Supramolecular Copolymers of Peptides and Lipidated Peptides and Their Therapeutic Potential

Qiu, Ruomeng; Sasselli, Ivan R.; Alvarez, Zaida; Sai, Hiroaki; Ji, Wei; Palmer, Liam C.; Stupp, Samuel I.

doi:10.1021/jacs.2c00433

Supramolecular Copolymers of Peptides and Lipidated Peptides and Their Therapeutic Potential

Journal Article · 01 March 2022 · J. Am. Chem. Soc.

DOI:https://doi.org/10.1021/jacs.2c00433· OSTI ID:1861854

Qiu, Ruomeng; Sasselli, Ivan R.; Alvarez, Zaida; Sai, Hiroaki; Ji, Wei; Palmer, Liam C.; Stupp, Samuel I.

Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: DOE - Office Of Science; DOE - BASIC ENERGY SCIENCES

OSTI ID:: 1861854

Journal Information:: J. Am. Chem. Soc., Vol. 144, Issue (12)

Country of Publication:: United States

Language:: ENGLISH

References (68)

Synthese von Derivaten einiger Dipeptide Fischer, Emil; Otto, Erich Berichte der deutschen chemischen Gesellschaft, Vol. 36, Issue 2 https://doi.org/10.1002/cber.190303602128	journal	April 1903
Solid Phase Peptide Synthesis. I. The Synthesis of a Tetrapeptide Merrifield, R. B. Journal of the American Chemical Society, Vol. 85, Issue 14, p. 2149-2154 https://doi.org/10.1021/ja00897a025	journal	July 1963
9-Fluorenylmethoxycarbonyl function, a new base-sensitive amino-protecting group Carpino, Louis A.; Han, Grace Y. Journal of the American Chemical Society, Vol. 92, Issue 19 https://doi.org/10.1021/ja00722a043	journal	September 1970
Solid-Phase Peptide Synthesis Using mild base Cleavage of NαFluorenylmethyloxycarbonylamino Acids, Exemplified by a Synthesis of Dihydrosomatostatin Chang, Chi-Deu; Meienhofer, Johannes International Journal of Peptide and Protein Research, Vol. 11, Issue 3 https://doi.org/10.1111/j.1399-3011.1978.tb02845.x	journal	March 1978
Large-scale manufacture of peptide therapeutics by chemical synthesis Bray, Brian L. Nature Reviews Drug Discovery, Vol. 2, Issue 7 https://doi.org/10.1038/nrd1133	journal	July 2003
Multicomponent peptide assemblies Raymond, Danielle M.; Nilsson, Bradley L. Chemical Society Reviews, Vol. 47, Issue 10 https://doi.org/10.1039/c8cs00115d	journal	January 2018
Supramolecular Assembly of Peptide Amphiphiles Hendricks, Mark P.; Sato, Kohei; Palmer, Liam C. Accounts of Chemical Research, Vol. 50, Issue 10 https://doi.org/10.1021/acs.accounts.7b00297	journal	September 2017
Functional Supramolecular Polymers Aida, T.; Meijer, E. W.; Stupp, S. I. Science, Vol. 335, Issue 6070 https://doi.org/10.1126/science.1205962	journal	February 2012
Minimalistic peptide supramolecular co-assembly: expanding the conformational space for nanotechnology Makam, Pandeeswar; Gazit, Ehud Chemical Society Reviews, Vol. 47, Issue 10 https://doi.org/10.1039/c7cs00827a	journal	January 2018
Stoichiometry-controlled secondary structure transition of amyloid-derived supramolecular dipeptide co-assemblies Ji, Wei; Yuan, Chengqian; Chakraborty, Priyadarshi Communications Chemistry, Vol. 2, Issue 1 https://doi.org/10.1038/s42004-019-0170-z	journal	June 2019
Hierarchical Self‐Assembled Photo‐Responsive Tubisomes from a Cyclic Peptide‐Bridged Amphiphilic Block Copolymer Yang, Jie; Song, Ji‐Inn; Song, Qiao Angewandte Chemie International Edition, Vol. 59, Issue 23 https://doi.org/10.1002/anie.201916111	journal	March 2020
