Síntesis y estudio fotofísico de análogos del Prodan con sistema [pi]-extendido de pirazolo[1,5-a]pirimidina

dc.contributorPortilla Salinas, Jaime Antonio
dc.contributorGaray Talero, Alexander
dc.contributorRodríguez Angulo, Ricaurte
dc.contributorGrupo de Investigación en Compuestos Bio-orgánicos
dc.creatorGarcía Olave, Mayra Lizeth
dc.date.accessioned2023-01-11T19:59:33Z
dc.date.accessioned2023-09-07T02:32:49Z
dc.date.available2023-01-11T19:59:33Z
dc.date.available2023-09-07T02:32:49Z
dc.date.created2023-01-11T19:59:33Z
dc.date.issued2022-12-06
dc.identifierhttp://hdl.handle.net/1992/63710
dc.identifierinstname:Universidad de los Andes
dc.identifierreponame:Repositorio Institucional Séneca
dc.identifierrepourl:https://repositorio.uniandes.edu.co/
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8729464
dc.description.abstractEn este trabajo de investigación se obtuvieron sondas fluorescentes basadas en el núcleo heterocíclico pi-extendido de pirazolo[1,5-a]pirimidina (PP) con potencial aplicación en el marcado de biomoléculas. Considerando las propiedades fotofísicas que han mostrado algunas pirazolo[1,5-a]pirimidinas (PPs), se sintetizaron nuevos derivados sustituidos en la posición 3 con un grupo electrón-aceptor (A) y en la posición 7 con un grupo electrón-dador (D). Estas posiciones son estratégicas para favorecer el fenómeno de transferencia de carga intramolecular (TCI) mediante la resonancia en los respectivos sistemas D-pi-A que poseen una estructura plana. De este modo, se esperaría observar un fenómeno de solvatofluorocromismo destacado mediante el estudió del comportamiento de los nuevos compuestos en disolventes de diferente polaridad y de sus propiedades espectroscópicas, absortividad molar, rendimiento cuántico, desplazamiento de Stokes, y fotoestabilidad, junto con la estabilidad térmica. Para establecer el alcance y proyección de esta investigación, los resultados obtenidos se compararon con los estándares Prodan y Rhodamina 6G.
dc.description.abstractThis research aimed to obtain fluorescent probes based on the [pi]-extended heterocyclic core of pyrazolo[1,5-a]pyrimidine (PP) with potential application in labeling biomolecules. Considering the photophysical properties that some pyrazolo[1,5-a]pyrimidines (PPs) have shown, it was sought to synthesize new derivatives substituted in position 3 with an electron-accepting group (A) and in position 7 with an electron-donor group (D). These positions are strategic to favor intramolecular charge transfer (ICT) phenomena through resonance in the respective D-[pi]-A systems with a planar structure. In this way, it would be expected to observe a unique solvatofluorochromism phenomenon by studying the behavior of the new compounds in solvents of different polarity and their spectroscopic properties -molar absorptivity, quantum yield, Stokes shift, photostability- together with thermal stability. The results obtained in this research were compared with those of standards such as Prodan and Rhodamine 6G to establish the scope and potential.
dc.languagespa
dc.publisherUniversidad de los Andes
dc.publisherMaestría en Química
dc.publisherFacultad de Ciencias
dc.publisherDepartamento de Química
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dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional
dc.rightshttp://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rightshttp://purl.org/coar/access_right/c_abf2
dc.titleSíntesis y estudio fotofísico de análogos del Prodan con sistema [pi]-extendido de pirazolo[1,5-a]pirimidina
dc.typeTrabajo de grado - Maestría


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