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Contemporary strategies for peptide macrocyclization[J].

Abstract:
The current interest of our research group is largely focused on the development and understanding of precipitated crystalline organometallic compounds. We are placing a strong emphasis in the study of the synthetic procedures, the morphology, and on the structural determination of such compounds. Special importance is engaged in the preparation coordination polymers crystallized from solutions of supercritical CO2, (scCO2), where the use of a co-solvent is occasionally employed depending on reagents solubility [1-3]. The correct selection of experimental conditions in the scCO2 reactive crystallization technique, allows a precipitation known from other methodologies, as well as new crystalline phases. This procedure leads to the crystallization of stable hierarchical nanoestructures involving micro and mesoporosity. As the preparation of the crystalline materials is carried out in scCO2, these obtained with microporous structures were recovered activated, i.e., with open volume, since the removal of any guest molecules from the framework is carried out by simple depressurization. This method is expected to have many potential applications in the development of green crystallization techniques for coordination polymers synthesis.

Biomimetic synthesis and optimization of cyclic peptide

The partial introduction of electron rich elements (especially rhenium) in place of molybdenum in Chevrel phases allowed to control the electronic density in these compounds and to reach the magic number of 24 electrons per cluster, with three consequences: the stabilization of the metastable Mo6S8, the experimental confirmation of the energy diagramme of these materials (illustrated by the changes in transport properties), and the possible existence of rhenium octahedral clusters, provided the ligands were well selected. Indeed, a number of new compounds were synthesized by high temperature solid state reaction and structurally characterized. They belong to the ternary Re-Y-X (Y = chalcogen, X = halogen) and the quaternary diagrammes M-Re-Y-X (M = countercation, in most cases alkaline). Selecting both the total number of ligands and the halogen/chalcogen ratio, a wide variety of stackings were controlled, including molecular or ionic 0-D, 1-D, 2-D and 3-D structures that involve different types of bridges. Some of these compounds are soluble in polar organic solvents, and even in water for restricted examples, giving access to new organic/inorganic hybrids and a nonmaterial approach. Examples are the substitution of counter cations by organic (alkylammonium or TTF derivatives), organometallic, complex, solvated or kryptate ones, the substitution of halogen apical ligands by cyano, azo or pyrazine ligands.

Peptide cyclization catalysed by the thioesterase domain of

Abstract:
Biofilms are three-dimensional structures that contains billions of genetically identical bacteria submerged in a self-produced extracellular matrix, which protect bacteria from antibiotics and the human immunological defenses. More than 85 % of chronic and/or recurrent human infections are linked to bacterial biofilms. In addition, spore-forming pathogenic bacteria represent an additional community threat because of their intrinsic refractory behavior against antibiotics, phagocytes and their easy utilization in bioterrorist attacks. Therefore, every day the available microbicide arsenal against biofilms and spores becomes scarcer. Accordingly, nano-material biotechnology emerges as a promising alternative for reducing the detrimental effects of microbial-related diseases. Here we describe the development of novel nanostructured coating systems with improved photocatalytic and antibacterial activities. These systems comprise, in one case, layers of SiO2 followed by layers of mesoporous or dense TiO2-anatase, and doping with silver nanoparticles (Ag NPs). In the other case, we developed Copper NPs and its oxides by a chemical method based on a bottom up approach and its stabilization using aminosilanes as surface modifiers. The activity of CuNPs and AgNPs (MNPs) was measured against spores and vegetative (planktonic and sessile) forms of the relevant human pathogens Enterohemorrhagic Escherichia coli (etiological agent of Hemolytic Uremic Syndrome), Listeria monocytogenes (etiological agent of septic abortion), Bacillus anthracis (etiological agent of Anthrax), Clostridium perfringens (etiological agent of food-associated diarrhea and Gas Gangrene), cystic-fibrosis related Pseudomona aeruginosa and methicillin-resistant Staphylococcus aureus ( etiological agent of sepsis and myocardiopathies). The planktonic and sessile growth (measured as the final cellular yield at 600 nm and crystal violet staining, respectively) of each pathogen, as well as the sporocide effect on C. perfringens and B. anthracis spores, was very significant at submillimolar concentrations of MNPs (95 % of vegetative growth inhibition and sporocide effect, p

