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Bioconjug Chem. 2014 Jun 18;25(6):1043-51. doi: 10.1021/bc400575w. Epub 2014 May 14.

Monoalkoxy BODIPYs--a fluorophore class for bioimaging.

Author information

1
Center for Systems Biology and ∥Center for Human Genetic Research, Massachusetts General Hospital , 185 Cambridge Street, Boston, Massachusetts 02114, United States.

Abstract

Small molecule fluorophores are indispensable tools for modern biomedical imaging techniques. In this report, we present the development of a new class of BODIPY dyes based on an alkoxy-fluoro-boron-dipyrromethene core. These novel fluorescent dyes, which we term MayaFluors, are characterized by good aqueous solubility and favorable in vitro physicochemical properties. MayaFluors are readily accessible in good yields in a one-pot, two-step approach starting from well-established BODIPY dyes, and allow for facile modification with functional groups of relevance to bioconjugate chemistry and bioorthogonal labeling. Biological profiling in living cells demonstrates excellent membrane permeability, low nonspecific binding, and lack of cytotoxicity.

PMID:
24797834
PMCID:
PMC4215867
DOI:
10.1021/bc400575w
[Indexed for MEDLINE]
Free PMC Article

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