skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: An Organic Semiconductor Organized into 3D DNA Arrays by “Bottom-up” Rational Design

Journal Article · · Angewandte Chemie (International Edition)
 [1];  [1];  [1];  [1];  [1];  [2];  [1];  [1]
  1. New York Univ. (NYU), NY (United States)
  2. Purdue Univ., West Lafayette, IN (United States)
+ Show Author Affiliations

Abstract A 3D array of organic semiconductors was assembled using a DNA scaffold. An octameric aniline molecule (“octaniline”) was incorporated into a DNA building block based on a dimeric tensegrity triangle. The construct self‐assembled to form a 3D crystal. Reversible redox conversion between the pernigraniline and leucoemeraldine states of the octaniline is retained in the crystal. Protonic doping gave emeraldine salt at pH 5, corresponding to the conductive form of polyaniline. Redox cycling within the crystal was visualized by color changes and Raman microscopy. The ease of conversion between the octaniline states suggests that it is a viable electronic switch within a unique 3D structure.

Research Organization:
New York Univ. (NYU), NY (United States)
Sponsoring Organization:
USDOE Office of Science (SC); National Science Foundation (NSF); US Air Force Office of Scientific Research (AFOSR); US Army Research Office (ARO); US Department of the Navy, Office of Naval Research (ONR); Gordon and Betty Moore Foundation
Grant/Contract Number:
SC0007991; CHE-1412568; ODISSEI-1332411; CCF- 526650; W911NF-11-1-0024; N000141110729; GBMF3849
OSTI ID:
1533098
Alternate ID(s):
OSTI ID: 1399620
Journal Information:
Angewandte Chemie (International Edition), Vol. 56, Issue 23; ISSN 1433-7851
Publisher:
WileyCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 34 works
Citation information provided by
Web of Science

References (27)

Manipulating DNA Conformation Using Intertwined Conducting Polymer Chains † journal June 2001
The chemical oxidative polymerization of aniline in water: Raman spectroscopy journal October 2008
“Synthetic Metals”: A Novel Role for Organic Polymers (Nobel Lecture) journal July 2001
DNA-Directed Assembly of Polyanilines:  Modified Cytosine Nucleotides Transfer Sequence Programmability to a Conjoined Polymer journal November 2006
Phenyl-capped octaaniline (COA): an excellent model for polyaniline journal December 1986
Functionalizing Designer DNA Crystals with a Triple-Helical Veneer journal March 2014
Controlled Trapping and Release of Quantum Dots in a DNA-Switchable Hydrogel journal October 2007
Hemin–G-quadruplex-crosslinked poly-N-isopropylacrylamide hydrogel: a catalytic matrix for the deposition of conductive polyaniline journal January 2015
“Polyaniline”: Interconversion of Metallic and Insulating Forms journal March 1985
Reversible Modulation of DNA-Based Hydrogel Shapes by Internal Stress Interactions journal December 2016
Shape-Controlled Nanofabrication of Conducting Polymer on Planar DNA Templates journal June 2014
Nanoscale Morphology, Dimensional Control, and Electrical Properties of Oligoanilines journal August 2010
The design of a biochip: a self-assembling molecular-scale memory device journal January 1987
Self-orienting head-to-tail poly(3-alkylthiophenes): new insights on structure-property relationships in conducting polymers journal June 1993
Molecular rectifiers journal November 1974
Self-Assembled Catalytic DNA Nanostructures for Synthesis of Para-directed Polyaniline journal January 2013
Studies on the resonance Raman spectra of polyaniline obtained with near‐IR excitation journal July 2008
Exciton diffusion and dissociation in a poly(p‐phenylenevinylene)/C60 heterojunction photovoltaic cell journal May 1996
Raman and infrared spectra of polyaniline journal February 1987
A DNA Crystal Designed to Contain Two Molecules per Asymmetric Unit journal November 2010
Raman Spectrum of Graphene and Graphene Layers journal October 2006
From molecular to macroscopic via the rational design of a self-assembled 3D DNA crystal journal September 2009
„Synthetische Metalle“: eine neue Rolle für organische Polymere (Nobel-Vortrag) journal July 2001
Palladium-Catalyzed Synthesis of Monodisperse, Controlled-Length, and Functionalized Oligoanilines journal May 1998
Routing of individual polymers in designed patterns journal August 2015
Functionalizing Designer DNA Crystals with a Triple-Helical Veneer journal March 2014
‘Polyaniline’: Protonic acid doping of the emeraldine form to the metallic regime journal January 1986

Cited By (4)

DNA nanotechnology journal November 2017
Ordered three-dimensional nanomaterials using DNA-prescribed and valence-controlled material voxels journal January 2020
Three-dimensional molecular and nanoparticle crystallization by DNA nanotechnology journal December 2017
Gold Nanoparticles in Conjunction with Nucleic Acids as a Modern Molecular System for Cellular Delivery journal January 2020

Similar Records

An Organic Semiconductor Organized into 3D DNA Arrays by “Bottom‐up” Rational Design
Journal Article · Wed May 03 00:00:00 EDT 2017 · Angewandte Chemie · OSTI ID:1533098
+5 more
Orienting an Organic Semiconductor into DNA 3D Arrays by Covalent Bonds
Journal Article · Tue Nov 30 00:00:00 EST 2021 · Angewandte Chemie (International Edition) · OSTI ID:1533098
+4 more
Interconversion, reactivity and thermal stability of polyaniline in selected oxidation states
Miscellaneous · Wed Jan 01 00:00:00 EST 1992 · OSTI ID:1533098

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Chemistry
Polyaniline
Self-assembly
Nanoelectronics
DNA tensegrity triangle
Crystal engineering