Giulia Mazzoccanti

Giulia Mazzoccanti
Sapienza University of Rome | la sapienza · Department of Chemistry and Technology of Drug

About

33
Publications
2,515
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297
Citations
Citations since 2017
32 Research Items
295 Citations
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2017201820192020202120222023020406080
2017201820192020202120222023020406080
Introduction
During my doctorate I gained experience in different areas of separation science. I have an excellent knowledge of the different chromatographic techniques, mass spectrometry, and a good analytical chemical approach. My main interests concern chirality, the search for selectors for new chromatographic media, and the study of complex matrices (from plant extracts to protein) from chiral point-of-view.

Publications

Publications (33)
Preprint
Dibenzocycloctynes have emerged as a promising scaffold for bioorthogonal ligation. An important structural aspect that has not been addressed so far is connected with their chirality. Herein, we explore by theoretical and experimental methods this structural aspect that has been so far neglected. First, a computational analysis is conducted and re...
Article
Full-text available
Hydrophilic interaction liquid chromatography (HILIC) today is a well-known and largely applied technique to analyse polar compounds such as pharmaceuticals, metabolites, proteins, peptides, amino acids, oligonucleotides, and carbohydrates. Due to the large number of stationary phases employed for HILIC applications, this review aims to help the re...
Article
Full-text available
The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in the presence of variously substituted starting mater...
Article
Full-text available
Antivirulence agents targeting endospore-transmitted Clostridioides difficile infections are urgently needed. C. difficile-specific DNA adenine methyltransferase (CamA) is required for efficient sporulation and affects persistence in the colon. The active site of CamA is conserved and closely resembles those of hundreds of related S-adenosyl-l-meth...
Article
Full-text available
S-nitrosothiols (RSNOs) are a group of sulfur-containing compounds biologically involved in nitric oxide (NO˙) release and signalling pathway. NO˙ plays important physiological and pharmacological activities, particularly in vasodilation and in inducing muscle relaxation. Several RSNO compounds have been detected in biological systems, and many of...
Article
A novel zwitterionic-teicoplanin chiral stationary phase (CSP), based on superficially porous particles (SPPs) of 2.7 µm particle diameter and 160 Å pore size, has been prepared and evaluated towards the enantioseparation of important classes of compounds, including chiral drugs, pesticides, and N-derivatized amino acids. The comparison with two an...
Article
Modification of surface silanols is a topic of interest in the preparation of organo-functionalized silica particles. Herein, two novel contributions, mainly focused on separation science, were presented: i) the horizontal polymerization on silica surface by using the vinyl-triacetoxy silane and ii) a preparation of cysteine-based stationary phase...
Article
The functionalized 3,4-dihydroquinolin-2-one nucleus has been assembled in good to high yields through the sequential reaction of readily available N-Ts-o-aminobenzyl alcohols with 5-substituted Meldrum's acid derivatives under mild basic conditions. Highly diastereoselective synthesis of 3-substituted-4-phenyl-1-tosyl-3,4-dihydroquinolin-2(1H)-one...
Article
The Cover Feature illustrates the screening of amino organocatalysts employed in the activation of carbonyl compounds by ESI‐MS. The off‐line reaction monitoring provided information on the active intermediates, the putative catalytic cycles, and the reaction speed. The ESI‐MS investigations coupled with the enantioselective HPLC data allow selecti...
Article
Since their discovery, the Pirkle-type chiral stationary phases, and in particular the Whelk-O1, have been used in a large number of applications and theoretical studies. Although they can be used in many elution modes, their main field of application is in normal phase liquid chromatography and more recently in supercritical fluid chromatography....
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Full-text available
The field of organocatalysis is expanding at a fast pace. Its growth is sustained by major stimuli, such as the effort toward an understanding of the mechanisms of reaction and catalytic processes in general, the elucidation of basic properties leading to stereocontrol and the search for broad applicability and scalability of the synthetic methodol...
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The cis-stereoisomers of Δ⁹-THC [(−)-3 and (+)-3] were identified and quantified in a series of low-THC-containing varieties of Cannabis sativa registered in Europe as fiber hemp and in research accessions of cannabis. While Δ⁹-cis-THC (3) occurs in cannabis fiber hemp in the concentration range of (−)-Δ⁹-trans-THC [(−)-1], it was undetectable in a...
Article
Full-text available
Bioactive peptides are increasingly used in clinical practice. Reversed-phase chromatography using formic or trifluoroacetic acid in the mobile phase is the most widely used technique for their analytical control. However, sometimes it does not prove sufficient to solve challenging chromatographic problems. In the search for alternative elution mod...
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Full-text available
An alternative Au(I)-catalyzed synthetic route to functionalized 1,2-dihydroquinolines is reported. This novel approach is based on the use of N-ethoxycarbonyl protected-N-propargylanilines as building blocks that rapidly undergo the IMHA reaction affording the 6-endo cyclization product in good to high yields. In the presence of N-ethoxycarbonyl-N...
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Full-text available
Many efforts have been made to separate basic compounds, which are challenging to resolve in reversed phase liquid chromatography. In this process, they are strongly retained and the peak shape undergoes significant distortion. The principal origin of this has been identified with the non-negligible interaction with residual deprotonated silanols....
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Full-text available
