Chemosensory Properties Research Articles

Novel Schiff base decorated cyclotriphosphazene chemosensors for Fe and Cu ions detection

In this study, new 2-aminobenzothiazole derivative Schiff base decorated cyclotriphosphazene compounds (SBCTP 1 and 2), which are likely to have chemical sensor properties, were designed and synthesized successfully. The compounds were structurally characterized by mass analysis and NMR (1H, 13C and 31P) spectroscopies. Photophysical and chemosensory properties of SBCTP 1 and 2 against some analytes were examined by UV–vis and Fluorescence spectrophotometry. While a significant increase was observed in the UV–vis absorption signals observed at 350 nm with the addition of Fe3+ and Fe2+ ions and a new absorption band was observed at 290 nm with the addition of Cu2+. In addition, according to Job's plot obtained from UV–vis absorption titrations, the complex stoichiometries of SBCTP 1 and 2 with selective analytes were determined as 1:1 (L/M) and 1:2 (L/M), respectively. The selective interaction of donor atoms on SBCTP 1 and 2 with Cu2+, Fe2+ and Fe3+ ions give these compounds chemosensory properties. This study showed that the synthesized Schiff base decorated cyclotriphosphazene compounds (SBCTP 1 and 2) could be new chemosensors with high selective and immediate sensitivity for the detection of iron and copper ions.

Preparation and Chemosensory Properties of Nanocomposite Obtained by Hydrothermal Modification of Ti2CTx with Hierarchically Organized Co(CO3)0.5(OH)⋅0.11H2O

Preparation and Chemosensory Properties of Nanocomposite Obtained by Hydrothermal Modification of Ti2CTx with Hierarchically Organized Co(CO3)0.5(OH)⋅0.11H2O

A Study of the Chemosensory Properties of Commercial Processed Foods Using Electronic Sensors

A Study of the Chemosensory Properties of Commercial Processed Foods Using Electronic Sensors

Synthesis of reduced graphene oxide-based hybrid materials containing imine bonds: Color properties and chemosensory properties against some anions

In this research, hybrids (HBa and HBb) were synthesized by covalent bonding of Schiff bases with reduced graphene oxide (RGO) synthesized by the modified hummer method and hydrothermally reduced. To facilitate the covalent bonding, the (–COOH) group of RGO was converted to (-COCl) with SOCl2 and Schiff bases (5) and (6) containing 1,2,3-triazole were attached to RGO. All materials were characterized using spectroscopic and analytical methods. Color changes of hybrid materials were investigated in the availability of some anions under three different light sources: daylight, long wavelength, and short wavelength light. It was observed that the end groups (Cl and Br) of the imine compounds were effective on the chemosensory property. Unlike HBa (Br), the HBb (Cl) hybrid exhibited selective sensory properties towards CO32–, CH3COO– ions. In addition, it was concluded that the materials showed blue emission according to the calculated CIE (1931) chromaticity diagram.

The detection and modulation of piperine in the human oral cavity

Piperine is an alkaloid that is responsible for the pungency of black pepper and long pepper. This hydrophobic compound causes a spicy sensation when it comes in contact with trigeminal neurons of the oral cavity. Piperine has low solubility in water, which presents difficulties in examining the psychophysical properties of this stimulus by standard aqueous chemosensory tests. This report describes approaches that utilize novel edible film formulations for delivering precise amounts of piperine to the human oral cavity. These films were then used to identify detection thresholds for piperine, and to identify the chemosensory properties of this compound at suprathreshold amounts. When incorporated into edible films, mean detection thresholds for piperine were approximately 35 nanomoles. For suprathreshold studies, edible films that contained 4000 nanomole amounts of piperine yielded variable intensity responses in subjects, with mean intensities in the moderate range. This amount of piperine caused significant self-desensitization, which was partially reversed after 60–90 min. In contrast, edible films that contained lower amounts of piperine yielded mean intensity ratings in the weak range and showed essentially no self-desensitization. The application of piperine to the circumvallate region of the tongue caused moderate intensity responses that were identified as primarily spicy, and rarely bitter. In addition, oral rinses with aqueous sucrose solutions decreased mean intensities for piperine by approximately twenty-five percent over sixty seconds. Blockage of nasal airflow significantly decreased piperine intensities in the oral cavity. These two findings indicate that oral sucrose or blockage of nasal airflow can modulate piperine perception in the human oral cavity. Finally, these results indicate that a variety of excipients can be included in edible film formulations for presenting piperine to the oral cavity at stimulus amounts that cause quantifiable chemosensory responses.

