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Title: Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid

Authors:
ORCiD logo; ORCiD logo; ; ; ORCiD logo; ORCiD logo; ORCiD logo; ORCiD logo; ; ORCiD logo; ; ORCiD logo; ; ORCiD logo
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Sponsoring Org.:
FOREIGN
OSTI Identifier:
1578237
Resource Type:
Journal Article
Journal Name:
Nature Communications
Additional Journal Information:
Journal Volume: 10; Journal Issue: 1; Journal ID: ISSN 2041-1723
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
ENGLISH

Citation Formats

Basavalingappa, Vasantha, Bera, Santu, Xue, Bin, Azuri, Ido, Tang, Yiming, Tao, Kai, Shimon, Linda J. W., Sawaya, Michael R., Kolusheva, Sofiya, Eisenberg, David S., Kronik, Leeor, Cao, Yi, Wei, Guanghong, and Gazit, Ehud. Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid. United States: N. p., 2019. Web. doi:10.1038/s41467-019-13250-x.
Basavalingappa, Vasantha, Bera, Santu, Xue, Bin, Azuri, Ido, Tang, Yiming, Tao, Kai, Shimon, Linda J. W., Sawaya, Michael R., Kolusheva, Sofiya, Eisenberg, David S., Kronik, Leeor, Cao, Yi, Wei, Guanghong, & Gazit, Ehud. Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid. United States. doi:10.1038/s41467-019-13250-x.
Basavalingappa, Vasantha, Bera, Santu, Xue, Bin, Azuri, Ido, Tang, Yiming, Tao, Kai, Shimon, Linda J. W., Sawaya, Michael R., Kolusheva, Sofiya, Eisenberg, David S., Kronik, Leeor, Cao, Yi, Wei, Guanghong, and Gazit, Ehud. Wed . "Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid". United States. doi:10.1038/s41467-019-13250-x.
@article{osti_1578237,
title = {Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid},
author = {Basavalingappa, Vasantha and Bera, Santu and Xue, Bin and Azuri, Ido and Tang, Yiming and Tao, Kai and Shimon, Linda J. W. and Sawaya, Michael R. and Kolusheva, Sofiya and Eisenberg, David S. and Kronik, Leeor and Cao, Yi and Wei, Guanghong and Gazit, Ehud},
abstractNote = {},
doi = {10.1038/s41467-019-13250-x},
journal = {Nature Communications},
issn = {2041-1723},
number = 1,
volume = 10,
place = {United States},
year = {2019},
month = {11}
}

Works referenced in this record:

Crystal structure of a DNA/Ba2+ G-quadruplex containing a water-mediated C-tetrad
journal, November 2014

  • Zhang, Diana; Huang, Terry; Lukeman, Philip S.
  • Nucleic Acids Research, Vol. 42, Issue 21
  • DOI: 10.1093/nar/gku1122

Generalized Gradient Approximation Made Simple
journal, October 1996

  • Perdew, John P.; Burke, Kieron; Ernzerhof, Matthias
  • Physical Review Letters, Vol. 77, Issue 18, p. 3865-3868
  • DOI: 10.1103/PhysRevLett.77.3865

Overstretching B-DNA: The Elastic Response of Individual Double-Stranded and Single-Stranded DNA Molecules
journal, February 1996


Thioflavin T as an Efficient Inducer and Selective Fluorescent Sensor for the Human Telomeric G-Quadruplex DNA
journal, December 2012

  • Mohanty, Jyotirmayee; Barooah, Nilotpal; Dhamodharan, V.
  • Journal of the American Chemical Society, Vol. 135, Issue 1
  • DOI: 10.1021/ja309588h

Stabilization and Structure Calculations for Noncovalent Interactions in Extended Molecular Systems Based on Wave Function and Density Functional Theories
journal, September 2010

  • Riley, Kevin E.; Pitoňák, Michal; Jurečka, Petr
  • Chemical Reviews, Vol. 110, Issue 9
  • DOI: 10.1021/cr1000173

