Supplementary data for article: Petrović, D.; Zlatović, M. Modeling Human Serum Albumin Tertiary Structure to Teach Upper-Division Chemistry Students Bioinformatics and Homology Modeling Basics. Journal of Chemical Education 2015, 92 (7), 1233–1237. https://doi.org/10.1021/ed500358f

Supporting information for: [https://doi.org/10.1021/ed500358f]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1745

The kinetics of the reduction of the lipophilic quinone avarone by n-alkyl-1,4-dihydronicotinamides of various lipophilicities

Several NADH model compounds, N-alkyl-1,4-dihydronicotinamides, some of them possessing amphiphilic properties, have been synthesized, and the kinetics of their reaction with a biologically active liphophilic quinone, avarone, has been studied in a protic solvent both in the presence and absence of cationic, anionic or non-ionic surfactants. In the absence of micellar agents, the medium- and long-chain N-dodecyl (3) and N-heptadecyl (4) derivatives show a significant increase in the reaction rates compared to other model compounds, due to the stabilization of the semiquinone intermediate. Anionic surfactants retard the reaction, non-ionic surfactants slightly accelerate the reaction with the short-chain derivatives, and retard the reaction with the medium- and long-chain derivatives, and the cationic surfactants increase the reaction rate with all derivatives except the long-chain 4. The results support the e-p-e mechanism of the reduction of lipophilic quinones by NADH models in protic medium

Improved electrochemical epoxidation of cholesterol and avarol dimethyl ether

Electrochemical epoxidation of cholesterol and avarol dimethyl ether with bromide as heteromediator was performed, and its mechanism discussed. The influence of the solvent, the mediator concentration, and different electrolytic techniques on yield of the products was examined. Under optimal conditions, the yield of the cholesterol epoxides (5α,6α and 5β, 6β) was 88%, and of the corresponding epoxides of the avarol dimethyl ether 72%

Supplementary data for article: Petrović, D.; Zlatović, M. Modeling Human Serum Albumin Tertiary Structure to Teach Upper-Division Chemistry Students Bioinformatics and Homology Modeling Basics. Journal of Chemical Education 2015, 92 (7), 1233–1237. https://doi.org/10.1021/ed500358f

Supporting information for: [https://doi.org/10.1021/ed500358f]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1745

Improved electrochemical epoxidation of cholesterol and avarol dimethyl ether

Electrochemical epoxidation of cholesterol and avarol dimethyl ether with bromide as heteromediator was performed, and its mechanism discussed. The influence of the solvent, the mediator concentration, and different electrolytic techniques on yield of the products was examined. Under optimal conditions, the yield of the cholesterol epoxides (5α,6α and 5β, 6β) was 88%, and of the corresponding epoxides of the avarol dimethyl ether 72%

Application of Hybrid Density Functional Theory in Calculation of Edge-to-Face Interactions of Receptor-Ligand System

Our previously described research on docking analysis of a series of isosteric N4-arylpiperazines on a model of 5-HT1A receptor was used earlier to investigate interactions of different ligands with the receptor binding site. Due to the limitations of molecular mechanics (MM) methods, docking analysis failed to give precise results about interactions that influence binding affinity of the ligands, but we presumed that aromatic-aromatic interactions, or edge-to-face, to be more precise, play an important role in the binding process. In order to further elaborate on this hypothesis, ab initio approach was used to calculate possible edge-to-face interactions on a model system and correlate them to ligand affinity. Obtained results indicate that those dispersive interactions can show notable influence on the binding of the ligands to 5-HT1A receptor. Stabilization energies of modeled receptor-ligand complex, calculated using Becke's "half-and-half" hybrid DFT method showed strong correlation with the affinity of investigated ligands towards 5-HT1A receptor

Sastav sterolne smese algi jadranskog mora Ulva lactuca, Codium dichotomum, Cystoseira adriatica i Fucus virsoides

The sterol composition of two green algae and two brown algae from the South Adriatic was determined. In the green alga Ulva lactuca, the principal sterols, were cholesterol and isofucosterol. In the brown alga Cystoseira adriatica, the main sterols were cholesterol and stigmast-5-en-3 beta-ol, while the characteristic sterol of the brown algae, fucosterol, was found only in low concentration. The sterol fractions of the green alga Codium dichotomum and the brown alga Fucus virsoides contained practically only one sterol each, comprising more than 90 % of the total sterols (clerosterol in the former and fucoserol in the latter).Određen je sastav sterolne smese dve zelene i dve mrke alge iz južnog Jadrana. U zelenoj algi Ulva lactuca glavni steroli su holesterol i izofukosterol. U mrkoj algi Cystoseira adriatica glavni steroli su holesterol i stigmast-5-en-3ß-ol, dok je fukosterol, sterol karakterističan za mrke alge, nađen samo u maloj količini. Sterolne smese zelene alge Codium dichotomum i mrke alge Fucus virsoides sastoje se praktično samo od po jednog sterola, klerosterola u prvoj i fukosterola u drugoj, koji sačinjavaju više od 90 % sterolnih frakcija

Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615

Supplementary material for: [http://dx.doi.org/10.1055/s-0035-1562615]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/2361

Investigations on the role of cation–pi interactions in active centres of superoxide dismutase

In this study, we have analysed the influence of cation–π interactions on stability and properties of superoxide dismutase (SOD) active centres. The number of interactions formed by arginine is higher than by lysine in the cat­ionic group, while those formed by histidine are comparatively higher in the π group. The energy contribution resulting from most frequent cation–π interact­ions was in the lower range of strong hydrogen bonds. The cation–π interact­ions involving transition metal ions as cation have energy more negative than –418.4 kJ mol-1. The stabilization centres for these proteins showed that all the residues involved in cation–π interactions were important in locating one or more of such centres. The majority of the residues involved in cation–p inter­actions were evolutionarily conserved and might have a significant contribution towards the stability of SOD proteins. The results presented in this work can be very useful for understanding the contribution of cation–π interactions to the stability of SOD active centres