Fluorescent molecular sensory system based on bis pyrene-modified gamma-cyclodextrin dimer for steroids and endocrine disruptors.

نویسندگان

  • M Narita
  • S Mima
  • N Ogawa
  • F Hamada
چکیده

A gamma-cyclodextrin dimer modified with two pyrene moieties, 6-(2-pyrenebutylate-aminoethyl)pyrenebutylate-amino-6-deoxy-bis-gamma-cyclodextrin, has been synthesized in the presence of N,N'-dicyclohexycarbodiimide from gamma-cyciodextrin dimer linked with ethylenediamine at an upper rim. The sensing ability and binding property of the titled dimer were investigated for bile acids and endocrine disruptors. This cyclodextrin dimer showed both monomer and excimer fluorescence; the guest-induced emissions were observed as increases or decreases depending on the guest. The values deltaI(m)/I0(m) and deltaI(ex)/I0(ex), where I0(m) and I(m) are fluorescence intensities of monomer emission in the absence and presence of a guest and I0(ex) and I(ex) are those of excimer emission and deltaI(m) and deltaI(ex) were I(m) - I0(m) and I(ex) - I0(ex), respectively, were used as a parameter of sensitivity. This host exhibited highly sensitive molecular recognition ability for bile acids and endocrine disruptors, in which the sensing parameters obtained from monomer emission were plus or minus values, whereas the parameters obtained as excimer emission were minus ones. The behavior of the appended moieties of the host during a host-guest complexation was studied by induced circular dichroism (ICD) and fluorescence spectra. The ICD intensities of the titled dimer were decreased upon an addition of a guest. The guest-induced variations in the fluorescence and ICD intensity suggest that the appended moieties move by altering the spatial relationship in the hydrophobic space between two linked cyclodextrins.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Evaluation of antioxidant and anti-cancer properties of curcumin / beta- and gamma-cyclodextrin complexes modified with chitosan nanoparticles on lung cancer cell A549

The aim of this study was to investigate the interaction modification of curcumin complex molecule (CUR) in beta- and gamma-cyclodextrin (β-CD and γ-CD) carriers with chitosan (CS) nanoparticles for targeted drug delivery and to compare their performance. The targeted drug delivery system includes the therapeutic agent of the CS nanoparticles targeting section of the same drug and the CD carrie...

متن کامل

New probe design strategy by cooperation of metal/DNA-ligation and supermolecule inclusion interaction: application to detection of mercury ions(II).

In this paper, the development is described of an efficient pyrene excimer signaling-based fluorescent sensor for the measurement of mercury ions in aqueous solutions based on thymine-Hg(2+)-thymine (T-Hg(2+)-T) coordination chemistry and the inclusion interaction of γ-cyclodextrin. Introduction of cyclodextrin can provide cooperation for the molecular level space proximity of the two labeled p...

متن کامل

Testosterone metabolism in Neomysis integer following exposure to benzo(a)pyrene.

Cytochromes P450 (CYPs) are important enzymes involved in the regulation of hormone synthesis and in the detoxification and/or activation of xenobiotics. CYPs are found in virtually all organisms, from archae, and eubacteria to eukaryota. A number of endocrine disruptors are suspected of exerting their effects through disruption of normal CYP function. Consequently, alterations in steroid hormo...

متن کامل

Effect of cyclodextrins on saccharide sensing function of a fluorescent phenylboronic acid in water.

An inclusion complex consisting of a fluorescent phenylboronic acid (C1-APB) and beta-cyclodextrin (beta-CD) acts as a supramolecular saccharide sensor whose response mechanism is based on photoinduced electron transfer (PET). This study evaluated four kinds of cyclodextrins (alpha-CD, beta-CD, gamma-CD, and NH(2)-beta-CD) by comparing their pH profiles, and confirmed that beta-CD was the best ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Analytical sciences : the international journal of the Japan Society for Analytical Chemistry

دوره 17 3  شماره 

صفحات  -

تاریخ انتشار 2001