Control of Peptide Amphiphile Supramolecular Nanostructures by Isosteric Replacements

Xing, Huihua; Chin, Stacey M.; Udumula, Venkata Reddy; Krishnaiah, Maddeboina; Rodrigues de Almeida, Nathalia; Huck-Iriart, Cristian; Picco, Agustin S.; Lee, Sieun Ruth; Zaldivar, Gervasio; Jackson, Kelsey A.; Tagliazucchi, Mario; Stupp, Samuel I.; Conda-Sheridan, Martin

doi:10.1021/acs.biomac.1c00379

Control of Peptide Amphiphile Supramolecular Nanostructures by Isosteric Replacements

Journal Article · 01 July 2021 · Biomacromolecules

DOI:https://doi.org/10.1021/acs.biomac.1c00379· OSTI ID:1820457

Xing, Huihua; Chin, Stacey M.; Udumula, Venkata Reddy; Krishnaiah, Maddeboina; Rodrigues de Almeida, Nathalia; Huck-Iriart, Cristian; Picco, Agustin S.; Lee, Sieun Ruth; Zaldivar, Gervasio; Jackson, Kelsey A.; Tagliazucchi, Mario; Stupp, Samuel I.; Conda-Sheridan, Martin

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:: 1820457

Journal Information:: Biomacromolecules, Vol. 22, Issue (8)

Country of Publication:: United States

Language:: ENGLISH

References (43)

