G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences (ISC RAS), 153045 Ivanovo, Russian Federation.
Kazan Federal University, 420008 Kazan, Russian Federation.
ACS Appl Bio Mater. 2021 Aug 16;4(8):6227-6235. doi: 10.1021/acsabm.1c00550. Epub 2021 Aug 4.
This article describes the design and biological properties of a BODIPY FL-labeled monoterpenoid BF--(4-((1″)-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.
本文描述了一种 BODIPY FL 标记的单萜 BF--(4-((1″)-6″,6″-二甲基双环[3.1.1]庚-2″-烯-2″)基甲氧基羰基丙基)-3,3',5,5'-四甲基-2,2'-二吡咯并甲川共轭物（BODIPYmyrt）的设计和生物学特性。荧光团通过 X 射线、NMR、MS 和 UV/vis 光谱进行了表征。该共轭物在 515-518nm 区域表现出高量子产率（约 100%）。BODIPYmyrt 有效地穿透细菌和真菌细胞的膜，因此可用于研究广谱革兰氏阳性和革兰氏阴性细菌和致病性真菌的特征。此外，BODIPYmyrt 对哺乳动物细胞（如线粒体）的亚细胞结构表现出适度的亲向性，从而为荧光团提供了一个有吸引力的支架，用于研究这些特定的细胞器。