Abstract:
Biofilms are three-dimensional structures that contains billions of genetically identical bacteria submerged in a self-produced extracellular matrix, which protect bacteria from antibiotics and the human immunological defenses. More than 85 % of chronic and/or recurrent human infections are linked to bacterial biofilms. In addition, spore-forming pathogenic bacteria represent an additional community threat because of their intrinsic refractory behavior against antibiotics, phagocytes and their easy utilization in bioterrorist attacks. Therefore, every day the available microbicide arsenal against biofilms and spores becomes scarcer. Accordingly, nano-material biotechnology emerges as a promising alternative for reducing the detrimental effects of microbial-related diseases. Here we describe the development of novel nanostructured coating systems with improved photocatalytic and antibacterial activities. These systems comprise, in one case, layers of SiO2 followed by layers of mesoporous or dense TiO2-anatase, and doping with silver nanoparticles (Ag NPs). In the other case, we developed Copper NPs and its oxides by a chemical method based on a bottom up approach and its stabilization using aminosilanes as surface modifiers. The activity of CuNPs and AgNPs (MNPs) was measured against spores and vegetative (planktonic and sessile) forms of the relevant human pathogens Enterohemorrhagic Escherichia coli (etiological agent of Hemolytic Uremic Syndrome), Listeria monocytogenes (etiological agent of septic abortion), Bacillus anthracis (etiological agent of Anthrax), Clostridium perfringens (etiological agent of food-associated diarrhea and Gas Gangrene), cystic-fibrosis related Pseudomona aeruginosa and methicillin-resistant Staphylococcus aureus ( etiological agent of sepsis and myocardiopathies). The planktonic and sessile growth (measured as the final cellular yield at 600 nm and crystal violet staining, respectively) of each pathogen, as well as the sporocide effect on C. perfringens and B. anthracis spores, was very significant at submillimolar concentrations of MNPs (95 % of vegetative growth inhibition and sporocide effect, p

Generality of peptide cyclization catalyzed by isolated

He has pioneered the development of new type of metal-catalyzed cycloadditions to make complex carbo- and heterocycles, and the discovery of new DNA binding modes of synthetic peptides. He has been the founder, president of the “Chemical Biology group” of the Spanish Royal Society of Chemistry, a group that counts now with more than 200 members. He has supervised 28 PhD theses and published over 180 articles in top journals.

In this paper, micorcystin analogues benzyl mercaptan (MA-BMT) was structurally designed by GOLD 5.0 molecular docking and synthesized using specific inhibitor of protein phosphatase 2A, micorcystin-LR, as the template.

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Use of solid phase peptide synthesis ..

A recurrent theme in the enzymaticsynthesis of macrocyclic compounds by non-ribosomal and polyketidesynthetases is the tethering of activated linear intermediates throughthioester linkages to carrier proteins, in a natural analogy tosolid-phase synthesis.

method for cyclic peptide synthesis was demonstrated to be able to ..

Here we show that anisolated thioesterase can catalyse the cyclization of linear peptidesimmobilized on a solid-phase support modified with a biomimetic linker,offering the possibility of merging natural-product biosynthesis withcombinatorial solid-phase chemistry.

Tyrocidine is a mixture of cyclic decapeptides ..

Starting from the cyclicdecapeptide antibiotic tyrocidine A, this chemoenzymatic approach allowsus to diversify the linear peptide both to probe the enzymology of themacrocyclizing enzyme, TycC thioesterase, and to create a library ofcyclic peptide antibiotic products.

Biomimetic synthesis and optimization of cyclic peptide ..

Nonetheless, two rare amino acids in its structure, Adda and Mdha, make it difficult to get microcystins-LR in complete chemical synthesis,and cause high hepatotoxicity, which severely limits its product development as a new protein phosphatase inhibitor.

and optimization of cyclic peptide antibiotics.

Abstract:
Self-protective/self-healing coatings are imperative for sustained corrosion protection and to minimise economic losses. The present research focuses on this premise. We report here the synthesis of a series of new effective organic corrosion inhibitors for corrosion protection of the aluminium alloy - AA2024-T3. The synthesized inhibitors were encapsulated in silica nano-containers and doped in GPTMS – Titanium isopropoxide based sol-gel coatings for “on-demand” release of the inhibitor. Anticorrosion behaviour of uncoated and coated coupons was characterized by Electrochemical impedance spectroscopy (EIS). The immersion time for evaluating the sustainability of the coatings in 3.5% NaCl was 168h as per MIL’s specifications. The localized corrosion and dissolution of the intermetallic particles (S & Ө phases) on the aluminium alloy was examined by using field emission scanning electron microscopy attached with energy dispersive X- ray spectroscopy, X-ray photoelectron spectroscopy and 3D profilometry. The acquired results revealed that, the synthesized inhibitors offered sustained corrosion protection to AA2024-T3. The coupons qualified salt spray test as per ASTM standard B117. The mechanism of action appeared to be formation organic thin layer of insoluble complex on the surface, thereby preventing the dislodgement of the inter-metallics and pitting corrosion characteristic of the AA2024-T3 alloy.

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