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

Chemistry - An Asian Journal

Volumn 1, Issue 1-2, 2006, Pages 95-101

  Li, Chun ^a,b   Numata, Munenori ^a   Takeuchi, Masayuki ^a   Shinkai, Seiji ^a  

^a KYUSHU UNIVERSITY   (Japan)

^b TSINGHUA UNIVERSITY   (China)

Author keywords

Aggregation; Chirality; Nucleotides; Polythiophene; Supramolecular complexes

Indexed keywords

ADENOSINE TRIPHOSPHATE; POLYMER; POLYTHIOPHENE; THIOPHENE DERIVATIVE;

ARTICLE; CHEMISTRY; CIRCULAR DICHROISM; OPTICS; STEREOISOMERISM; TRANSMISSION ELECTRON MICROSCOPY; ULTRAVIOLET SPECTROPHOTOMETRY;

ADENOSINE TRIPHOSPHATE; CIRCULAR DICHROISM; MICROSCOPY, ELECTRON, TRANSMISSION; OPTICS; OPTICS AND PHOTONICS; POLYMERS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEREOISOMERISM; THIOPHENES;

EID: 33748639924     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200600039     Document Type: Article

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47. To further assess the effects of the electrostatic interaction on the chirality induction and chiroptical inversion observed for the supramolecular complex between achiral PT-1 and ATP, CD spectra of PT-1 (0.10 mM) in the presence of various amounts of ATP in HEPES buffer (10 mM, pH 7.4) were recorded (see Supporting Information). It was found that ATP in buffer solution can also induce the formation of the optically active supramolecular complex PT-1/ ATP. However, no ATP concentration-induced chiroptical inversion was observed, thus indicating that the pH value itself (i.e. the charge of ATP) is not a dominant factor for this unexpected chiroptical inversion, which is a result of the high cooperativity of electrostatic, hydrophobic and aromatic stacking.
48. Guanosine triphosphate (GTP), which bears a purine base, can also form optically active supramolecular complexes with PT-1, thus giving a positive first Cotton effect that is opposite to that of the PT-1/ATP complex. Moreover, no chiroptical inversion was observed by increasing the GTP concentration (see Supporting Information).
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