xu B (2015) Enzyme-instructed self-assembly: a multistep process for potential cancer therapy. Bioconjug Chem 26:987–999
Altunbas A, Pochan DJ (2012) Peptide-based and polypeptide-based hydrogels for drug delivery and tissue engineering. In: Deming T (ed) Peptide-based materials, pp 135–167
Ryan DM, Nilsson BL (2012) Self-assembled amino acids and dipeptides as noncovalent hydrogels for tissue engineering. Polym Chem 3:18–33
Jung H, Park JS, Yeom J, Selvapalam N, Park KM, Oh K et al (2014) 3d tissue engineered supramolecular hydrogels for controlled chondrogenesis of human mesenchymal stem cells. Biomacromolecules 15:707–714
He B, Yuan X, Wu J, Bai Y, Jiang DM (2015) Self-assembling peptide nanofiber scaffolds for bone tissue engineering. Sci Adv Mater 7:1221–1232
Latxague L, Ramin MA, Appavoo A, Berto P, Maisani M, Ehret C et al (2015) Control of stem-cell behavior by fine tuning the supramolecular assemblies of low-molecular-weight gelators. Angew Chem Int Ed 54:4517–4521
Grinstaff MW (2007) Designing hydrogel adhesives for corneal wound repair. Biomaterials 28:5205–5214
Yang, Z. M., Liang, G. L., Ma, M. L., Abbah, A. S., Lu, W. W. and Xu, B. (2007) D-glucosamine-based supramolecular hydrogels to improve wound healing. Chem Commun 843–845
Pinho E, Grootveld M, Soares G, Henriques M (2014) Cyclodextrin-based hydrogels toward improved wound dressings. Crit Rev Biotechnol 34:328–337
Schnepp ZAC, Gonzalez-McQuire R, Mann S (2006) Hybrid biocomposites based on calcium phosphate mineralization of self-assembled supramolecular hydrogels. Adv Mater 18:1869–1872
Shi N, Yin G, Han M, Xu Z (2008) Anions bonded on the supramolecular hydrogel surface as the growth center of biominerals. Colloids Surf B Biointerfaces 66:84–89
Sutton S, Campbell NL, Cooper AI, Kirkland M, Frith WJ, Adams DJ (2009) Controlled release from modified amino acid hydrogels governed by molecular size or network dynamics. Langmuir 25:10285–10291
Wang J, Wang Z, Gao J, Wang L, Yang Z, Kong D et al (2009) Incorporation of supramolecular hydrogels into agarose hydrogels-a potential drug delivery carrier. J Mater Chem 19:7892–7896
Mandal D, Mandal SK, Ghosh M, Das PK (2015) Phenylboronic acid appended pyrene-based low-molecular-weight injectable hydrogel: glucose-stimulated insulin release. Chem Eur J 21:12042–12052
Saboktakin MR, Tabatabaei RM (2015) Supramolecular hydrogels as drug delivery systems. Int J Biol Macromol 75:426–436
Kiyonaka S, Sada K, Yoshimura I, Shinkai S, Kato N, Hamachi I (2004) Semi-wet peptide/protein Array using supramolecular hydrogel. Nat Mater 3:58–64
Ikeda M, Ochi R, Hamachi I (2010) Supramolecular hydrogel-based protein and chemosensor array. Lab Chip 10:3325–3334
Yoshii T, Onogi S, Shigemitsu H, Hamachi I (2015) Chemically reactive supramolecular hydrogel coupled with a signal amplification system for enhanced analyte sensitivity. J Am Chem Soc 137:3360–3365
Ikeda M, Ochi R, Wada A, Hamachi I (2010) Supramolecular hydrogel capsule showing prostate specific antigen-responsive function for sensing and targeting prostate cancer cells. Chem Sci 1:491–498
Ren C, Zhang J, Chen M, Yang Z (2014) Self-assembling small molecules for the detection of important analytes. Chem Soc Rev 43:7257–7266
Huang P, Gao Y, Lin J, Hu H, Liao H-S, Yan X et al (2015) Tumor-specific formation of enzyme-instructed supramolecular self-assemblies as cancer theranostics. ACS Nano 9:9517–9527
Wang QG, Yang ZM, Zhang XQ, Xiao XD, Chang CK, Xu B (2007) A supramolecular-hydrogel-encapsulated hemin as an artificial enzyme to mimic peroxidase. Angew Chem Int Ed 46:4285–4289
Duncan KL, Ulijn RV (2015) Short peptides in minimalistic biocatalyst design. Biocatal Biotransformation 1:67–81
Su H, Koo JM, Cui H (2015) One-component nanomedicine. J Control Release 219:383–395
Tanaka A, Fukuoka Y, Morimoto Y, Honjo T, Koda D, Goto M et al (2015) Cancer cell death induced by the intracellular self-assembly of an enzyme-responsive supramolecular gelator. J Am Chem Soc 137:770–775
Roy S, Maiti DK, Panigrahi S, Basak D, Banerjee A (2012) A new hydrogel from an amino acid-based perylene bisimide and its semiconducting, photo-switching behaviour. RSC Adv 2:11053–11060
Kuang Y, Yuan D, Zhang Y, Kao A, Du X, Xu B (2013) Interactions between cellular proteins and morphologically different nanoscale aggregates of small molecules. RSC Adv 3:7704–7707
Bastings MMC, Koudstaal S, Kieltyka RE, Nakano Y, Pape ACH, Feyen DAM et al (2014) A fast Ph-switchable and self-healing supramolecular hydrogel carrier for guided, local catheter injection in the infarcted myocardium. Adv Healthcare Mater 3:70–78