Supramolecular peptide constructed by molecular Lego allowing programmable self-assembly for photodynamic therapy Zhu, Huangtianzhi; Wang, Huanhuan; Shi, Bingbing Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-10385-9	journal	June 2019
Multi-hierarchical self-assembly of a collagen mimetic peptide from triple helix to nanofibre and hydrogel O'Leary, Lesley E. R.; Fallas, Jorge A.; Bakota, Erica L. Nature Chemistry, Vol. 3, Issue 10 https://doi.org/10.1038/nchem.1123	journal	August 2011
Self-Assembly and Mineralization of Peptide-Amphiphile Nanofibers Hartgerink, Jeffrey D.; Beniash, Elia; Stupp, Samuel I. Science, Vol. 294, Issue 5547, p. 1684-1688 https://doi.org/10.1126/science.1063187	journal	November 2001
Selective Differentiation of Neural Progenitor Cells by High-Epitope Density Nanofibers Silva, Gabriel A.; Czeisler, Catherine; Niece, Krista L. Science, Vol. 303, Issue 5662, p. 1352-1355 https://doi.org/10.1126/science.1093783	journal	February 2004
Self-Assembling Nanofibers Inhibit Glial Scar Formation and Promote Axon Elongation after Spinal Cord Injury Tysseling-Mattiace, V. M.; Sahni, V.; Niece, K. L. Journal of Neuroscience, Vol. 28, Issue 14 https://doi.org/10.1523/jneurosci.0143-08.2008	journal	April 2008
Gel Scaffolds of BMP-2-Binding Peptide Amphiphile Nanofibers for Spinal Arthrodesis Lee, Sungsoo S.; Hsu, Erin L.; Mendoza, Marco Advanced Healthcare Materials, Vol. 4, Issue 1 https://doi.org/10.1002/adhm.201400129	journal	April 2014
Sulfated glycopeptide nanostructures for multipotent protein activation Lee, Sungsoo S.; Fyrner, Timmy; Chen, Feng Nature Nanotechnology, Vol. 12, Issue 8 https://doi.org/10.1038/nnano.2017.109	journal	June 2017
Supramolecular design of self-assembling nanofibers for cartilage regeneration Shah, Ramille N.; Shah, Nirav A.; Del Rosario Lim, Marc M. Proceedings of the National Academy of Sciences, Vol. 107, Issue 8 https://doi.org/10.1073/pnas.0906501107	journal	February 2010
Self-assembly of peptide amphiphiles: From molecules to nanostructures to biomaterials Cui, Honggang; Webber, Matthew J.; Stupp, Samuel I. Biopolymers, Vol. 94, Issue 1, p. 1-18 https://doi.org/10.1002/bip.21328	journal	January 2010
Supramolecular Nanostructure Activates TrkB Receptor Signaling of Neuronal Cells by Mimicking Brain-Derived Neurotrophic Factor Edelbrock, Alexandra N.; Àlvarez, Zaida; Simkin, Dina Nano Letters, Vol. 18, Issue 10 https://doi.org/10.1021/acs.nanolett.8b02317	journal	September 2018
Controlled release of functional proteins through designer self-assembling peptide nanofiber hydrogel scaffold Koutsopoulos, S.; Unsworth, L. D.; Nagai, Y. Proceedings of the National Academy of Sciences, Vol. 106, Issue 12 https://doi.org/10.1073/pnas.0807506106	journal	March 2009
Nanostructure-templated control of drug release from peptide amphiphile nanofiber gels Matson, John B.; Newcomb, Christina J.; Bitton, Ronit Soft Matter, Vol. 8, Issue 13 https://doi.org/10.1039/c2sm07420f	journal	January 2012
Self-Assembled Peptide Nanostructures Targeting Death Receptor 5 and Encapsulating Paclitaxel As a Multifunctional Cancer Therapy Moyer, Tyson J.; Chen, Feng; Toft, Daniel J. ACS Biomaterials Science & Engineering, Vol. 5, Issue 11 https://doi.org/10.1021/acsbiomaterials.9b01259	journal	September 2018
Self-assembling peptide semiconductors Tao, Kai; Makam, Pandeeswar; Aizen, Ruth Science, Vol. 358, Issue 6365 https://doi.org/10.1126/science.aam9756	journal	November 2017