Self-assembly for the synthesis of functional biomaterials Stephanopoulos, Nicholas; Ortony, Julia H.; Stupp, Samuel I. Acta Materialia, Vol. 61, Issue 3 https://doi.org/10.1016/j.actamat.2012.10.046	journal	February 2013
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
Beyond molecules: Self-assembly of mesoscopic and macroscopic components Whitesides, G. M.; Boncheva, M. Proceedings of the National Academy of Sciences, Vol. 99, Issue 8, p. 4769-4774 https://doi.org/10.1073/pnas.082065899	journal	April 2002
Development of bioactive peptide amphiphiles for therapeutic cell delivery Webber, Matthew J.; Tongers, Jörn; Renault, Marie-Ange Acta Biomaterialia, Vol. 6, Issue 1 https://doi.org/10.1016/j.actbio.2009.07.031	journal	January 2010
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
Drug release from hydrazone-containing peptide amphiphiles Matson, John B.; Stupp, Samuel I. Chemical Communications, Vol. 47, Issue 28 https://doi.org/10.1039/c1cc12570b	journal	January 2011
Heparin Binding Nanostructures to Promote Growth of Blood Vessels Rajangam, Kanya; Behanna, Heather A.; Hui, Michael J. Nano Letters, Vol. 6, Issue 9 https://doi.org/10.1021/nl0613555	journal	September 2006
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
Bone regeneration mediated by biomimetic mineralization of a nanofiber matrix Mata, Alvaro; Geng, Yanbiao; Henrikson, Karl J. Biomaterials, Vol. 31, Issue 23 https://doi.org/10.1016/j.biomaterials.2010.04.013	journal	August 2010
Coassembled Cytotoxic and Pegylated Peptide Amphiphiles Form Filamentous Nanostructures with Potent Antitumor Activity in Models of Breast Cancer Toft, Daniel J.; Moyer, Tyson J.; Standley, Stephany M. ACS Nano, Vol. 6, Issue 9 https://doi.org/10.1021/nn302503s	journal	August 2012
Design, Synthesis, and Nanostructure-Dependent Antibacterial Activity of Cationic Peptide Amphiphiles Rodrigues de Almeida, Nathalia; Han, Yuchun; Perez, Jesus ACS Applied Materials & Interfaces, Vol. 11, Issue 3 https://doi.org/10.1021/acsami.8b17808	journal	December 2018
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
Self-assembling amphiphilic peptides: SELF-ASSEMBLING PEPTIDES Dehsorkhi, Ashkan; Castelletto, Valeria; Hamley, Ian W. Journal of Peptide Science, Vol. 20, Issue 7 https://doi.org/10.1002/psc.2633	journal	April 2014
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
pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies Moyer, Tyson J.; Finbloom, Joel A.; Chen, Feng Journal of the American Chemical Society, Vol. 136, Issue 42 https://doi.org/10.1021/ja5042429	journal	October 2014
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
Probing Peptide Amphiphile Self-Assembly in Blood Serum Ghosh, Arijit; Buettner, Christian J.; Manos, Aaron A. Biomacromolecules, Vol. 15, Issue 12 https://doi.org/10.1021/bm501311g	journal	November 2014
Balancing the intermolecular forces in peptide amphiphiles for controlling self-assembly transitions Buettner, C. J.; Wallace, A. J.; Ok, S. Organic & Biomolecular Chemistry, Vol. 15, Issue 24 https://doi.org/10.1039/c7ob00875a	journal	January 2017
Electrostatic effects on nanofiber formation of self-assembling peptide amphiphiles Toksoz, Sila; Mammadov, Rashad; Tekinay, Ayse B. Journal of Colloid and Interface Science, Vol. 356, Issue 1 https://doi.org/10.1016/j.jcis.2010.12.076	journal	April 2011
Mechanism of the pH-Controlled Self-Assembly of Nanofibers from Peptide Amphiphiles Cote, Yoann; Fu, Iris W.; Dobson, Eric T. The Journal of Physical Chemistry C, Vol. 118, Issue 29 https://doi.org/10.1021/jp5048024	journal	July 2014
Self-Assembled Nanostructures of Peptide Amphiphiles: Charge Regulation by Size Regulation Zaldivar, Gervasio; Vemulapalli, Sridhar; Udumula, Venkatareddy The Journal of Physical Chemistry C, Vol. 123, Issue 28 https://doi.org/10.1021/acs.jpcc.9b04280	journal	June 2019
De Novo Design of Bioactive Protein-Resembling Nanospheres via Dendrimer-Templated Peptide Amphiphile Assembly Lin, Brian F.; Marullo, Rachel S.; Robb, Maxwell J. Nano Letters, Vol. 11, Issue 9 https://doi.org/10.1021/nl202220q	journal	September 2011
Self-Repair of Structure and Bioactivity in a Supramolecular Nanostructure Chen, Charlotte H.; Palmer, Liam C.; Stupp, Samuel I. Nano Letters, Vol. 18, Issue 11 https://doi.org/10.1021/acs.nanolett.8b02709	journal	October 2018
Structure Property Relationships of Carboxylic Acid Isosteres Lassalas, Pierrik; Gay, Bryant; Lasfargeas, Caroline Journal of Medicinal Chemistry, Vol. 59, Issue 7 https://doi.org/10.1021/acs.jmedchem.5b01963	journal	March 2016
Ligands for Brain Cholinergic Channel Receptors: Synthesis and in Vitro Characterization of Novel Isoxazoles and Isothiazoles as Bioisosteric Replacements for the Pyridine Ring in Nicotine Garvey, David S.; Wasicak, James T.; Elliott, Richard L. Journal of Medicinal Chemistry, Vol. 37, Issue 26 https://doi.org/10.1021/jm00052a005	journal	December 1994
Developing Polyamine-Based Peptide Amphiphiles with Tunable Morphology and Physicochemical Properties Samad, Mehdi Bin; Chhonker, Yashpal Singh; Contreras, Jacob I. Macromolecular Bioscience, Vol. 17, Issue 8 https://doi.org/10.1002/mabi.201700096	journal	May 2017