Following G-quadruplex formation by its intrinsic fluorescence
journal, November 2011


AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility
journal, December 2009

  • Morris, Garrett M.; Huey, Ruth; Lindstrom, William
  • Journal of Computational Chemistry, Vol. 30, Issue 16
  • DOI: 10.1002/jcc.21256

Measuring radial Young’s modulus of DNA by tapping mode AFM
journal, December 2007


Self‐Assembling of Fmoc‐GC Peptide Nucleic Acid Dimers into Highly Fluorescent Aggregates
journal, February 2018

  • Avitabile, Concetta; Diaferia, Carlo; Della Ventura, Bartolomeo
  • Chemistry – A European Journal, Vol. 24, Issue 18
  • DOI: 10.1002/chem.201800279

Cation Coordination Alters the Conformation of a Thrombin-Binding G-Quadruplex DNA Aptamer That Affects Inhibition of Thrombin
journal, October 2016

  • Zavyalova, Elena; Tagiltsev, Grigory; Reshetnikov, Roman
  • Nucleic Acid Therapeutics, Vol. 26, Issue 5
  • DOI: 10.1089/nat.2016.0606

Multifunctional nanoarchitectures from DNA-based ABC monomers
journal, May 2009

  • Lee, Jong B.; Roh, Young H.; Um, Soong Ho
  • Nature Nanotechnology, Vol. 4, Issue 7
  • DOI: 10.1038/nnano.2009.93

Quadruplex Formation by a Guanine-Rich PNA Oligomer
journal, March 2005

  • Datta, Bhaskar; Bier, Mark E.; Roy, Subhadeep
  • Journal of the American Chemical Society, Vol. 127, Issue 12
  • DOI: 10.1021/ja0446202

A Twice-As-Smart Synthetic G-Quartet: PyroTASQ Is Both a Smart Quadruplex Ligand and a Smart Fluorescent Probe
journal, August 2014

  • Laguerre, Aurélien; Stefan, Loic; Larrouy, Manuel
  • Journal of the American Chemical Society, Vol. 136, Issue 35
  • DOI: 10.1021/ja506331x

Nucleic Acids – Chemistry and Applications
journal, December 2013

  • Ganesh, Krishna N.; Krishnan, Yamuna
  • The Journal of Organic Chemistry, Vol. 78, Issue 24
  • DOI: 10.1021/jo402730c

Designing DNA nanodevices for compatibility with the immune system of higher organisms
journal, September 2015

  • Surana, Sunaina; Shenoy, Avinash R.; Krishnan, Yamuna
  • Nature Nanotechnology, Vol. 10, Issue 9
  • DOI: 10.1038/nnano.2015.180

A PNA 4 Quadruplex
journal, May 2004

  • Krishnan-Ghosh, Yamuna; Stephens, Elaine; Balasubramanian, Shankar
  • Journal of the American Chemical Society, Vol. 126, Issue 19
  • DOI: 10.1021/ja031508f

Thioflavin T as an efficient fluorescence sensor for selective recognition of RNA G-quadruplexes
journal, April 2016

  • Xu, Shujuan; Li, Qian; Xiang, Junfeng
  • Scientific Reports, Vol. 6, Issue 1
  • DOI: 10.1038/srep24793

Peptide nucleic acids in materials science
journal, July 2012

  • Bonifazi, Davide; Carloni, Laure-Elie; Corvaglia, Valentina
  • Artificial DNA: PNA & XNA, Vol. 3, Issue 3
  • DOI: 10.4161/adna.21941

Spectral Transition in Bio-Inspired Self-Assembled Peptide Nucleic Acid Photonic Crystals
journal, January 2016

  • Berger, Or; Yoskovitz, Eyal; Adler-Abramovich, Lihi
  • Advanced Materials, Vol. 28, Issue 11
  • DOI: 10.1002/adma.201504160

