0000000001301048
AUTHOR
Leonardo Di Donna
Homochiral self-assembly of biocoordination polymers: anion-triggered helicity and absolute configuration inversion† †Electronic supplementary information (ESI) available: Preparation and physical characterization data of 1P and 2M, additional structural description, UV-Vis and CD spectra (Fig. S1–S7), crystallographic refinement details for 1P and 2M (Table S1), selected bond distances and angles for 1P and 2M (Tables S2–S5), ESI(+)-MS and ESI(+)-MSMS spectra (Fig. S8–S11 and Schemes S1 and S2) and PXRD (Fig. S12). CCDC 1046609 and 1046610. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01089f Click here for additional data file. Click here for additional data file.
The templating roles of ClO4 – and CF3SO3 – allow control and reversible inversion of the chirality of nucleotide-based copper(ii) helices. These results hold great potential for developing responsive materials.
Highly efficient temperature-dependent chiral separation with a nucleotide-based coordination polymer.
We report a new chiral coordination polymer, prepared from the cytidine 5′-monophosphate (CMP) nucleotide, capable of separating efficiently (enantiomeric excess of ca. 100%) racemic mixtures of L- and D-Asp in a temperature-dependent manner. The crystal structure of the host–guest adsorbate, with the D-Asp guest molecules loaded within its channels, could be solved allowing a direct visualization of the chiral recognition process.
Rapid assay of resveratrol in red wine by paper spray tandem mass spectrometry and isotope dilution.
A rapid analytical approach for the assay of resveratrol in red wines, based on Paper Spray Mass Spectrometry (PS-MS) and Multiple Reaction Monitoring (MRM) is described. The assay involves the use of the stable isotope dilution method. The analytical parameters calculated analyzing fortified samples confirm the reliability of the proposed approach, with accuracy values about 100%, and LOD and LOQ values calculated at 0.5 and 0.8 μg/mL, respectively. Furthermore, both the recovery, which was quantitative for the analyte, and the reproducibility (RSD%), checked on different days on the same wine, always below 7%, highlighted the consistency of the methodology.
A Biocompatible Aspartic-Decorated Metal–Organic Framework with Tubular Motif Degradable under Physiological Conditions
Achieving a precise control of the final structure of metal–organic frameworks (MOFs) is necessary to obtain desired physical properties. Here, we describe how the use of a metalloligand design strategy and a judicious choice of ligands inspired from nature is a versatile approach to succeed in this challenging task. We report a new porous chiral MOF, with the formula Ca5II{CuII10[(S,S)-aspartamox]5}·160H2O (1), constructed from Cu2+ and Ca2+ ions and aspartic acid-decorated ligands, where biometal Cu2+ ions are bridged by the carboxylate groups of aspartic acid moieties. The structure of MOF 1 reveals an infinite network of basket-like cages, built by 10 crystallographically distinct Cu(II…
Crystallographic snapshots of host–guest interactions in drugs@metal–organic frameworks: towards mimicking molecular recognition processes
We report a novel metal–organic framework (MOF) featuring functional pores decorated with hydroxyl groups derived from the natural amino acid L-serine, which is able to establish specific interactions of different natures, strengths and directionalities with organic molecules of technological interest, i.e. ascorbic acid, pyridoxine, bupropion and 17-β-estradiol, based on their different sizes and chemical natures. The ability of 1 to distinctly organize guest molecules within its channels, through the concomitant effect of different directing supramolecular host–guest interactions, enables gaining unique insights, by means of single-crystal X-ray crystallography, into the host–guest intera…
Determination of ketosteroid hormones in meat by liquid chromatography tandem mass spectrometry and derivatization chemistry.
A method for the determination and quantification of ketosteroid hormones in meat by mass spectrometry, based on the derivatization of the carbonyl moiety of steroids by O-methylhydroxylamine, is presented. The quantitative assay is performed by means of multiple-reaction-monitoring (MRM) scan mode and using the corresponding labelled species, obtained by reaction with d 3-methoxylamine, as internal standard. The accuracy of the method was established by evaluating artificially spiked samples, obtaining values in the range 90-110%. Recovery tests were performed on blank matrix samples spiked with non-natural steroids including trenbolone and melengestrol acetate. The latter experiment revea…
Homochiral self-assembly of biocoordination polymers: anion-triggered helicity and absolute configuration inversion
The different natures of the weakly coordinating anions – triflate or perchlorate – in the Cu2+-mediated self-assembly of cytidine monophosphate nucleotide play a fundamental role in the homochiral resolution process, yielding one-dimensional copper(II) coordination polymers of opposite helicity that can be easily inverted, in a reversible way, by changing the nature of the anion as revealed by circular dichroism experiments both in solution and in the solid state.