Strawberry Additive Increases Nicotine Vapor Sampling and Systemic Exposure But Does Not Enhance Pavlovian-Based Nicotine Reward in Mice.

Nicotine is an addictive drug whose popularity has recently increased, particularly among adolescents, because of the availability of electronic nicotine devices (i.e., "vaping") and nicotine e-liquids containing additives with rich chemosensory properties. Some efforts to understand the role of these additives in nicotine reward suggest that they increase nicotine reward and reinforcement, but the sensory contributions of additives, especially in their vapor forms, are largely untested. Here, to better understand how a fruit-flavored (i.e., strawberry) additive influences nicotine reward and aversion, we used a conditioned place preference (CPP) procedure in which nicotine and a strawberry additive were delivered as a vapor to male and female adolescent mice. We found that nicotine vapor alone can lead to a dose-dependent CPP when using a biased design. The strawberry additive did not produce CPP on its own, and we did not observe an effect of the strawberry additive on nicotine vapor-induced reward. Nevertheless, mice exposed to nicotine plus strawberry additive vapor had higher plasma cotinine concentrations, which did not appear to reflect altered nicotine metabolism. Instead, by directly measuring vapor sampling through respiration monitoring, we uncovered an increase in the amount of sniffing toward strawberry-containing nicotine vapor compared with nicotine vapor alone. Together these data indicate that chemosensory-rich e-liquid additives may enhance the perceived sensory profile of nicotine vapors rather than the reward value per se, which leads to overall increased nicotine exposure.

The new coumarin derivative cyclotetraphosphazene fluorometric chemosensor with reversible, high selective and sensitive for Fe3+ ion detection

A new coumarin-based cyclotetraphosphazene molecule (OCCTP) that can show fluorescence and chemosensory properties has been designed and synthesized. For this purpose, the 7-hydroxy-3-(3,4,5-trimethoxyphenyl)coumarin (4) was synthesized.For the first time in this study, compound 4 which solid state structure and geometry were determined by using crystal X-ray structural analysis were crystallized in the orthorhombic Fdd2 space group. The purified compounds were structurally characterized by elemental analysis, NMR (1H, 13C and 31P) and FT-IR spectroscopy, and mass analysis. Photophysical and chemosensory properties of OCCTP against a range of analytes (various metal ions) were investigated by UV–vis and Fluorescent Spectrophotometer. As a result of fluorimetric studies, OCCTP was found to be a Turn-Off fluorescent chemosensor against Fe3+ ions. The limit of detection (LOD) of OCCTP for Fe3+ was calculated as 1.87 µM and its complex stoichiometry was determined as 1:2 (L/M) as a result of Job's plot. The reversibility study of the iron complex with EDTA showed that the free OCCTP chemosensor regenerated causing an increase in the fluorescence intensity of EDTA. The results showed that the newly synthesized coumarin-based cyclotetraphosphazene compound (OCCTP) can be used as a reversible, highly selective and sensitive fluorescent chemosensor (Turn- Off) which responds immediately against Fe3+ ions.

Composition and biodiversity of soil and root-associated microbiome in Vitis vinifera cultivar Lambrusco distinguish the microbial terroir of the Lambrusco DOC protected designation of origin area on a local scale.