Peptide nucleic acid (PNA) — a review
journal, January 2006

  • Shakeel, Shabih; Karim, Sajjad; Ali, Arif
  • Journal of Chemical Technology & Biotechnology, Vol. 81, Issue 6
  • DOI: 10.1002/jctb.1505

Multiple Hydrogen Bonding Network: A Novel Mode of Self-Recognition in a Layered Crystalline Structure of a Guanosine Derivative
journal, May 1995

  • Araki, Koji; Abe, Masanori; Ishizaki, Akira
  • Chemistry Letters, Vol. 24, Issue 5
  • DOI: 10.1246/cl.1995.359

Multitasking Water-Soluble Synthetic G-Quartets: From Preferential RNA-Quadruplex Interaction to Biocatalytic Activity
journal, August 2013

  • Haudecoeur, Romain; Stefan, Loic; Monchaud, David
  • Chemistry - A European Journal, Vol. 19, Issue 38
  • DOI: 10.1002/chem.201300791

The physical properties of supramolecular peptide assemblies: from building block association to technological applications
journal, January 2014

  • Adler-Abramovich, Lihi; Gazit, Ehud
  • Chem. Soc. Rev., Vol. 43, Issue 20
  • DOI: 10.1039/C4CS00164H

The role of alkali metal cations in the stabilization of guanine quadruplexes: why K + is the best
journal, January 2016

  • Zaccaria, F.; Paragi, G.; Fonseca Guerra, C.
  • Physical Chemistry Chemical Physics, Vol. 18, Issue 31
  • DOI: 10.1039/C6CP01030J

Accurate Molecular Van Der Waals Interactions from Ground-State Electron Density and Free-Atom Reference Data
journal, February 2009


S-glass/Kevlar-149 hybrid microcomposites in stress-rupture: A Monte Carlo simulation
journal, January 1995


Elasticity of DNA nanowires
journal, January 2016


Unusually Large Young’s Moduli of Amino Acid Molecular Crystals
journal, September 2015

  • Azuri, Ido; Meirzadeh, Elena; Ehre, David
  • Angewandte Chemie International Edition, Vol. 54, Issue 46
  • DOI: 10.1002/anie.201505813

DNA nanofilm thickness measurement on microarray in air and in liquid using an atomic force microscope
journal, October 2005

  • Legay, Guillaume; Finot, Eric; Meunier-Prest, Rita
  • Biosensors and Bioelectronics, Vol. 21, Issue 4
  • DOI: 10.1016/j.bios.2004.12.021

Bioinspired Flexible and Tough Layered Peptide Crystals
journal, December 2017

  • Adler-Abramovich, Lihi; Arnon, Zohar A.; Sui, XiaoMeng
  • Advanced Materials, Vol. 30, Issue 5
  • DOI: 10.1002/adma.201704551

Structure and Mechanical Characterization of DNA i-Motif Nanowires by Molecular Dynamics Simulation
journal, December 2013

  • Singh, Raghvendra Pratap; Blossey, Ralf; Cleri, Fabrizio
  • Biophysical Journal, Vol. 105, Issue 12
  • DOI: 10.1016/j.bpj.2013.10.021

Characteristics of elastomeric and plastomeric binders in contact with natural asphalts
journal, March 2008


Excited States and Energy Transfer in G-Quadruplexes
journal, May 2009

  • Miannay, François-Alexandre; Banyasz, Akos; Gustavsson, Thomas
  • The Journal of Physical Chemistry C, Vol. 113, Issue 27
  • DOI: 10.1021/jp901839x

Guanosine-based hydrogen-bonded 2D scaffolds: metal-free formation of G-quartet and G-ribbon architectures at the solid/liquid interface
journal, January 2015

  • Garah, Mohamed El; Perone, Rosaria C.; Bonilla, Alejandro Santana
  • Chemical Communications, Vol. 51, Issue 58
  • DOI: 10.1039/C5CC03197D

Light-emitting self-assembled peptide nucleic acids exhibit both stacking interactions and Watson–Crick base pairing
journal, March 2015