Phage display-derived peptides as therapeutic alternatives to antibodies Ladner, Robert C.; Sato, Aaron K.; Gorzelany, Jennifer Drug Discovery Today, Vol. 9, Issue 12 https://doi.org/10.1016/s1359-6446(04)03104-6	journal	June 2004
Peptide therapeutics: current status and future directions Fosgerau, Keld; Hoffmann, Torsten Drug Discovery Today, Vol. 20, Issue 1 https://doi.org/10.1016/j.drudis.2014.10.003	journal	January 2015
Discovering and improving novel peptide therapeutics Mcgregor, D. Current Opinion in Pharmacology, Vol. 8, Issue 5 https://doi.org/10.1016/j.coph.2008.06.002	journal	October 2008
Effect of pegylation on pharmaceuticals Harris, J. Milton; Chess, Robert B. Nature Reviews Drug Discovery, Vol. 2, Issue 3 https://doi.org/10.1038/nrd1033	journal	March 2003
Nanofiber-Based Delivery of Therapeutic Peptides to the Brain Mazza, Mariarosa; Notman, Rebecca; Anwar, Jamshed ACS Nano, Vol. 7, Issue 2 https://doi.org/10.1021/nn305193d	journal	January 2013
Peptide Backbone Composition and Protease Susceptibility: Impact of Modification Type, Position, and Tandem Substitution Werner, Halina M.; Cabalteja, Chino C.; Horne, W. Seth ChemBioChem, Vol. 17, Issue 8 https://doi.org/10.1002/cbic.201500312	journal	August 2015
GLP-1 analogs containing disulfide bond exhibited prolonged half-life in vivo than GLP-1 Li, Ying; Zheng, Xuemin; Tang, Lida Peptides, Vol. 32, Issue 6 https://doi.org/10.1016/j.peptides.2011.04.001	journal	June 2011
Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis Blackwell, Helen E.; Grubbs, Robert H. Angewandte Chemie International Edition, Vol. 37, Issue 23 https://doi.org/10.1002/(SICI)1521-3773(19981217)37:23<3281::AID-ANIE3281>3.0.CO;2-V	journal	December 1998
Hydrocarbon-Stapled Peptides: Principles, Practice, and Progress: Miniperspective Walensky, Loren D.; Bird, Gregory H. Journal of Medicinal Chemistry, Vol. 57, Issue 15 https://doi.org/10.1021/jm4011675	journal	March 2014
Early Engineering Approaches to Improve Peptide Developability and Manufacturability Furman, Jennifer L.; Chiu, Mark; Hunter, Michael J. The AAPS Journal, Vol. 17, Issue 1 https://doi.org/10.1208/s12248-014-9681-9	journal	October 2014
Random heteropolymers preserve protein function in foreign environments Panganiban, Brian; Qiao, Baofu; Jiang, Tao Science, Vol. 359, Issue 6381 https://doi.org/10.1126/science.aao0335	journal	March 2018
Structural properties of soluble peptide amphiphile micelles Trent, Amanda; Marullo, Rachel; Lin, Brian Soft Matter, Vol. 7, Issue 20 https://doi.org/10.1039/c1sm05862b	journal	January 2011
Peptide supramolecular materials for therapeutics Sato, Kohei; Hendricks, Mark P.; Palmer, Liam C. Chemical Society Reviews, Vol. 47, Issue 20 https://doi.org/10.1039/c7cs00735c	journal	January 2018
Nucleobase peptide amphiphiles Serpell, Christopher J.; Barłóg, Maciej; Basu, Kaustuv Mater. Horiz., Vol. 1, Issue 3 https://doi.org/10.1039/c3mh00154g	journal	January 2014
Supramolecular nanostructures that mimic VEGF as a strategy for ischemic tissue repair Webber, M. J.; Tongers, J.; Newcomb, C. J. Proceedings of the National Academy of Sciences, Vol. 108, Issue 33 https://doi.org/10.1073/pnas.1016546108	journal	August 2011
Reversible self-assembly of superstructured networks Freeman, Ronit; Han, Ming; Álvarez, Zaida Science, Vol. 362, Issue 6416 https://doi.org/10.1126/science.aat6141	journal	October 2018