Wines produced from the same grape cultivars but in different locations possess distinctive qualities leading to different consumer's appreciation, preferences, and thus purchase choices. Here, we explore the possible importance of microbiomes at the soil-plant interface as a determinant of the terroir properties in grapevine production, which confer specific growth performances and wine chemo-sensory properties at the local scale. In particular, we investigated the variation in microbial communities associated with the roots of Vitis vinifera cultivar Lambrusco, as well as with surrounding bulk soils, in different vineyards across the "Consorzio Tutela Lambrusco DOC" protected designation of origin area (PDO, Emilia Romagna, Italy), considering viticultural sites located both inside and outside the consortium in two different seasons (June and November 2021). According to our findings, rhizospheric and soil microbiomes show significant structural differences in relation to the sampling site, regardless of seasonality, while endophytic microbiomes seem to be completely unaffected by such variables. Furthermore, a deeper insight into the microbial terroir of PDO areas highlighted the presence of some rhizospheric microorganisms enriched inside the consortium and characterizing the PDO regardless of both sampling season and farming strategy. These include Bacillus, Paenibacillus, and Azospirillum, which are all well-known plant growth-promoting bacteria. Taken together, our results suggest a connection between soil and root microbiomes of V. vinifera cultivar Lambrusco and the local designation of origin, emphasizing the potential role of PDO-enriched plant growth-promoting bacteria in vine growing and final quality of the Lambrusco DOC wine.

Comparative Evaluation of Wild and Farmed Rainbow Trout Fish Based on Representative Chemosensory and Microbial Indicators of Their Habitats.

Wild and farmed rainbow trout were compared with chemical profiling, chemosensory properties, carbon concentration and isotope analyses, 1- and 2-GC/O-MS, GC-FID, and aroma profile analyses. Results were linked with the prokaryotic and eukaryotic microbiological profile of the fish sources using multivariate statistical analysis. Fish from natural environments proved to have better sensory properties in terms of fruity, sweet, and citrusy attributes, compared to farmed fish. However, the farmed fish were found to have higher nutritional value based on their lipid contents. These differences might relate to the introduction of feed extrudates, which could influence the overall quality of fish products. Thereby, malodor episodes linked to musty/earthy off-odor notes related to odorants including geosmin, β-caryophyllene, (E,Z)-2,4-nonadienal, and (E,E)-2,4-nonadienal. These compounds, in turn, correlated with Asticcacaulis benevestitus, Curvibacter sp., Albidiferax sp., Aquabacterium commune, and Aquabacterium citratiphilum abundance and were further affected by oxygen levels in the water column.

Synthetic approaches of medicinally important Schiff bases: An updated Review

The Schiff base defined by an imine or azomethine (-CH= N-) group, is mostly synthesized by the condensation reaction of carbonyl compounds (Aldehyde or Ketone) with compounds consisting of amine moiety. Schiff bases are among the most chiefly used organic compounds, revealing a wide range of applications, such as electroluminescent effects, fluorescence properties, nonlinear optical and chemosensory properties. The typical Schiff bases are crystalline solids that are basic, although at least some of them combine with strong acids to generate insoluble salt. Schiff bases are widely used in the pharmaceutical, electronic, cosmetic and polymer industries. Schiff bases use various alpha-amino acids and aldehydes in acidic or basic conditions. Schiff bases form a new class of drugs that can strengthen the immune system and also be used in the treatment of various ailments. The C=N imine bond's electrophilic carbon and nucleophilic nitrogen offer great binding chances with many nucleophiles and electrophiles, which can be used to suppress specific diseases, enzymes or DNA replication. These Schiff bases are synthesized from various aldehydes or ketones and amines under stirring conditions, catalyst-free, reflux conditions, conventional methods, microwave irradiation and ultrasonic conditions. Thus, Schiff bases and their derivatives can be synthesized using various techniques and may be further used for enormous biological applications with potent effects.