  • Berger, Or; Adler-Abramovich, Lihi; Levy-Sakin, Michal
  • Nature Nanotechnology, Vol. 10, Issue 4
  • DOI: 10.1038/nnano.2015.27

Duplex–quadruplex motifs in a peculiar structural organization cooperatively contribute to thrombin binding of a DNA aptamer
journal, November 2013

  • Russo Krauss, Irene; Pica, Andrea; Merlino, Antonello
  • Acta Crystallographica Section D Biological Crystallography, Vol. 69, Issue 12
  • DOI: 10.1107/S0907444913022269

Understanding Molecular Crystals with Dispersion-Inclusive Density Functional Theory: Pairwise Corrections and Beyond
journal, June 2014

  • Kronik, Leeor; Tkatchenko, Alexandre
  • Accounts of Chemical Research, Vol. 47, Issue 11
  • DOI: 10.1021/ar500144s

XDS
journal, January 2010

  • Kabsch, Wolfgang
  • Acta Crystallographica Section D Biological Crystallography, Vol. 66, Issue 2
  • DOI: 10.1107/S0907444909047337

SHELXT – Integrated space-group and crystal-structure determination
journal, January 2015

  • Sheldrick, George M.
  • Acta Crystallographica Section A Foundations and Advances, Vol. 71, Issue 1, p. 3-8
  • DOI: 10.1107/S2053273314026370

Nanoindentation and morphological studies on nylon 66 nanocomposites. I. Effect of clay loading
journal, May 2004


Viscoelastic relaxation mechanisms of conventional polypropylene toughened by a plastomer: Viscoelastic Relaxation Mechanisms
journal, July 2003

  • Prieto, Óscar; Pereña, José M.; Benavente, Rosario
  • Journal of Polymer Science Part B: Polymer Physics, Vol. 41, Issue 16
  • DOI: 10.1002/polb.10579

Self-Assembly of Diphenylalanine–Peptide Nucleic Acid Conjugates
journal, June 2019


Measurement of the Elastic Properties and Intrinsic Strength of Monolayer Graphene
journal, July 2008


Optical property modulation of Fmoc group by pH-dependent self-assembly
journal, January 2015

  • Tao, Kai; Yoskovitz, Eyal; Adler-Abramovich, Lihi
  • RSC Advances, Vol. 5, Issue 90
  • DOI: 10.1039/C5RA16412E

Interactions between meso-tetrakis(4-(N-methylpyridiumyl))porphyrin TMPyP4 and DNA G-quadruplex of telomeric repeated sequence TTAGGG
journal, April 2008

  • Zhang, HuiJuan; Wang, XueFei; Wang, Peng
  • Science in China Series B: Chemistry, Vol. 51, Issue 5
  • DOI: 10.1007/s11426-008-0051-2

Human telomeric DNA: G-quadruplex, i-motif and Watson-Crick double helix
journal, November 2002


Fabrication and characterization of PNA–DNA hybrid nanostructures
journal, January 2014

  • Gnapareddy, Bramaramba; Kim, Jang Ah; Dugasani, Sreekantha Reddy
  • RSC Adv., Vol. 4, Issue 67
  • DOI: 10.1039/C4RA04751F

The Use of a Peptidic Scaffold for the Formation of Stable Guanine Tetrads: Control of a H-bonded Pattern in Water
journal, April 2011

  • Murat, Pierre; Gennaro, Béatrice; Garcia, Julian
  • Chemistry - A European Journal, Vol. 17, Issue 21
  • DOI: 10.1002/chem.201003556

Combining G-Quadruplex Targeting Motifs on a Single Peptide Nucleic Acid Scaffold: A Hybrid (3+1) PNA-DNA Bimolecular Quadruplex
journal, September 2008

  • Paul, Alexis; Sengupta, Poulami; Krishnan, Yamuna
  • Chemistry - A European Journal, Vol. 14, Issue 28
  • DOI: 10.1002/chem.200800605

