Literature DB >> 23853102

More than meets the eye: conformational switching of a stacked dialkoxynaphthalene-naphthalenetetracarboxylic diimide (DAN-NDI) foldamer to an NDI-NDI fibril aggregate.

Cameron Peebles1, Rebecca Piland, Brent L Iverson.   

Abstract

The thermally induced conformational switching of a stacked dialkxoynaphthalene-naphthalenetetracarboxylic diimide (DAN-NDI) amphiphilic foldamer to an NDI-NDI fibril aggregate is described. The aggregated fibril structures were explored by UV/Vis, circular dichroism (CD), atomic-force microscopy (AFM), and TEM techniques. Our findings indicate that the aromatic DAN-NDI interactions of the original foldamer undergoes transformation to a fibrillar assembly with aromatic NDI-NDI stacked interactions. These structural insights could help inform new molecular designs and increase our understanding of fibrillar assembly and aggregation process in aqueous solution.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aggregation; pi interactions; self-assembly; supramolecular chemistry; synthetic biology

Mesh:

Substances:

Year:  2013        PMID: 23853102      PMCID: PMC3825095          DOI: 10.1002/chem.201302009

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  28 in total

1.  (1)H NMR investigation of solvent effects in aromatic stacking interactions.

Authors:  M S Cubberley; B L Iverson
Journal:  J Am Chem Soc       Date:  2001-08-08       Impact factor: 15.419

2.  A bio-inspired design strategy: Organization of tryptophan-appended naphthalenediimide into well-defined architectures induced by molecular interactions.

Authors:  M B Avinash; T Govindaraju
Journal:  Nanoscale       Date:  2011-01-27       Impact factor: 7.790

3.  The role of aromaticity, exposed surface, and dipole moment in determining protein aggregation rates.

Authors:  Gian Gaetano Tartaglia; Andrea Cavalli; Riccardo Pellarin; Amedeo Caflisch
Journal:  Protein Sci       Date:  2004-05-28       Impact factor: 6.725

4.  Aqueous self-assembly of L-lysine-based amphiphiles into 1D n-type nanotubes.

Authors:  Hui Shao; Min Gao; Se Hye Kim; Christopher P Jaroniec; Jon R Parquette
Journal:  Chemistry       Date:  2011-11-11       Impact factor: 5.236

5.  Controllable peptide-dendron self-assembly: interconversion of nanotubes and fibrillar nanostructures.

Authors:  Hui Shao; Jon R Parquette
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 6.  Self assembly of short aromatic peptides into amyloid fibrils and related nanostructures.

Authors:  Ehud Gazit
Journal:  Prion       Date:  2007-01-02       Impact factor: 3.931

7.  Chiral transcription and retentive helical memory: probing peptide auxiliaries appended with naphthalenediimides for their one-dimensional molecular organization.

Authors:  M Pandeeswar; M B Avinash; T Govindaraju
Journal:  Chemistry       Date:  2012-03-20       Impact factor: 5.236

8.  Chirality of aromatic bis-imides from their circular dichroism spectra

Authors: 
Journal:  Chirality       Date:  2000-05       Impact factor: 2.437

9.  Use of the exciton chirality method in the investigation of ligand-gated synthetic ion channels.

Authors:  Naomi Sakai; Pinaki Talukdar; Stefan Matile
Journal:  Chirality       Date:  2006-02       Impact factor: 2.437

10.  Two-component gelation and morphology-dependent conductivity of a naphthalene-diimide (NDI) π-system by orthogonal hydrogen bonding.

Authors:  Haridas Kar; Mijanur Rahaman Molla; Suhrit Ghosh
Journal:  Chem Commun (Camb)       Date:  2012-10-19       Impact factor: 6.222

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  3 in total

Review 1.  The Diverse World of Foldamers: Endless Possibilities of Self-Assembly.

Authors:  Samuele Rinaldi
Journal:  Molecules       Date:  2020-07-18       Impact factor: 4.411

2.  Exploiting the interactions of aromatic units for folding and assembly in aqueous environments.

Authors:  B A Ikkanda; B L Iverson
Journal:  Chem Commun (Camb)       Date:  2016-06-14       Impact factor: 6.222

3.  Time-Dependent Solid State Polymorphism of a Series of Donor-Acceptor Dyads.

Authors:  Cameron Peebles; Paul M Alvey; Vincent Lynch; Brent L Iverson
Journal:  Cryst Growth Des       Date:  2014-01-02       Impact factor: 4.076

  3 in total

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