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1.
J Am Chem Soc ; 142(11): 4970-4974, 2020 03 18.
Artigo em Inglês | MEDLINE | ID: mdl-32115942

RESUMO

Photoactivation of bioactive molecules allows manipulation of cellular processes with high spatiotemporal precision. The recent emergence of visible-light excitable photoprotecting groups has the potential to further expand the established utility of the photoactivation strategy in biological applications by offering higher tissue penetration, diminished phototoxicity, and compatibility with other light-dependent techniques. Nevertheless, a critical barrier to such applications remains the significant hydrophobicity of most visible-light excitable photocaging groups. Here, we find that applying the conventional 2,6-sulfonation to meso-methyl BODIPY photocages is incompatible with their photoreaction due to an increase in the excited state barrier for photorelease. We present a simple, remote sulfonation solution to BODIPY photocages that imparts water solubility and provides control over cellular permeability while retaining their favorable spectroscopic and photoreaction properties. Peripherally disulfonated BODIPY photocages are cell impermeable, making them useful for modulation of cell-surface receptors, while monosulfonated BODIPY retains the ability to cross the cellular membrane and can modulate intracellular targets. This new approach is generalizable for controlling BODIPY localization and was validated by sensitization of mammalian cells and neurons by visible-light photoactivation of signaling molecules.


Assuntos
Alcanossulfonatos/metabolismo , Compostos de Boro/metabolismo , Corantes Fluorescentes/metabolismo , Alcanossulfonatos/síntese química , Alcanossulfonatos/efeitos da radiação , Animais , Compostos de Boro/síntese química , Compostos de Boro/efeitos da radiação , Membrana Celular/metabolismo , Dopamina/química , Dopamina/farmacologia , Portadores de Fármacos/síntese química , Portadores de Fármacos/metabolismo , Portadores de Fármacos/efeitos da radiação , Corantes Fluorescentes/síntese química , Corantes Fluorescentes/efeitos da radiação , Células HEK293 , Hipocampo/efeitos dos fármacos , Histamina/química , Histamina/farmacologia , Humanos , Luz , Microscopia Confocal , Microscopia de Fluorescência , Estrutura Molecular , Neurônios/efeitos dos fármacos , Ratos , Solubilidade
2.
J Chromatogr A ; 1187(1-2): 11-7, 2008 Apr 11.
Artigo em Inglês | MEDLINE | ID: mdl-18325529

RESUMO

Serum albumin, one of the most abundant serum proteins, blocks the expression of other important biomarkers. The objective of this study is to remove serum albumin effectively by using solid-phase extraction (SPE) in microfluidic devices. Photo-polymerized adsorbent as a stationary phase of SPE was used to remove bovine serum albumin (BSA). The adsorption capacity was examined with the effect of pH and concentration in BSA solution, and adjustment of monomer concentration such as hydrophilic 2-acrylamido-2-methyl-1-propanesulfonic acid and acrylamide in the adsorbent. The effect of hydrophobic butyl methacylate on BSA adsorption was also studied. Selective removal in a bicomponent with BSA and bovine gamma-globulin was performed by adjusting the pH as required.


Assuntos
Soroalbumina Bovina/isolamento & purificação , Extração em Fase Sólida/métodos , Acrilamida/efeitos da radiação , Acrilamidas/efeitos da radiação , Adsorção , Alcanossulfonatos/efeitos da radiação , Concentração de Íons de Hidrogênio , Metacrilatos/efeitos da radiação , Técnicas Analíticas Microfluídicas/instrumentação , Microscopia Eletrônica de Varredura , Fotoquímica
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