TY - JOUR
T1 - Molecular recognition of nucleosides and nucleotides by a water-soluble cyclo-bis-intercaland receptor based on acridine subunits
AU - Teulade-fichou, Marie-Paule
AU - Vigneron, Jean-Pierre
AU - Lehn, Jean-Marie
N1 - Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].
PY - 1995
Y1 - 1995
N2 - The macrocyclic bisacridine receptor I prepared by diamine-di-aldehyde condensation has been found to complex nucleotides strongly in water. The important changes of the fluorescence properties of 1 upon complexation revealed the remarkable ability of the receptor to discriminate between the two types of nucleobase: addition of purine nucleotides produced a strong quenching of the emission whereas a considerable enhancement of the fluorescence intensity was induced by pyrimidine nucleotides. By comparison with the binding properties of the acyclic monochromophoric reference compound 7 these opposite variations of the fluorescence have been interpreted in terms of electronic interaction (rc/7t stacking) and conformational changes of the receptor 1 (increase of the interchromophoric distance). The stability constants were determined by fluorescence measurements and high values ranging from 104 to 108 M1 were obtained for the 1/1 complexes. The selec-tivities observed were shown to be dependent on both electrostatic and structural factors. © 1995, Taylor & Francis Group, LLC. All rights reserved.
AB - The macrocyclic bisacridine receptor I prepared by diamine-di-aldehyde condensation has been found to complex nucleotides strongly in water. The important changes of the fluorescence properties of 1 upon complexation revealed the remarkable ability of the receptor to discriminate between the two types of nucleobase: addition of purine nucleotides produced a strong quenching of the emission whereas a considerable enhancement of the fluorescence intensity was induced by pyrimidine nucleotides. By comparison with the binding properties of the acyclic monochromophoric reference compound 7 these opposite variations of the fluorescence have been interpreted in terms of electronic interaction (rc/7t stacking) and conformational changes of the receptor 1 (increase of the interchromophoric distance). The stability constants were determined by fluorescence measurements and high values ranging from 104 to 108 M1 were obtained for the 1/1 complexes. The selec-tivities observed were shown to be dependent on both electrostatic and structural factors. © 1995, Taylor & Francis Group, LLC. All rights reserved.
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U2 - 10.1080/10610279508029486
DO - 10.1080/10610279508029486
M3 - RGC 21 - Publication in refereed journal
SN - 1061-0278
VL - 5
SP - 139
EP - 147
JO - Supramolecular Chemistry
JF - Supramolecular Chemistry
IS - 2
ER -