Fmoc-modified amino acids and short peptides: simple bio-inspired building blocks for the fabrication of functional materials
journal, January 2016

  • Tao, Kai; Levin, Aviad; Adler-Abramovich, Lihi
  • Chemical Society Reviews, Vol. 45, Issue 14
  • DOI: 10.1039/C5CS00889A

Structural and Mechanical Study of a Self-Assembling Protein Nanotube
journal, April 2006

  • Graveland-Bikker, J. F.; Schaap, I. A. T.; Schmidt, C. F.
  • Nano Letters, Vol. 6, Issue 4
  • DOI: 10.1021/nl052205h

A short history of SHELX
journal, December 2007

  • Sheldrick, George M.
  • Acta Crystallographica Section A Foundations of Crystallography, Vol. 64, Issue 1, p. 112-122
  • DOI: 10.1107/S0108767307043930

Efficiency of ab-initio total energy calculations for metals and semiconductors using a plane-wave basis set
journal, July 1996


Nanomechanics of functional and pathological amyloid materials
journal, July 2011

  • Knowles, Tuomas P. J.; Buehler, Markus J.
  • Nature Nanotechnology, Vol. 6, Issue 8
  • DOI: 10.1038/nnano.2011.102

Peptide nucleic acid (PNA). A DNA mimic with a pseudopeptide backbone
journal, January 1997

  • Nielsen, Peter E.; Haaima, Gerald
  • Chemical Society Reviews, Vol. 26, Issue 2
  • DOI: 10.1039/cs9972600073

Electronic Excitations in G-quadruplexes Formed by the Human Telomeric Sequence: A Time-Resolved Fluorescence Study
journal, November 2014

  • Changenet-Barret, Pascale; Hua, Ying; Gustavsson, Thomas
  • Photochemistry and Photobiology, Vol. 91, Issue 3
  • DOI: 10.1111/php.12379

G-Quartets 40 Years Later: From 5′-GMP to Molecular Biology and Supramolecular Chemistry
journal, January 2004


Why Are Diphenylalanine-Based Peptide Nanostructures so Rigid? Insights from First Principles Calculations
journal, January 2014

  • Azuri, Ido; Adler-Abramovich, Lihi; Gazit, Ehud
  • Journal of the American Chemical Society, Vol. 136, Issue 3
  • DOI: 10.1021/ja408713x

Porphyrin-templated synthetic G-quartet (PorphySQ): a second prototype of G-quartet-based G-quadruplex ligand
journal, January 2012

  • Xu, Hai-Jun; Stefan, Loic; Haudecoeur, Romain
  • Organic & Biomolecular Chemistry, Vol. 10, Issue 27
  • DOI: 10.1039/c2ob25601k

Features and development of Coot
journal, March 2010

  • Emsley, P.; Lohkamp, B.; Scott, W. G.
  • Acta Crystallographica Section D Biological Crystallography, Vol. 66, Issue 4
  • DOI: 10.1107/S0907444910007493

A G-Quartet Formed in the Absence of a Templating Metal Cation: A New 8-(N,N-dimethylaniline)guanosine Derivative
journal, April 2000


TOPAS and TOPAS-Academic : an optimization program integrating computer algebra and crystallographic objects written in C++
journal, February 2018


Formation of Pseudosymmetrical G-Quadruplex and i-Motif Structures in the Proximal Promoter Region of the RET Oncogene
journal, August 2007

  • Guo, Kexiao; Pourpak, Alan; Beetz-Rogers, Kara
  • Journal of the American Chemical Society, Vol. 129, Issue 33
  • DOI: 10.1021/ja072185g

Self-Assembled Organic Nanostructures with Metallic-Like Stiffness
journal, September 2010

  • Adler-Abramovich, Lihi; Kol, Nitzan; Yanai, Inbal
  • Angewandte Chemie International Edition, Vol. 49, Issue 51
  • DOI: 10.1002/anie.201002037

Molecular docking study of binding of TMPyP4 to a bimolecular human telomeric G-quadruplex
journal, September 2008

