Molecular Logic with a Saccharide Probe on the Few-Molecules Level

In this Communication we describe a two-component saccharide probe with logic capability. The combination of a boronic acid-appended viologen and perylene diimide was able to perform a complementary implication/not implication logic function. Fluorescence quenching and recovery with fructose was analyzed with fluorescence correlation spectroscopy on the level of a few molecules of the reporting dye

Fluorinated Boronic Acid-Appended Bipyridinium Salts for Diol Recognition and Discrimination via ¹⁹F NMR Barcodes

Fluorinated boronic acid-appended benzyl bipyridinium salts, derived from 4,4′-, 3,4′-, and 3,3′-bipyridines, were synthesized and used to detect and differentiate diol-containing analytes at physiological conditions via ¹⁹F NMR spectroscopy. An array of three water-soluble boronic acid receptors in combination with ¹⁹F NMR spectroscopy discriminates nine diol-containing bioanalytescatechol, dopamine, fructose, glucose, glucose-1-phosphate, glucose-6-phosphate, galactose, lactose, and sucroseat low mM concentrations. Characteristic ¹⁹F NMR fingerprints are interpreted as two-dimensional barcodes without the need of multivariate analysis techniques

Red Light-Triggered CO Release from Mn₂(CO)₁₀ Using Triplet Sensitization in Polymer Nonwoven Fabrics

Applicability of phototherapeutic CO-releasing molecules (photoCORMs) is limited because they are activated by harmful and poorly tissue-penetrating near-ultraviolet light. Here, a strategy is demonstrated to activate classical photoCORM Mn₂(CO)₁₀ using red light (635 nm). By mixing in solution a triplet photosensitizer (<b>PS</b>) with the photoCORM and shining red light, energy transfer occurs from triplet excited-state ³<b>PS</b>* to a photolabile triplet state of Mn₂(CO)₁₀, which, like under near-UV irradiation, led to complete release of carbonyls. Crucially, such “triplet-sensitized CO-release” occurred in solid-state materials: when <b>PS</b> and Mn₂(CO)₁₀ were embedded in electrospun nonwoven fabrics, CO was liberated upon irradiation with low-intensity red light (≤36 mW 635 nm)

Fluorinated Boronic Acid-Appended Pyridinium Salts and ¹⁹F NMR Spectroscopy for Diol Sensing

The identification and discrimination of diols is of fundamental importance in medical diagnostics, such as measuring the contents of glucose in the urine of diabetes patients. Diol sensors are often based on fluorophore-appended boronic acids, but these severely lack discriminatory power and their response is one-dimensional. As an alternative strategy, we present the use of fluorinated boronic acid-appended pyridinium salts in combination with ¹⁹F NMR spectroscopy. A pool of 59 (bio)­analytes was screened, containing monosaccharides, phosphorylated and <i>N</i>-acetylated sugars, polyols, carboxylic acids, nucleotides, and amines. The majority of analytes could be clearly detected and discriminated. In addition, glucose and fructose could be distinguished up to 1:9 molar ratio in mixtures. Crucially, the receptors feature high sensitivity and selectivity and are water-soluble, and their ¹⁹F-NMR analyte fingerprint is pH-robust, thereby making them particularly well-suited for medical application. Finally, to demonstrate this applicability, glucose could be detected in synthetic urine samples down to 1 mM using merely a 188 MHz NMR spectrometer

Fluorinated Boronic Acid-Appended Pyridinium Salts and ¹⁹F NMR Spectroscopy for Diol Sensing

The identification and discrimination of diols is of fundamental importance in medical diagnostics, such as measuring the contents of glucose in the urine of diabetes patients. Diol sensors are often based on fluorophore-appended boronic acids, but these severely lack discriminatory power and their response is one-dimensional. As an alternative strategy, we present the use of fluorinated boronic acid-appended pyridinium salts in combination with ¹⁹F NMR spectroscopy. A pool of 59 (bio)­analytes was screened, containing monosaccharides, phosphorylated and <i>N</i>-acetylated sugars, polyols, carboxylic acids, nucleotides, and amines. The majority of analytes could be clearly detected and discriminated. In addition, glucose and fructose could be distinguished up to 1:9 molar ratio in mixtures. Crucially, the receptors feature high sensitivity and selectivity and are water-soluble, and their ¹⁹F-NMR analyte fingerprint is pH-robust, thereby making them particularly well-suited for medical application. Finally, to demonstrate this applicability, glucose could be detected in synthetic urine samples down to 1 mM using merely a 188 MHz NMR spectrometer