Portal de investigación
"Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter
Autores de IIS La Fe
Participantes ajenos a IIS La Fe
- Gomez-Mendoza, M
- Nuin, E
- Marin, ML
Grupos
Abstract
A photoactive bathymeter based on a carboxylic acid moiety covalently linked to a signalling methoxynaphthalene (MNP) fluorophore has been designed to prove the concept of "snorkelling" vs. "diving" in mixed micelles (MM). The carboxylic acid "floats" on the MM surface, while the MNP unit sinks deep in MM. The rate constants of MNP fluorescence quenching by iodide, which remains basically in water, consistently decrease with increasing spacer length, revealing different regions. This is associated with the distance MNP should "dive" in MM to achieve protection from aqueous reactants. Unequivocal proof of the exergonic photoinduced electron transfer was obtained from the UV-visible spectral signature of I-3(-) upon steady-state photolysis. The applicability of the bathymeter was examined upon testing a family of MNP derivatives. The obtained results were validated by comparison with different lipophilicity tests: (i) a modified version of the K-ow partition coefficient and (ii) the retention factor on thin layer chromatography. This concept could potentially be extended to test drugs or pharmacophores exhibiting any photoactive moiety.
Datos de la publicación
- ISSN/ISSNe:
- 1477-0520, 1477-0539
- Tipo:
- Article
- Páginas:
- 10281-10288
- DOI:
- 10.1039/c7ob02595e
- Factor de Impacto:
- 1,281 SCImago ℠
- Cuartil:
- Q1 SCImago ℠
ORGANIC & BIOMOLECULAR CHEMISTRY ROYAL SOC CHEMISTRY
Citas Recibidas en Web of Science: 3
Documentos
- No hay documentos
Filiaciones
Proyectos asociados
ESTRATEGIA INTEGRADA DE FOTODIAGNOSTICO COMBINANDO EVALUACION CLINICA, ENSAYOS BIOLOGICOS Y ESTUDIOS MECANISTICOS.
Investigador Principal: INMACULADA ANDREU ROS
PI16/01877 . INSTITUTO DE SALUD CARLOS III . 2017
Asma, reacciones adversas y alergicas.
Investigador Principal: MIGUEL ÁNGEL MIRANDA ALONSO
RD16/0006/0030 . INSTITUTO DE SALUD CARLOS III . 2017
ESTRATEGIA INTEGRADA DE FOTODIAGNÓSTICO COMBINANDO EVALUACIÓN CLÍNICA, ENSAYOS BIOLÓGICOS Y ESTUDIOS MECANÍSTICOS.
Investigador Principal: INMACULADA ANDREU ROS
IAR-DIC-2017-01
Cita
Rodriguez GM,Gomez M,Nuin E,Andreu I,Marin ML,Miranda MA. "Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter. Org Biomol Chem. 2017. 15. (48):p. 10281-10288. IF:3,423. (2).