The internal structure of self-assembled peptide amphiphiles nanofibers Jiang, Hongzhou; Guler, Mustafa O.; Stupp, Samuel I. Soft Matter, Vol. 3, Issue 4 https://doi.org/10.1039/b614426h	journal	January 2007
Probing the Interior of Peptide Amphiphile Supramolecular Aggregates Tovar, John D.; Claussen, Randal C.; Stupp, Samuel I. Journal of the American Chemical Society, Vol. 127, Issue 20 https://doi.org/10.1021/ja043764d	journal	May 2005
Internal dynamics of a supramolecular nanofibre Ortony, Julia H.; Newcomb, Christina J.; Matson, John B. Nature Materials, Vol. 13, Issue 8 https://doi.org/10.1038/nmat3979	journal	May 2014
Water Dynamics from the Surface to the Interior of a Supramolecular Nanostructure Ortony, Julia H.; Qiao, Baofu; Newcomb, Christina J. Journal of the American Chemical Society, Vol. 139, Issue 26 https://doi.org/10.1021/jacs.7b02969	journal	June 2017
Antitumor Activity of Peptide Amphiphile Nanofiber-Encapsulated Camptothecin Soukasene, Stephen; Toft, Daniel J.; Moyer, Tyson J. ACS Nano, Vol. 5, Issue 11 https://doi.org/10.1021/nn203343z	journal	October 2011
Molecular co-assembly as a strategy for synergistic improvement of the mechanical properties of hydrogels Halperin-Sternfeld, Michal; Ghosh, Moumita; Sevostianov, Rina Chemical Communications, Vol. 53, Issue 69 https://doi.org/10.1039/c7cc04187j	journal	January 2017
Supramolecular Copolymerization as a Strategy to Control the Stability of Self-Assembled Nanofibers Thota, Bala N. S.; Lou, Xianwen; Bochicchio, Davide Angewandte Chemie International Edition, Vol. 57, Issue 23 https://doi.org/10.1002/anie.201802238	journal	May 2018
Tuneable pH-regulated supramolecular copolymerisation by mixing mismatched dendritic peptide comonomers Ahlers, P.; Frisch, H.; Besenius, P. Polymer Chemistry, Vol. 6, Issue 41 https://doi.org/10.1039/c5py01241d	journal	January 2015
Competitive Supramolecular Associations Mediate the Viscoelasticity of Binary Hydrogels Vereroudakis, Emmanouil; Bantawa, Minaspi; Lafleur, René P. M. ACS Central Science, Vol. 6, Issue 8 https://doi.org/10.1021/acscentsci.0c00279	journal	July 2020
Naturally secreted oligomers of amyloid β protein potently inhibit hippocampal long-term potentiation in vivo Walsh, Dominic M.; Klyubin, Igor; Fadeeva, Julia V. Nature, Vol. 416, Issue 6880 https://doi.org/10.1038/416535a	journal	April 2002
The Amyloid Hypothesis of Alzheimer's Disease: Progress and Problems on the Road to Therapeutics Hardy, J. Science, Vol. 297, Issue 5580 https://doi.org/10.1126/science.1072994	journal	July 2002
Energy landscapes and functions of supramolecular systems Tantakitti, Faifan; Boekhoven, Job; Wang, Xin Nature Materials, Vol. 15, Issue 4 https://doi.org/10.1038/nmat4538	journal	January 2016
A self-assembly pathway to aligned monodomain gels Zhang, Shuming; Greenfield, Megan A.; Mata, Alvaro Nature Materials, Vol. 9, Issue 7 https://doi.org/10.1038/nmat2778	journal	June 2010
Pathway Selection in Peptide Amphiphile Assembly Korevaar, Peter A.; Newcomb, Christina J.; Meijer, E. W. Journal of the American Chemical Society, Vol. 136, Issue 24 https://doi.org/10.1021/ja503882s	journal	June 2014
Amino Acid Sequence in Constitutionally Isomeric Tetrapeptide Amphiphiles Dictates Architecture of One-Dimensional Nanostructures Cui, Honggang; Cheetham, Andrew G.; Pashuck, E. Thomas Journal of the American Chemical Society, Vol. 136, Issue 35 https://doi.org/10.1021/ja507051w	journal	August 2014
