Department of Physical and Life Sciences, Nevada State College, Henderson, Nevada 89002, United States.
Department of Chemistry, University of Nevada, Las Vegas, Nevada 89557, United States.
J Org Chem. 2021 Dec 17;86(24):17856-17865. doi: 10.1021/acs.joc.1c02135. Epub 2021 Nov 24.
Rhodamines and structurally similar rosamines are some of the most highly utilized tools for molecular imaging experiments. We report a general and high-yielding route to produce 18 examples of rhodamines and rosamines, including tetramethylrhodamine, rhodamine B, and Janelia Fluor 549, from a single xanthone intermediate, 3,6-difluoroxanthone. Spectroscopic studies revealed trends in fluorophore efficiency based on substitution patterns at the 3'-, 6'-, and 9'-positions, providing insights to aid future designs of rhodamines/rosamines.
若丹明及其结构类似物罗萨明是分子影像实验中应用最广泛的工具之一。我们报道了一种通用且高产的方法，可从单一的蒽酮中间体 3,6-二氟蒽酮出发，制备 18 个实例的若丹明和罗萨明，包括四甲基若丹明、罗丹明 B 和詹妮亚荧光素 549。光谱研究揭示了基于 3'、6'和 9'位取代模式的荧光团效率趋势，为未来的若丹明/罗萨明设计提供了帮助。