  • Ishikawa, Y.; Fujii, S.
  • Nucleic Acids Symposium Series, Vol. 52, Issue 1
  • DOI: 10.1093/nass/nrn088

Perspective: Advances and challenges in treating van der Waals dispersion forces in density functional theory
journal, September 2012

  • Klimeš, Jiří; Michaelides, Angelos
  • The Journal of Chemical Physics, Vol. 137, Issue 12
  • DOI: 10.1063/1.4754130

Guanine Quartet Networks Stabilized by Cooperative Hydrogen Bonds
journal, March 2005

  • Otero, Roberto; Schöck, Maya; Molina, Luis M.
  • Angewandte Chemie International Edition, Vol. 44, Issue 15
  • DOI: 10.1002/anie.200461586

Blue fluorescent emitters: design tactics and applications in organic light-emitting diodes
journal, January 2013

  • Zhu, Minrong; Yang, Chuluo
  • Chemical Society Reviews, Vol. 42, Issue 12
  • DOI: 10.1039/c3cs35440g

DOTASQ as a prototype of nature-inspired G-quadruplex ligand
journal, January 2011

  • Stefan, Loic; Guédin, Aurore; Amrane, Samir
  • Chemical Communications, Vol. 47, Issue 17
  • DOI: 10.1039/c0cc04960c

Measuring elasticity of biological materials by atomic force microscopy
journal, June 1998


The Beauty and Utility of DNA Origami
journal, March 2017


Direct measurement of transversely isotropic DNA nanotube by force–distance curve-based atomic force microscopy
journal, October 2015

  • Tabata, Osamu; Kim, Do-Nyun; Hirai, Yoshikazu
  • Micro & Nano Letters, Vol. 10, Issue 10
  • DOI: 10.1049/mnl.2015.0174

Nanostructured films from hierarchical self-assembly of amyloidogenic proteins
journal, February 2010

  • Knowles, Tuomas P. J.; Oppenheim, Tomas W.; Buell, Alexander K.
  • Nature Nanotechnology, Vol. 5, Issue 3
  • DOI: 10.1038/nnano.2010.26

Nucleic Acid–Based Nanodevices in Biological Imaging
journal, June 2016


A Model of Smart G-Quadruplex Ligand
journal, December 2012

  • Haudecoeur, Romain; Stefan, Loic; Denat, Franck
  • Journal of the American Chemical Society, Vol. 135, Issue 2
  • DOI: 10.1021/ja310056y

ElaStic: A tool for calculating second-order elastic constants from first principles
journal, August 2013

  • Golesorkhtabar, Rostam; Pavone, Pasquale; Spitaler, Jürgen
  • Computer Physics Communications, Vol. 184, Issue 8
  • DOI: 10.1016/j.cpc.2013.03.010

Beyond the code: the mechanical properties of DNA as they relate to mitosis
journal, December 2007


Amyloid Fibrils as Building Blocks for Natural and Artificial Functional Materials
journal, May 2016


Template-Assembled Synthetic G-Quartets (TASQs)
journal, June 2008

  • Nikan, Mehran; Sherman, John C.
  • Angewandte Chemie International Edition, Vol. 47, Issue 26
  • DOI: 10.1002/anie.200704199

Aromatic peptide amphiphiles: significance of the Fmoc moiety
journal, January 2013

  • Fleming, Scott; Debnath, Sisir; Frederix, Pim W. J. M.
  • Chemical Communications, Vol. 49, Issue 90
  • DOI: 10.1039/c3cc45822a

Special Issue: Molecular Properties and the Applications of Peptide Nucleic Acids
journal, August 2018


Synthesis and Telomeric G-Quadruplex-Stabilizing Ability of Macrocyclic Hexaoxazoles Bearing Three Side Chains
journal, January 2019


High-resolution AFM structure of DNA G-wires in aqueous solution
journal, May 2018


Peptide nucleic acids: Advanced tools for biomedical applications
journal, October 2017