Cross-β-Sheet Structure in Amyloid Fiber Formation Xu, Shaohua The Journal of Physical Chemistry B, Vol. 113, Issue 37 https://doi.org/10.1021/jp903106x	journal	September 2009
X-ray Scattering Studies of Protein Structural Dynamics Meisburger, Steve P.; Thomas, William C.; Watkins, Maxwell B. Chemical Reviews, Vol. 117, Issue 12 https://doi.org/10.1021/acs.chemrev.6b00790	journal	May 2017
Analysis of protein-ligand interactions by fluorescence polarization Rossi, Ana M.; Taylor, Colin W. Nature Protocols, Vol. 6, Issue 3 https://doi.org/10.1038/nprot.2011.305	journal	March 2011
Bioactive scaffolds with enhanced supramolecular motion promote recovery from spinal cord injury Álvarez, Z.; Kolberg-Edelbrock, A. N.; Sasselli, I. R. Science, Vol. 374, Issue 6569 https://doi.org/10.1126/science.abh3602	journal	November 2021
Amyloid β oligomers in Alzheimer’s disease pathogenesis, treatment, and diagnosis Viola, Kirsten L.; Klein, William L. Acta Neuropathologica, Vol. 129, Issue 2 https://doi.org/10.1007/s00401-015-1386-3	journal	January 2015
β-sheet breaker peptides inhibit fibrillogenesis in a rat brain model of amyloidosis: Implications for Alzheimer's therapy Soto, Claudio; Sigurdsson, Einar M.; Morelli, Laura Nature Medicine, Vol. 4, Issue 7 https://doi.org/10.1038/nm0798-822	journal	July 1998
Pentapeptide Amides Interfere with the Aggregation of β-Amyloid Peptide of Alzheimer's Disease Hetényi, Csaba; Szabó, Zoltán; Klement, Éva Biochemical and Biophysical Research Communications, Vol. 292, Issue 4 https://doi.org/10.1006/bbrc.2002.6745	journal	April 2002
Amyloid β-sheet mimics that antagonize protein aggregation and reduce amyloid toxicity Cheng, Pin-Nan; Liu, Cong; Zhao, Minglei Nature Chemistry, Vol. 4, Issue 11 https://doi.org/10.1038/nchem.1433	journal	September 2012
Thioflavine T interaction with synthetic Alzheimer's disease β-amyloid peptides: Detection of amyloid aggregation in solution Levine, Harry Protein Science, Vol. 2, Issue 3 https://doi.org/10.1002/pro.5560020312	journal	March 1993
Amyloid β-42 induces neuronal apoptosis by targeting mitochondria Han, Xiao-Jian; Hu, Yang-Yang; Yang, Zhang-Jian Molecular Medicine Reports, Vol. 16, Issue 4 https://doi.org/10.3892/mmr.2017.7203	journal	August 2017
Decreased apoptosis in the brain and premature lethality in CPP32-deficient mice Kuida, Keisuke; Zheng, Timothy S.; Na, Songqing Nature, Vol. 384, Issue 6607 https://doi.org/10.1038/384368a0	journal	November 1996
Design and synthesis of new trehalose-conjugated pentapeptides as inhibitors of Aβ(1-42) fibrillogenesis and toxicity De Bona, Paolo; Laura Giuffrida, Maria; Caraci, Filippo Journal of Peptide Science, Vol. 15, Issue 3 https://doi.org/10.1002/psc.1109	journal	March 2009

Similar Records

Supramolecular Copolymers of Peptides and Lipidated Peptides and Their Therapeutic Potential

Journal Article · 2022 · J. Am. Chem. Soc. · OSTI ID:1863059

Qiu, Ruomeng; Sasselli, Ivan R.; Alvarez, Zaida; +4 more

Supramolecular Copolymers of Peptides and Lipidated Peptides and Their Therapeutic Potential

Journal Article · 2022 · Journal of the American Chemical Society · OSTI ID:1909454

Qiu, Ruomeng; Sasselli, Ivan R.; Álvarez, Zaida; +4 more

Supramolecular Copolymers of Peptides and Lipidated Peptides and Their Therapeutic Potential

Citation Formats

References (68)

Similar Records

Related Subjects