Atmospheric Pressure Solvothermal Synthesis of Nanoscale SnO2 and Its Application in Microextrusion Printing of a Thick-Film Chemosensor Material for Effective Ethanol Detection.

The atmospheric pressure solvothermal (APS) synthesis of nanocrystalline SnO2 (average size of coherent scattering regions (CSR)-7.5 ± 0.6 nm) using tin acetylacetonate as a precursor was studied. The resulting nanopowder was used as a functional ink component in microextrusion printing of a tin dioxide thick film on the surface of a Pt/Al2O3/Pt chip. Synchronous thermal analysis shows that the resulting semiproduct is transformed completely into tin dioxide nanopowder at 400 °C within 1 h. The SnO2 powder and the resulting film were shown to have a cassiterite-type structure according to X-ray diffraction analysis, and IR spectroscopy was used to establish the set of functional groups in the material composition. The microstructural features of the tin dioxide powder were analyzed using scanning (SEM) and transmission (TEM) electron microscopy: the average size of the oxide powder particles was 8.2 ± 0.7 nm. Various atomic force microscopy (AFM) techniques were employed to investigate the topography of the oxide film and to build maps of surface capacitance and potential distribution. The temperature dependence of the electrical conductivity of the printed SnO2 film was studied using impedance spectroscopy. The chemosensory properties of the formed material when detecting H2, CO, NH3, C6H6, C3H6O and C2H5OH, including at varying humidity, were also examined. It was demonstrated that the obtained SnO2 film has an increased sensitivity (the sensory response value was 1.4-63.5) and selectivity for detection of 4-100 ppm C2H5OH at an operating temperature of 200 °C.

Coordination Properties of Porphyrin Analogues Ionized Forms by Experiment and Quantum Chemistry: 5,10,15,20‐Tetraphenyl‐21‐thia‐ and 5,10,15,20‐Tetraphenyl‐21,23‐Dithiaporphyrins

AbstractModification of porphyrins by a replacement of N atom(s) with a heteroatom(s) resulted in the so called heteroporphyrins which exhibit interesting physicochemical properties. In this work, the spectral properties of ions and neutral forms of 5,10,15,20‐tetraphenyl‐21,23‐dithia porphyrin (S2PP) and 5,10,15,20‐tetraphenyl‐21‐thia‐porphyrin (HSPP) have been investigated. According to the spectrophotometric analysis in acetonitrile – perchloric acid solution, the dication H2S2PP2+ reveals an ability to coordinate two ClO4− anions, which was not found for H3SPP2+. This fact, as observed in the UV‐Vis absorption spectra, indicates the possibility of exhibiting chemosensory properties of S2PP molecules. The geometries of the neutral and ionized forms were derived from B3LYP/cc‐pVTZ calculations. The perimeters of the cavities increase in the series: H2PP→HSPP→S2PP. This trend is kept in case of the ionized forms; the protonation expands the cavity perimeter. Electron density distributions were analyzed in terms of quantum theory of atoms in molecules (QTAIM). The UV‐vis spectra simulated on the base of the TD‐DFT calculations match the experimental results.

Influence of elongation and desaturation on chemosensory properties in acrylates and their corresponding 1-alken-3-ones