Interpolymer complexes of poly(sulfonic acid)s and poly(ethylene oxide): an unexpected association Maldonado, Liliana; Debais, Gabriel; Davia, Federico Soft Matter, Vol. 15, Issue 45 https://doi.org/10.1039/c9sm01768b	journal	January 2019
Hydrolysis of esters of oxy acids: p K _a values for strong acids; Brønsted relationship for attack of water at methyl; free energies of hydrolysis of esters of oxy acids; and a linear relationship between free energy of hydrolysis and p K _a holding over a range of 20 p K units Guthrie, J. Peter Canadian Journal of Chemistry, Vol. 56, Issue 17 https://doi.org/10.1139/v78-385	journal	September 1978
The Effects of Chemical Substitution and Polymerization on the p K _a Values of Sulfonic Acids Dong, Haitao; Du, Hongbo; Wickramasinghe, Sumith Ranil The Journal of Physical Chemistry B, Vol. 113, Issue 43 https://doi.org/10.1021/jp906087c	journal	September 2009
Estimated p K _a values for the environmentally relevant C ₁ through C ₈ perfluorinated sulfonic acid isomers Rayne, Sierra; Forest, Kaya Journal of Environmental Science and Health, Part A, Vol. 51, Issue 12 https://doi.org/10.1080/10934529.2016.1198191	journal	July 2016
Chemical speciation of environmentally significant heavy metals with inorganic ligands. Part 1: The Hg2+– Cl–, OH–, CO32–, SO42–, and PO43– aqueous systems (IUPAC Technical Report) Powell, Kipton J.; Brown, Paul L.; Byrne, Robert H. Pure and Applied Chemistry, Vol. 77, Issue 4 https://doi.org/10.1351/pac200577040739	journal	January 2005
Catalytic Hydrolysis of Acylcyanamide Substrates by Carboxypeptidase A Defines the Stereochemistry of Carbonyl Hydration at the Enzyme Active Site Mock, W. L.; Xu, X. D. Bioorganic Chemistry, Vol. 22, Issue 4 https://doi.org/10.1006/bioo.1994.1031	journal	December 1994
Super Resolution Microscopy Reveals that Caveolin-1 Is Required for Spatial Organization of CRFB1 and Subsequent Antiviral Signaling in Zebrafish Gabor, Kristin A.; Stevens, Chad R.; Pietraszewski, Matthew J. PLoS ONE, Vol. 8, Issue 7 https://doi.org/10.1371/journal.pone.0068759	journal	July 2013
A new Guinier–Porod model Hammouda, Boualem Journal of Applied Crystallography, Vol. 43, Issue 4 https://doi.org/10.1107/s0021889810015773	journal	May 2010
Tuning Supramolecular Rigidity of Peptide Fibers through Molecular Structure Pashuck, E. Thomas; Cui, Honggang; Stupp, Samuel I. Journal of the American Chemical Society, Vol. 132, Issue 17 https://doi.org/10.1021/ja908560n	journal	May 2010
Electrostatic Control of Polymorphism in Charged Amphiphile Assemblies Gao, Changrui; Li, Honghao; Li, Yue The Journal of Physical Chemistry B, Vol. 121, Issue 7 https://doi.org/10.1021/acs.jpcb.6b11602	journal	February 2017
Temperature Dependence of Hydrogen Bonding in Supercritical Water Mizan, Tahmid I.; Savage, Phillip E.; Ziff, Robert M. The Journal of Physical Chemistry, Vol. 100, Issue 1 https://doi.org/10.1021/jp951561t	journal	January 1996
NIH Image to ImageJ: 25 years of image analysis Schneider, Caroline A.; Rasband, Wayne S.; Eliceiri, Kevin W. Nature Methods, Vol. 9, Issue 7 https://doi.org/10.1038/nmeth.2089	journal	June 2012
Shape and fluctuations of frustrated self-assembled nano ribbons Zhang, Mingming; Grossman, Doron; Danino, Dganit Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-11473-6	journal	August 2019
Chiral Nanoarchitectonics: Towards the Design, Self-Assembly, and Function of Nanoscale Chiral Twists and Helices Zhang, Li; Wang, Tianyu; Shen, Zhaocun Advanced Materials, Vol. 28, Issue 6 https://doi.org/10.1002/adma.201502590	journal	September 2015
Supramolecular Nanotube Architectures Based on Amphiphilic Molecules Shimizu, Toshimi; Masuda, Mitsutoshi; Minamikawa, Hiroyuki Chemical Reviews, Vol. 105, Issue 4 https://doi.org/10.1021/cr030072j	journal	April 2005
Twisting of Charged Nanoribbons to Helicoids Driven by Electrostatics Zaldivar, Gervasio; Conda-Sheridan, Martin; Tagliazucchi, Mario The Journal of Physical Chemistry B, Vol. 124, Issue 15 https://doi.org/10.1021/acs.jpcb.0c01301	journal	March 2020
Morphology Control between Twisted Ribbon, Helical Ribbon, and Nanotube Self-Assemblies with His-Containing Helical Peptides in Response to pH Change Uesaka, Akihiro; Ueda, Motoki; Makino, Akira Langmuir, Vol. 30, Issue 4 https://doi.org/10.1021/la404784e	journal	January 2014

Similar Records

Control of Peptide Amphiphile Supramolecular Nanostructures by Isosteric Replacements

Journal Article · 2021 · Biomacromolecules · OSTI ID:1865064

Xing, Huihua; Chin, Stacey M.; Udumula, Venkata Reddy; +10 more

Supramolecular Interactions and Morphology of Self-Assembling Peptide Amphiphile Nanostructures

Journal Article · 2021 · Nano Lett. · OSTI ID:1820460

Sangji, M. Hussain; Sai, Hiroaki; Chin, Stacey M.; +4 more

Supramolecular Interactions and Morphology of Self-Assembling Peptide Amphiphile Nanostructures

Journal Article · 2021 · Nano Lett. · OSTI ID:1819320

Sangji, M. Hussain; Sai, Hiroaki; Chin, Stacey M.; +4 more

Control of Peptide Amphiphile Supramolecular Nanostructures by Isosteric Replacements

Citation Formats

References (43)

Similar Records

Related Subjects