Peptidoglycan is a giant molecule that forms the cell wall that surrounds bacterial cells. It is composed of alternating N-acetylglucosamine (NAG) and N-acetylmuramic acid (NAM) residues connected by -(1,4)-glycosidic bonds and cross-linked with short polypeptide chains. Owing to the increasing antibiotic resistance against drugs targeting peptidoglycan synthesis, studies of enzymes involved in the degradation of peptidoglycan, such as N-acetylglucosaminidases, may expose new, valuable drug targets. The scientific challenge addressed here is how lysozymes, muramidases which are likely to be the most studied enzymes ever, and bacterial N-acetylglucosaminidases discriminate between two glycosidic bonds that are different in sequence yet chemically equivalent in the same NAG-NAM polymers. In spite of more than fifty years of structural studies of lysozyme, it is still not known how the enzyme selects the bond to be cleaved. Using macromolecular crystallography, chemical synthesis and molecular modelling, this study explains how these two groups of enzymes based on an equivalent structural core exhibit a difference in selectivity. The crystal structures of Staphylococcus aureus N-acetylglucosaminidase autolysin E (AtlE) alone and in complex with fragments of peptidoglycan revealed that N-acetylglucosaminidases and muramidases approach the substrate at alternate glycosidic bond positions from opposite sides. The recognition pocket for NAM residues in the active site of N-acetylglucosaminidases may make them a suitable drug target.

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We describe the utilization of bis-isopropylidene-protected d-fructose-derived aldehyde in the Passerini reaction with various acids and isocyanides. A library of densely functionalized glycomimetics bearing up to 3 carbohydrate units was obtained in high yields and diastereoselectivities. The configuration of the newly formed stereocenter was determined and the diastereoselectivity was rationalized by DFT calculations.

Vinceković M. Stimulation of plant secondary metabolites synthesis in soilless cultivated strawberries (Fragaria × ananassa Duchesne) using zinc-alginate microparticles. Turkish Journal of Agriculture and Forestry.

A new copper complex, trans-diaqua-trans-bis [1-hydroxy-1,2-di (methoxycarbonyl) ethenato] copper (abbreviation Cu(II) complex), was synthesized and its plant growth regulation properties were investigated. The results show a sharp dependence of growth regulation activity of the Cu(II) complex on the type of culture and its concentration. New plant growth regulator accelerated the development of the corn root system (the increase in both length and weight) but showed a smaller effect on the development of the wheat and barley root systems. Stimulation of corn growth decreased with increasing Cu(II) complex concentration from 0.0001% to 0.01% (inhibition at high concentrations—0.01%). The development of corn stems was also accelerated but to a lesser extent. Chitosan-coated calcium alginate microcapsules suitable for delivery of Cu(II) complex to plants were prepared and characterized. Analysis of the FTIR spectrum showed that complex molecular interactions between functional groups of microcapsule constituents include mainly electrostatic interactions and hydrogen bonds. Microcapsules surface exhibits a soft granular surface structure with substructures consisting of abundant smaller particles with reduced surface roughness. Release profile analysis showed Fickian diffusion is the rate-controlling mechanism of Cu(II) complex releasing. The obtained results give new insights into the complexity of the interaction between the Cu(II) complex and microcapsule formulation constituents, which can be of great help in accelerating product development for the application in agriculture

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The brown marmorated stink bug (Halyomorpha halys Stål, 1855) is an invasive polyphagous species that threatens fruit growing both in the United States and Europe. Many pesticide active ingredients have been studied in H. halys management, but for sustainable fruit growing, which implies the reduction of chemical harm to the environment, new safe insecticides should be implemented into the practice. For this purpose, novel green insecticide based on natural polyphenols of species Stevia rebaudiana (Bertoni) Bertoni and Aronia melanocarpa (Michx.) Elliott 1821 was developed. Stevia leaves (SLE) and Aronia pomace (APE) aqueous extracts were prepared using the ultrasound-assisted extraction method. Optimal extraction conditions for bioactive compounds (total polyphenols, flavonoids, anthocyanins, and flavan-3-ols, respectively) and antioxidant activity were determined using response surface methodology. Bioactive compounds rich SLE and APE were encapsulated in calcium alginate microparticles by the ionic gelation method. Physicochemical characteristics (morphology, size, encapsulation efficiency, loading capacity, and swelling) of microparticles showed very good properties with especially high encapsulation efficiency. Fitting to simple Korsmeyer–Peppa’s empirical model revealed that the underlying release mechanism of polyphenols is Fickian diffusion. SLE loaded microparticles showed very good pesticidal efficiency against Halyomorpha halys, especially on younger larval stages after both contact and digestive treatment. Microparticles loaded with APE did not achieve satisfactory digestive efficiency, but a certain toxic impact has been observed at contact application on all H. halys growth stages. Microparticles loaded with SLS exhibited prolonged insecticidal action against H. halys and could be a potential candidate as a green insecticide whose application could increase fruit growing safety.

Carbohydrates and their conjugates are the most abundant natural products, with diverse and highly important biological roles. Synthetic glycoconjugates are versatile tools used to probe biological systems and interfere with them. In an endeavor to provide an efficient route to glycomimetics comprising structurally diverse carbohydrate units, we describe herein a robust, stereoselective, multicomponent approach. Isopropylidene-protected carbohydrate-derived aldehydes and ketones were utilized in the Passerini reaction, giving different glycosylated structures in high yields and diastereoselectivities up to 90:10 diastereomeric ratio (d.r). Access to highly valuable building blocks based on α-hydroxy C-glycosyl acids or more complex systems was elaborated by simple post-condensation methodologies.