Acrylates as well as 1-alken-3-ones are both known to be odour active substances but are generally identified in different materials. Nonetheless, butyl acrylate and 1-octen-3-one were both found to elicit a similar mushroom-like odour in previous studies. This led to the question of whether acrylates and enones with the same overall chain length generally elicited similar odours and whether they had similar odour thresholds. Overall, most of the investigated substances showed a mushroom-like, geranium-like or fruity odour. In contrast, short chained substances elicited garlic-like, lighter gas-like or glue-like, odour qualities, suggesting a correlation between the odour quality and the overall chain length. The results showed that only between the analogue structures butyl acrylate and 1-octen-3-one as well as hexyl acrylate and 1-decen-3-one could similar odour qualities be observed. All investigated substances showed low odour threshold values in air between 0.0032 ng/lair (1-hexen-3-one) and 55 ng/lair (1-dodecen-3-one). Overall, 1-alken-3-ones revealed a higher dependency on the chain length when compared to their respective acrylates. The introduction of a second terminal double bond led to a decrease of OT values in case of the acrylates and to an increase in case of the ketones that neither contained a second terminal double bond nor a double bond located close to the carbonyl group. Despite their structural similarities, the results suggest that both substance classes are perceived in a different manner and are therefore likely to be recognized by different types of receptors or are related to different activation patterns in multi-receptor stimulation processes.Graphical abstract

Synthesis and Chemosensory Properties of New Cyanosubstituted 2,2'-Bipyridine Derivatives

A series of novel 6-oxo-1,6-dihydro-[2,2'-bipyridine]-5-carbonitriles has been synthesized and characterized. Their photophysical properties in DMSO solution and aqueous medium as well as fluorescence response to the presence of metal ions have been investigated. The obtained 4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-[2,2'-bipyridine]-5-carbonitrile has been shown as a selective fluorescent "turn-ON" probe for Cd2+ ions with LoD 0.359µM, 1:1 metal-ligand ratio and binding constant of 5.2 × 104M-1.

Investigation of Chemosensing and Color Properties of Schiff Base Compounds Containing a 1,2,3-triazole Group.

A series of Schiff base compounds (ER1-ER5) containing a 1,2,3-triazole and carboxylic acid groups were synthesized and their chemosensory properties towards anions (I-, CO32-, SO42-, NO2-, NO3-, CH3COO-, ClO3-, CNO-, N3-) and cations (Al3+, Ag+, Co2+, Cr3+, Cu2+, Fe3+, Hg2+, Mn2+, Ni2+, Zn2+, Cd2+, Pb2+). The compounds were also used as fluorescence probs for the detection of nitroaromatic compounds. The structural characterization of the synthesized compounds was elucidated using methods such as FT-IR, UV, FL, LC-MS, MALDI-TOF MS, 1H(13C) NMR. The effect of substitute groups (-CH3, -OCH3, -OH, -Cl and -Br) on the synthesized Schiff bases (ER1-ER5) on the chemosensory properties were compared. As the groups changed, the sensor and quenching effects of the molecule against anions and cations changed. Compound ER3 having methoxy (OCH3) group exhibited selective sensor properties against Fe3+ ion while compound ER5 with a chloride substitute (Cl) group showed selectivity for Cr3+ ion under 254 nm UV-lamp. The substitute effect was also observed for the sensing of anions. Under 254 nm UV-lamp, ER2 having the -OH group has a selective sensing property for CNO- and ER4 with the bromide (Br) group exhibited selectivity for N3- ion. The synthesized Schiff base compounds were also tested as fluorescence probs for the sensing of some nitroaromatic explosives.

Механизм люминесцентного хемосенсорного отклика в хелатах европия(III)

There were studied the luminescent chemosensory properties of Eu(III) carboxylatodibenzoylmethanates with acetic and acrylic acids while the interaction with ammonia vapors. Quantitative measurements of the optical response showed that with an increase in the analyte concentration in the range of 3-330 ppm, a linear increase in the luminescence intensity of europium(III) is observed. The reversibility of the luminescent response was established, the limit of detection of ammonia was 3 ppm. The mechanism of the optical effect is revealed by the method of quantum chemical modeling: the interaction of ammonia with the sensor leads to the formation of a rigid structural fragment of H2O–NH3, which blocks the quenching effect of high-frequency OH vibrations on luminescence. The studied chemosensors have high sensitivity and selectivity and, thus, can be promising for creating ammonia detection sensors for food safety control and environmental monitoring.

