ABSTRACT
Rhodamines were first produced in the late 19(th) century, when they constituted a new class of synthetic dyes. These compounds since have been used to color many things including cosmetics, inks, textiles, and in some countries, food products. Certain rhodamine dyes also have been used to stain biological specimens and currently are widely used as fluorescent probes for mitochondria in living cells. The early history and current biological applications are sketched briefly and an account of the ambiguities, complications and confusions concerning dye identification and nomenclature are discussed.
Subject(s)
Coloring Agents/chemistry , Coloring Agents/classification , Rhodamines/classification , Terminology as Topic , Fluorescent Dyes/chemistry , Molecular Structure , Rhodamines/chemistryABSTRACT
A structurally characterized new oxo-chromene functionalized rhodamine derivative L1 exhibits high selectivity toward Sn(4+) by forming a 1:1 complex, among other biologically important metal ions, as studied by fluorescence, absorption, and HRMS spectroscopy. Complexing with Sn(4+) triggers the formation of a highly fluorescent ring-open form which is pink in color. The sensor shows extremely high fluorescence enhancement upon complexation with Sn(4+), and it can be used as a "naked-eye" sensor. DFT computational studies carried out in mimicking the formation of a 1:1 complex between L1 and Sn(4+) resulted in a nearly planar pentacoordinate Sn(IV) complex. Studies reveal that the in situ prepared L1-Sn complex is selectively and fully reversible in presence of sulfide anions. Further, confocal microscopic studies confirmed that the receptor shows in vitro detection of Sn(4+) ions in RAW cells.
Subject(s)
Coordination Complexes/chemistry , Fluorescent Dyes/chemistry , Quantum Theory , Rhodamines/chemistry , Tin/chemistry , Cell Line, Tumor , Humans , Image Cytometry , Limit of Detection , Microscopy, Confocal , Molecular Structure , Rhodamines/classification , Tin/analysisABSTRACT
Presynaptic calcium (Ca(pre)) has been studied extensively because of its role in triggering and modulating neurotransmitter release. Although calcium regulation and calcium-driven processes can be strongly temperature dependent, technical difficulties have limited most studies of Ca(pre) to temperatures well below the physiological range. Here we assessed the use of membrane-permeant acetoxymethyl (AM) indicators and dextran-conjugated indicators for measuring Ca(pre) at physiological temperatures. A comparison of these two types of indicators loaded into parallel fibers of rat cerebellar slices revealed striking differences. AM indicators were rapidly extruded from axons and presynaptic terminals and therefore cannot be used for long-term measurements at high temperatures. In contrast, dextran-conjugated indicators were retained within parallel fibers and are therefore well suited to measuring Ca(pre) at physiological temperatures. The limited number of dextran indicators available prompted us to synthesize three new indicators that show peak emission in the red (575-600 nm). These indicators allow for simultaneous use of multiple calcium indicators that can be readily distinguished on the basis of excitation and emission wavelengths, use of excitation and emission wavelengths that are relatively insensitive to tissue autofluorescence, and measurements in systems with expression of green fluorescent protein (GFP). Thus we find that dextran-conjugated indicators are well suited to long-term recordings of Ca(pre) at physiological temperatures and that the development of new red indicators greatly extends their utility.