The palladium-catalyzed benzylic-like nucleophilic substitution of benzofuran-2-ylmethyl acetate with N, S, O and C soft nucleophiles has been investigated. The success of the reaction is dramatically influenced by the choice of catalytic system: with nitrogen based nucleophiles the reaction works well with Pd2(dba)3/dppf, while with sulfur, oxygen...
Article
In this work, a detailed study of mass transfer properties of trans-stilbene oxide (TSO) enantiomers on two Whelk-O1 chiral stationary phases (CSPs) has been performed. The CSPs were prepared by using both fully-porous silica particles of 2.5 μm particle diameter and superficially-porous ones of 2.6 μm particle diameter as base materials. By combin...
Article
In this study, 31 racemates of Nα-FMOC (fluorenylmethoxycarbonyl) amino acids (AAs) with different chemico-physical characteristics (neutral nonpolar, neutral polar, acidic and basic) have been successfully resolved in fast enantioselective chromatography on recently-developed zwitterionic-teicoplanin chiral stationary phases (CSPs). The CSPs were...
Article
DOI: 10.1002/jssc.201901333 The cover shows that, working at low pH elution conditions, the tetrabutylammonium additive produces a dynamic positive charged layer on stationary phase stabilized by hydrophobic and electrostatic interactions, and masks unfavourable interactions with silanols. In this way, the basic analyte amitriptyline, positively ch...
Article
Full-text available
The chemical composition of the inflorescences from four Cannabis sativa L. monoecious cultivars (Ferimon, Uso-31, Felina 32 and Fedora 17), recently introduced in the Lazio Region, was monitored over the season from June to September giving indications on their sensorial, pharmaceutical/nutraceutical proprieties. Both untargeted (NMR) and targeted...
Article
Full-text available
A simple and effective chromatographic method has allowed unprecedented resolution of basic peptide and their related impurities, including the very challenging epimeric isobaric ones.
Article
Three columns respectively packed with 2.0 μm superficially porous particles, 1.7 μm fully porous particles and monodisperse 1.9 μm fully porous particles with narrow particle size distribution have been deeply characterized from a kinetic point of view. The 1.9 μm column showed excellent kinetic performance, comparable to that of the superficially...
Article
The use of the tetrabutylammonium additive was investigated in the ultra‐high performance reversed phase liquid chromatographic elution of basic molecules of pharmaceutical interest. When added to the mobile phase at low pH, the hydrophobic tetrabutylammonium cation interacts with the octadecyl chains and with the residual silanols, thus imparting...
Article
In this paper, we describe a small library of easy-to-prepare chiral (cyclopentadienone)iron pre-catalysts for enantioselective C=O and C=N hydrogenations. Starting from readily accessible achiral materials, six chiral (cyclopentadienone)iron complexes (1a-f) possessing a stereogenic plane were synthesized in racemic form. Based on the screening of...
Article
This proof-of-concept work investigates the ultimate kinetic limits reachable in chiral Supercritical Fluid Chromatography (SFC) with modern columns and advanced technological solutions. A commercial equipment (Waters Acquity UPC²) has been in-house modified to minimize its overall extra-column variance through a series of technical adjustments inc...
Article
As an extension of our studies on the multifaceted properties of C-alkylated resorc[4]arenes, we planned to immobilize on a solid support resorc[4]arenes with C11-long side chains in the lower rim . To this purpose, we synthesized two conformationally diverse resorc[4]arenes containing a bromoundecyl moiety in the four axial pendants. The cone ster...
Article
Monoclonal antibodies are pharmaceutical products that because of their biological origin are characterized by the presence of countless variants, which are generated by post‐translational modifications, during purification or storage. Among these modifications the disulfide bridges variants are of considerable importance, for example their status...
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Full-text available
Sep Sci plus 2018, 1, 261–269 DOI: 10.1002/sscp.201800002 The cover picture shows the chromatographic separation of reduced light chain isoforms upon incubation of antibodies with the reducing agent tris (2‐carboxyethyl) phosphine. Light chain, partially reduced light chain+2H (with one of two disulfide bridges opened in the constant or variable re...
Article
The ever-increasing need for enantiomerically pure chiral compounds has greatly expanded the number of enantioselective separation methods available for the precise and accurate measurements of the enantiomeric purity. The introduction of chiral stationary phases for liquid chromatography in the last decades has revolutionized the routine methods t...
Article
By using the Inverted Chirality Columns Approach (ICCA) we have developed an enantioselective UHPSFC method to determine the enantiomeric excess (e.e.) for (–)-Δ ⁹ -THC in medicinal marijuana (Bedrocan ® ). The e.e. was...
Article
Full-text available
In this study, an improved online comprehensive two dimensional liquid chromatography platform coupled to tandem mass spectrometry was developed, for the analysis of complex polyphenolic samples. A narrowbore Hydrophilic Interaction Chromatography column (150 × 2.0 mm, 3.0 um, crosslinked diol) was employed in the first dimension, while a Reversed...
Article
Polymethacrylate-based monolithic capillary columns, prepared by γ-radiation-induced polymerization, were used to optimize the experimental conditions (nature of the organic modifiers, the content of trifluoroacetic acid and the column temperature) in the separation of nine standard proteins with different hydrophobicities and a wide range of molec...

Questions

Question (1)
Question
This is the first time I have approached the HRMS (Exactive Orbitrap) analysis of polysaccharides (e.g. Dextran) and I do not understand why I do not get a multicharged spectrum like that of proteins. Actually I get a peak distribution with the difference b / w between two adjacent peaks which is the MWt of monomer, but with the same state of charge [+1 or +2].
Can you help me ?
Thanks

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