[Synthesis of BODIPY-FL-labeled phenylephrine and the determination of its biological activity].
OBJECTIVE
To synthesize BODIPY-FL-labeled phenylephrine (BODIPY-FL-PE) and determine its biological activity.


METHODS
Condensation of BODIPY-FL (green fluorescence dye) and phenylephrine (alpha1-adrenoceptor agonist) was performed by adding dicyclohexylcarbodiimide (DCC) in the presence of absolute tetrahydrofuran(THF). The reaction occurred in absolutely oxygen and water condition at room temperature. The crude product was separated and purified by thin-layer chromatography (TLC). The structure of BODIPY-FL-PE was characterized by TLC and mass spectrometry (MS). Its pharmabiological activity was determined by Western blot.


RESULTS
BODIPY-FL-PE,the target molecule, was synthesized and its structure was identified by using ultra-violet spectrometry (UV) and MS. The result of Western blot indicated that alpha1-adrenoceptor (alpha1-AR) induced ERK phosphorylation was confirmed in both BODIPY-FL-PE and PE treated groups.


CONCLUSIONS
The synthesized BODIPY-FL-PE has pharmacological activity that could activate alpha1-AR. Visualization of AR behaviors could be achieved by tracing the trajectories of BODIPY-FL-PE labeled AR. It might be a promising tool for investigating dynamic behaviors of AR in living cells.
Lv
Zhi-zhen
ZZ
Institute of Vascular Medicine, Peking University Third Hospital, Key Laboratory of Molecular Cardiovascular Sciences, Ministry of Education, Beijing 100083, China.
Xu
Ming
M
Zhang
You-yi
YY
D058646:Adrenergic alpha-1 Receptor Agonists; D000316:Adrenergic alpha-Agonists / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001896:Boron Compounds / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D004789:Enzyme Activation / Q000187:drug effects; D048049:Extracellular Signal-Regulated MAP Kinases / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry; D013058:Mass Spectrometry; D015394:Molecular Structure; D010656:Phenylephrine / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D018340:Receptors, Adrenergic, alpha-1 / Q000378:metabolism; D013056:Spectrophotometry, Ultraviolet
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D058646:Adrenergic alpha-1 Receptor Agonists; D000316:Adrenergic alpha-Agonists; D001896:Boron Compounds; D005456:Fluorescent Dyes; D018340:Receptors, Adrenergic, alpha-1; D010656:Phenylephrine; D048049:Extracellular Signal-Regulated MAP Kinases