Qiao Y, Lin YY, Yang ZY, Chen HF, Zhang SF, Yan Y et al (2010) Unique temperature-dependent supramolecular self-assembly: from hierarchical 1d nanostructures to super hydrogel. J Phys Chem B 114:11725–11730
Rao KV, Jayaramulu K, Maji TK, George SJ (2010) Supramolecular hydrogels and high-aspect-ratio nanofibers through charge-transfer-induced alternate coassembly. Angew Chem Int Ed 49:4218–4222
Bhattacharjee S, Bhattacharya S (2015) Charge transfer induces formation of stimuli-responsive, chiral, cohesive vesicles-on-a-string that eventually turn into a hydrogel. Chem Asian J 10:572–580
Zhang Y, Gu H, Yang Z, Xu B (2003) Supramolecular hydrogels respond to ligand−receptor interaction. J Am Chem Soc 125:13680–13681
Cao W, Zhang XL, Miao XM, Yang ZM, Xu HP (2013) Gamma-ray-responsive supramolecular hydrogel based on a diselenide-containing polymer and a peptide. Angew Chem Int Ed 52:6233–6237
Kuang Y, Gao Y, Shi J, Li J, Xu B (2014) The first supramolecular peptidic hydrogelator containing taurine. Chem Commun 50:2772–2774
Pappas CG, Mutasa T, Frederix P, Fleming S, Bai S, Debnath S et al (2015) Transient supramolecular reconfiguration of peptide nanostructures using ultrasound. Mater Horiz 2:198–202
Toledano S, Williams RJ, Jayawarna V, Ulijn RV (2006) Enzyme-triggered self-assembly of peptide hydrogels via reversed hydrolysis. J Am Chem Soc 128:1070–1071
Yang Z, Liang G, Wang L, Xu B (2006) Using a kinase/phosphatase switch to regulate a supramolecular hydrogel and forming the supramolecular hydrogel in vivo. J Am Chem Soc 128:3038–3043
Li J, Gao Y, Kuang Y, Shi J, Du X, Zhou J et al (2013) Dephosphorylation of D-peptide derivatives to form biofunctional, supramolecular nanofibers/hydrogels and their potential applications for intracellular imaging and intratumoral chemotherapy. J Am Chem Soc 135:9907–9914
Kuang Y, Shi J, Li J, Yuan D, Alberti KA, Xu Q et al (2014) Pericellular hydrogel/nanonets inhibit cancer cells. Angew Chem Int Ed 53:8104–8107
Shi J, Du X, Yuan D, Zhou J, Zhou N, Huang Y et al (2014) D-amino acids modulate the cellular response of enzymatic-instructed supramolecular nanofibers of small peptides. Biomacromolecules 15:3559–3568
Yuan D, Zhou R, Shi J, Du X, Li X, Xu B (2014) Enzyme-instructed self-assembly of hydrogelators consisting of nucleobases, amino acids, and saccharide. RSC Adv 4:26487–26490
Li J, Kuang Y, Shi J, Zhou J, Medina JE, Zhou R et al (2015) Enzyme-instructed intracellular molecular self-assembly to boost activity of cisplatin against drug-resistant ovarian cancer cells. Angew Chem Int Ed 54:13307–13311
Wu D, Du X, Shi J, Zhou J, Zhou N, Xu B (2015) The first Cd73-instructed supramolecular hydrogel. J Colloid Interface Sci 447:269–272
Zhou J, Du XW, Li J, Yamagata N, Xu B (2015) Taurine boosts cellular uptake of small D-peptides for enzyme-instructed intracellular molecular self-assembly. J Am Chem Soc 137:10040–10043
Shi J, Du X, Huang Y, Zhou J, Yuan D, Wu D et al (2015) Ligand–receptor interaction catalyzes the aggregation of small molecules to induce cell necroptosis. J Am Chem Soc 137:26–29
Shi JF, Du XW, Yuan D, Haburcak R, Zhou N, Xu B (2015) Supramolecular detoxification of neurotoxic nanofibrils of small molecules via morphological switch. Bioconjug Chem 26:1879–1883
Thompson MS, Tsurkan MV, Chwalek K, Bornhauser M, Schlierf M, Werner C et al (2015) Self-assembling hydrogels crosslinked solely by receptor-ligand interactions: Tunability, rationalization of physical properties, and 3d cell culture. Chem Eur J 21:3178–3182
Sreenivasachary N, Lehn JM (2005) Gelation-driven component selection in the generation of constitutional dynamic hydrogels based on guanine-quartet formation. Proc Natl Acad Sci U S A 102:5938–5943
Acknowledgments
This work was partially supported by grant from NIH (CA142746) and Keck Foundation.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2018 Springer Science+Business Media, LLC, part of Springer Nature
About this protocol
Cite this protocol
Yuan, D., Shi, J., Zhou, N., Xu, B. (2018). A General Method to Prepare Peptide-Based Supramolecular Hydrogels. In: Nilsson, B., Doran, T. (eds) Peptide Self-Assembly. Methods in Molecular Biology, vol 1777. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-7811-3_9
Download citation
DOI: https://doi.org/10.1007/978-1-4939-7811-3_9
Published:
Publisher Name: Humana Press, New York, NY
Print ISBN: 978-1-4939-7809-0
Online ISBN: 978-1-4939-7811-3
eBook Packages: Springer Protocols