Design, Spectral Characteristics, and Possibilities for Practical Application of BODIPY FL-Labeled Monoterpenoid

This article describes the design
and biological properties of
a BODIPY FL-labeled monoterpenoid BF2-meso-(4-((1″R)-6″,6″-dimethylbicyclo­[3.1.1]­hept-2″-ene-2″)­yl-methoxycarbonylpropyl)-3,3′,5,5′-tetramethyl-2,2′-dipyrromethene
conjugate (BODIPYmyrt). The fluorophore was characterized using X-ray,
NMR, MS, and UV/vis spectroscopy. The conjugate exhibits a high quantum
yield (to ∼100%) in the region 515–518 nm. BODIPYmyrt
effectively penetrates the membranes of the bacterial and fungal cells
and therefore can be used to examine the features of a broad spectrum
of Gram-positive and Gram-negative bacteria and pathogenic fungi as
well. Moreover, BODIPYmyrt exhibits a moderate tropism to the subcellular
structures in mammalian cells (e.g., mitochondria), thereby providing
an attractive scaffold for fluorophores to examine these particular
organelles.