Hydrolase–like catalysis and structural resolution of natural products by a metal–organic framework
[EN] The exact chemical structure of non-crystallising natural products is still one of the main challenges in Natural Sciences. Despite tremendous advances in total synthesis, the absolute structural determination of a myriad of natural products with very sensitive chemical functionalities remains undone. Here, we show that a metal-organic framework (MOF) with alcohol-containing arms and adsorbed water, enables selective hydrolysis of glycosyl bonds, supramolecular order with the so-formed chiral fragments and absolute determination of the organic structure by single-crystal X-ray crystallography in a single operation. This combined strategy based on a biomimetic, cheap, robust and multigr…
CCDC 1823995: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Marianna Talia, Rosamaria Lappano, Marcello Maggiolini, Donatella Armentano, Emilio Pardo|2018|Materials Horizons|5|683|doi:10.1039/C8MH00302E
CCDC 1823991: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Marianna Talia, Rosamaria Lappano, Marcello Maggiolini, Donatella Armentano, Emilio Pardo|2018|Materials Horizons|5|683|doi:10.1039/C8MH00302E
CCDC 1823993: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Marianna Talia, Rosamaria Lappano, Marcello Maggiolini, Donatella Armentano, Emilio Pardo|2018|Materials Horizons|5|683|doi:10.1039/C8MH00302E
CCDC 1828624: Experimental Crystal Structure Determination
Related Article: Rosaria Bruno, Nadia Marino, Lucia Bartella, Leonardo Di Donna, Giovanni De Munno, Emilio Pardo, Donatella Armentano|2018|Chem.Commun.|54|6356|doi:10.1039/C8CC03544J
CCDC 1985884: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Sergio Sanz-Navarro, Cristina Negro, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Mario Prejanò, Tiziana Marino, Antonio Leyva-Pérez, Donatella Armentano, Emilio Pardo|2020|Nat.Commun.|11|3080|doi:10.1038/s41467-020-16699-3
CCDC 1823992: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Marianna Talia, Rosamaria Lappano, Marcello Maggiolini, Donatella Armentano, Emilio Pardo|2018|Materials Horizons|5|683|doi:10.1039/C8MH00302E
CCDC 1046609: Experimental Crystal Structure Determination
Related Article: Nadia Marino, Donatella Armentano, Emilio Pardo, Julia Vallejo, Francesco Neve, Leonardo Di Donna, Giovanni De Munno|2015|Chemical Science|6|4300|doi:10.1039/C5SC01089F
CCDC 2075709: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Rosamaria Lappano, Marcello Maggiolini, Leonardo Di Donna, Jesus Ferrando Soria, Donatella Armentano, Emilio Pardo|2021|Inorg.Chem.|60|14221|doi:10.1021/acs.inorgchem.1c01701
CCDC 1823994: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Marianna Talia, Rosamaria Lappano, Marcello Maggiolini, Donatella Armentano, Emilio Pardo|2018|Materials Horizons|5|683|doi:10.1039/C8MH00302E
CCDC 1828625: Experimental Crystal Structure Determination
Related Article: Rosaria Bruno, Nadia Marino, Lucia Bartella, Leonardo Di Donna, Giovanni De Munno, Emilio Pardo, Donatella Armentano|2018|Chem.Commun.|54|6356|doi:10.1039/C8CC03544J
CCDC 1985885: Experimental Crystal Structure Determination
Related Article: Marta Mon, Rosaria Bruno, Sergio Sanz-Navarro, Cristina Negro, Jesús Ferrando-Soria, Lucia Bartella, Leonardo Di Donna, Mario Prejanò, Tiziana Marino, Antonio Leyva-Pérez, Donatella Armentano, Emilio Pardo|2020|Nat.Commun.|11|3080|doi:10.1038/s41467-020-16699-3
CCDC 1046610: Experimental Crystal Structure Determination
Related Article: Nadia Marino, Donatella Armentano, Emilio Pardo, Julia Vallejo, Francesco Neve, Leonardo Di Donna, Giovanni De Munno|2015|Chemical Science|6|4300|doi:10.1039/C5SC01089F