Sensing of antipyretic carboxylates by simple chromogenic calix[4]pyrroles.
نویسندگان
چکیده
We present a simple, two- or three-step method for the synthesis of chromogenic octamethylcalix[4]pyrrole-based (OMCP) sensors for anions. Electrophilic aromatic substitution allows for converting the pyrrole moieties of OMCP into a dye. The formation of a sensor-anion complex results in partial charge transfer and a dramatic change in color. The absorption (UV-vis) and NMR titration experiments show that the chromogenic OMCPs sense anions administered as aqueous solutions, even at high ionic strength ( approximately 0.1 M NaCl), while displaying selectivity for pyrophosphate and carboxylate anions. The experiments with polyurethane sensor films show a strong response for aqueous carboxylates, such as antipyretics naproxen approximately ibuprofen > salicylate, without being biased by bicarbonate or carboxy termini of blood plasma proteins.
منابع مشابه
Synthesis, structure, anion binding, and sensing by calix[4]pyrrole isomers.
The synthesis, structure, and anion binding properties of chromogenic octamethylcalix[4]pyrroles (OMCPs) and their N-confused octamethylcalix[4]pyrrole isomers (NC-OMCPs) containing an inverted pyrrole ring connected via alpha'- and beta-positions are described. X-ray diffraction analyses proved the structures of two synthesized isomeric pairs of OMCPs and NC-OMCPs. The addition of anions to so...
متن کاملResults and Discussions
Calix (4) pyrroles are macromolecules structurally related to porphyrins, they exhibit exceptional chemical and physical properties that have suggested a vast number of potential applications in host-guest chemistry. In recent years, calix (4) pyrroles have attracted a lot of attention because of their properties as binders of anions, transition metals, and neutral substrates and their new appl...
متن کاملSyntheses of calix[4]pyrroles by amberlyst-15 catalyzed cyclocondensations of pyrrole with selected ketones.
A facile and efficient protocol is reported for the synthesis of calix[4]pyrroles and N-confused calix[4]pyrroles in moderate to excellent yields by reaction of dialkyl or cycloalkyl ketones with pyrrole catalyzed by reusable Amberlyst(TM)-15 under eco-friendly conditions.
متن کاملChromogenic silica nanoparticles for the colorimetric sensing of long-chain carboxylates.
Silica nanoparticles functionalized with chromogenic spirobenzopyran and thiourea subunits show selective colour changes in the presence of certain long-chain carboxylates.
متن کاملذخیره 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 ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 127 23 شماره
صفحات -
تاریخ انتشار 2005