Unexpected chiroptical inversion observed for supramolecular complexes formed between an achiral polythiophene and ATP

Chun Li, Munenori Numata, Masayuki Takeuchi, Seiji Shinkai

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

A series of supramolecular complexes between a water-soluble achiral polythiophene derivative (PT-1) and various nucleotides has been prepared. It was found that upon the introduction of adenosine diphosphate (ADP), adenosine triphosphate (ATP), and uridine triphosphate (UTP) into aqueous solutions of achiral PT-1, which has a random-coiled conformation, chiral supramolecular π-stacked aggregates of PT-1 can be constructed. These complexes exhibit an unique split-type induced circular dichroism (ICD) in the π-π* transition region of the main chain. In particular, it was found that the Cotton effect of the chiral supramolecular PT-1/ATP aggregates reveals a dramatic inversion of chirality with a change in the concentration of ATP, which has not been previously observed in chiral macromolecular complexes. On the basis of extensive investigations performed with UV/ Vis spectroscopy, CD spectroscopy, TEM, AFM, and dynamic light scattering (DLS), a possible mechanism for the formation of chiral superstructures of PT-1 and chiroptical inversion induced by changes in ATP concentration is proposed.

Original languageEnglish
Pages (from-to)95-101
Number of pages7
JournalChemistry - An Asian Journal
Volume1
Issue number1-2
DOIs
Publication statusPublished - Sep 20 2006

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Adenosine Triphosphate
Spectrum Analysis
Macromolecular Substances
Uridine Triphosphate
Chirality
Dichroism
Dynamic light scattering
Circular Dichroism
Ultraviolet spectroscopy
Adenosine Diphosphate
Cotton
Conformations
Nucleotides
Spectroscopy
Transmission electron microscopy
Derivatives
Water
polythiophene
adenosine 5'-P(1)-triphosphate-P(3)-5'''-uridine
Dynamic Light Scattering

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry

Cite this

Unexpected chiroptical inversion observed for supramolecular complexes formed between an achiral polythiophene and ATP. / Li, Chun; Numata, Munenori; Takeuchi, Masayuki; Shinkai, Seiji.

In: Chemistry - An Asian Journal, Vol. 1, No. 1-2, 20.09.2006, p. 95-101.

Research output: Contribution to journalArticle

Li, Chun ; Numata, Munenori ; Takeuchi, Masayuki ; Shinkai, Seiji. / Unexpected chiroptical inversion observed for supramolecular complexes formed between an achiral polythiophene and ATP. In: Chemistry - An Asian Journal. 2006 ; Vol. 1, No. 1-2. pp. 95-101.
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