Seven Questions on the Chemical Ecology and Neurogenetics of Resource-Mediated Speciation

Adaptation to different environments can result in reproductive isolation between populations and the formation of new species. Food resources are among the most important environmental factors shaping local adaptation. The chemosensory system, the most ubiquitous sensory channel in the animal kingdom, not only detects food resources and their chemical composition, but also mediates sexual communication and reproductive isolation in many taxa. Chemosensory divergence may thus play a crucial role in resource-mediated adaptation and speciation. Understanding how the chemosensory system can facilitate resource-mediated ecological speciation requires integrating mechanistic studies of the chemosensory system with ecological studies, to link the genetics and physiology of chemosensory properties to divergent adaptation. In this review, we use examples of insect research to present seven key questions that can be used to understand how the chemosensory system can facilitate resource-mediated ecological speciation in consumer populations.

Human Olfaction at the Intersection of Language, Culture, and Biology

The human sense of smell can accomplish astonishing feats, yet there remains a prevailing belief that olfactory language is deficient. Numerous studies with English speakers support this view: there are few terms for odors, odor talk is infrequent, and naming odors is difficult. However, this is not true across the world. Many languages have sizeable smell lexicons - smell is even grammaticalized. In addition, for some cultures smell talk is more frequent and odor naming easier. This linguistic variation is as yet unexplained but could be the result of ecological, cultural, or genetic factors or a combination thereof. Different ways of talking about smells may shape aspects of olfactory cognition too. Critically, this variation sheds new light on this important sensory modality.

Fetal Alcohol Programming of Subsequent Alcohol Affinity: A Review Based on Preclinical, Clinical and Epidemiological Studies.

The anatomo-physiological disruptions inherent to different categories of the Fetal Alcohol Spectrum Disorder do not encompass all the negative consequences derived from intrauterine ethanol (EtOH) exposure. Preclinical, clinical and epidemiological studies show that prenatal EtOH exposure also results in early programming of alcohol affinity. This affinity has been addressed through the examination of how EtOH prenatally exposed organisms recognize and prefer the drug’s chemosensory cues and their predisposition to exhibit heightened voluntary EtOH intake during infancy and adolescence. In altricial species these processes are determined by the interaction of at least three factors during stages equivalent to the 2nd and 3rd human gestational trimester: (i) fetal processing of the drug’s olfactory and gustatory attributes present in the prenatal milieu; (ii) EtOH’s recruitment of central reinforcing effects that also imply progressive sensitization to the drug’s motivational properties; and (iii) an associative learning process involving the prior two factors. This Pavlovian learning phenomenon is dependent upon the recruitment of the opioid system and studies also indicate a significant role of EtOH’s principal metabolite (acetaldehyde, ACD) which is rapidly generated in the brain via the catalase system. The central and rapid accumulation of this metabolite represents a major factor involved in the process of fetal alcohol programming. According to recent investigations, it appears that ACD exerts early positive reinforcing consequences and antianxiety effects (negative reinforcement). Finally, this review also acknowledges human clinical and epidemiological studies indicating that moderate and binge-like drinking episodes during gestation result in neonatal recognition of EtOH’s chemosensory properties coupled with a preference towards these cues. As a whole, the studies under discussion emphasize the notion that even subteratogenic EtOH exposure during fetal life seizes early functional sensory and learning capabilities that pathologically shape subsequent physiological and behavioral reactivity towards the drug.

The Biological Impact of Menthol on Tobacco Dependence.

Mentholated cigarettes have been shown to have greater addictive potential than their nonmentholated counterparts. Evidence is pointing toward multiple mechanisms of action by which menthol may alter tobacco dependence. Understanding menthol's biological functions as it pertains to nicotine dependence will be helpful in crafting novel pharmacotherapies that might better serve menthol smokers. In addition, a better understanding of menthol's pharmacology as it relates to tobacco dependence will be valuable for informing policy decisions on the regulation of mentholated cigarettes.