Review
Chemistry, Organic
Merlin Kleoff, Paul Kiler, Philipp Heretsch
Summary: This review provides an overview of selected methods for synthesizing odorants utilizing continuous flow technology, categorizing them by main odor families. The importance and application of odorants in perfumery are briefly discussed.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Polymer Science
Nicholas J. Galan, Alan D. Fried, Chase E. Cromer, Abigail Fish, Dominic R. Coughlin, Johnathan N. Brantley
Summary: Synthesizing soft polymers with uncommon structural elements is important for understanding their properties. Terpenoid materials, which have diverse structural groups, could enhance our knowledge of related petrochemically-derived polymers. The behavior of norbornene-based systems in copolymers is well-understood, but it is unclear how other rigid carbocycles behave. Terpenoid polymers with pinene-based comonomers were synthesized and characterized, and it was found that the pinane core promotes ideal behavior similar to norbornene-based systems in statistical copolymers. Block copolymers exhibited tunable thermomechanical properties correlated to the carbocycle composition.
JOURNAL OF POLYMER SCIENCE
(2023)
Article
Biochemistry & Molecular Biology
Anju Sharma, Bishal Kumar Saha, Rajnish Kumar, Pritish Kumar Varadwaj
Summary: The sense of smell is a complex process that involves various stages from odorants entering the nose to the brain recognizing the associated odor. OlfactionBase is a free web server that aims to gather knowledge about olfaction mechanisms in one place, providing detailed information on odors, odorants, and related components to aid in the understanding of olfaction.
NUCLEIC ACIDS RESEARCH
(2022)
Article
Behavioral Sciences
Joel Kowalewski, Brandon Huynh, Anandasankar Ray
Summary: The research utilized computational approaches to analyze olfactory perceptual space, successfully identifying physicochemical features associated with approximately 150 different perceptual descriptors and developing machine-learning models with high predictive accuracy.
Article
Multidisciplinary Sciences
Ryan J. J. Ward, Sophie M. M. Wuerger, Maliha Ashraf, Alan Marshall
Summary: This study investigates the role of physicochemical features of odors in explaining olfactory crossmodal correspondences. The findings show a 49% similarity between perceptual and physicochemical spaces, and significant predictors for various crossmodal correspondences.
SCIENTIFIC REPORTS
(2023)
Article
Biochemical Research Methods
Anju Sharma, Rajnish Kumar, Rahul Semwal, Imlimaong Aier, Pankaj Tyagi, Pritish K. Varadwaj
Summary: This paper proposes a deep neural network architecture called DeepOlf, which uses molecular features and fingerprints of odorants and olfactory receptors (ORs) to predict whether a chemical compound is a potential odorant and determine its interacting OR. The deep-neural network framework fits data with better accuracy compared to other classical methods and accurately predicts odorant-OR interactions. This study is the first to apply deep learning ideas to the problem of odorant and interacting OR prediction.
IEEE-ACM TRANSACTIONS ON COMPUTATIONAL BIOLOGY AND BIOINFORMATICS
(2022)
Article
Chemistry, Analytical
Danielle M. Goodwin, Ffion Walters, Muhammad Munem Ali, Ehsaneh Daghigh Ahmadi, Owen J. Guy
Summary: A real-time sensor utilizing a graphene resistor immobilized with OR2AG1 receptor for detecting amyl butyrate has been demonstrated. The sensor showed high sensitivity and selectivity towards the target odorant, with a linear sensor response between 0.1-500 pM and a sensitivity as low as 500 fM. The approach provides an alternative sensing platform for bioelectronic nose applications.
Article
Chemistry, Multidisciplinary
Vladimir Dacho, Artem Nikipelov, Michaela Tothova, Philip Kraft, Peter Szolcsanyi
Summary: A set of small-ring analogues of alicyclic musks were designed and evaluated, showing a wide range of pleasant and interesting scents including herbal, green, fruity, and chocolate ones. However, reducing the size of the cyclohexane ring eliminates the true musk scent.
HELVETICA CHIMICA ACTA
(2023)
Article
Polymer Science
Bianca Lok, Gunnar Mueller, Johannes Ganster, Jens Erdmann, Andrea Buettner, Philipp Denk
Summary: The rising demand for plastics worldwide has led to the exploration of natural alternatives to non-renewable mineral oil-based resources. Lignin, an abundant natural polymer, shows promise as a replacement for petroleum-based resources. However, the strong odor of lignin presents a challenge for its use in high-quality applications. This study evaluated the odor properties and composition of commercially available lignins and polyethylene blends, identifying 71 odorants primarily derived from the complex structure of lignin. The research highlights the importance of purifying lignin raw materials and implementing odor reduction strategies during the blending process.
Article
Biochemistry & Molecular Biology
Shinobu Nakanishi, Mio Makita, Mitsuhiro Denda
Summary: Malodorous compounds can induce stress responses and physiological changes in the body, with certain endogenous malodorous compounds like (E)-2-nonenal affecting the viability and proliferation of human keratinocytes negatively. However, the negative effects of (E)-2-nonenal can be reduced by co-application of masking odorants, leading to restoration of cell proliferation and thickness in a three-dimensional epidermal equivalent model.
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS
(2021)
Article
Multidisciplinary Sciences
Hamid Fekri Azgomi, Luciano F. R. Branco, Md. Rafiul Amin, Saman Khazaei, Rose T. Faghih
Summary: Inspired by advances in wearable technologies, this study designs and performs human-subject experiments to investigate the effects of applying safe actuation (auditory, gustatory, and olfactory) on regulating cognitive arousal and enhancing performance states. Two experiments are conducted, where subjects are asked to perform n-back tasks while listening to music, drinking coffee, and smelling perfume as safe actuators. The results demonstrate the effectiveness of proposed safe actuation in regulating arousal state and enhancing performance levels. This dataset fills the gap of the lack of publicly available datasets for self-management of internal brain states using wearable devices and safe everyday actuators, enabling further machine learning investigations for future smart work environments. This research contributes to the development of practical automated personalized closed-loop architectures for managing internal brain states and improving quality of life.
SCIENTIFIC REPORTS
(2023)
Article
Biochemistry & Molecular Biology
Naoki Takaoka, Seigo Sanoh, Shigeru Ohta, Mariam Esmaeeli, Silke Leimkuehler, Mami Kurosaki, Mineko Terao, Enrico Garattini, Yaichiro Kotake
Summary: The study found that mouse AOX2 and AOX3 isoforms are responsible for the oxidation of aromatic and aliphatic aldehyde-odorants in the mouse OE, suggesting their involvement in odor perception.
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS
(2022)
Article
Biochemistry & Molecular Biology
Ismahene Ben Khemis, Fatma Aouaini, Siwar Ben Hadj Hassine, Abdelmottaleb Ben Lamine
Summary: The Asian honeybee Apis cerana cerana's olfactory system plays a crucial role in its survival activities, and the olfactory receptors are essential for odorant detection, recognition, and coding. Studying the olfactory system of Asian honeybees can provide valuable insights into insect olfactory perception. The Apis cerana cerana olfactory receptor AcerOr1 showed high sensitivity and discrimination power for undecanoic acid, 1-octyl alcohol, and 1-nonanol at concentrations of 10-7 mol/L. The adsorption energy values ranged from 17.91 to 24.00 kJ/mol, indicating the exothermic and physisorption nature of the studied floral odorants on AcerOr1.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Chemistry, Organic
Vladimir Dacho, Matej Babjak, Jan Petka, Peter Szolcsanyi
Summary: We have designed, prepared, and evaluated a set of racemic (un)saturated carba-homologues of Helvetolide and Serenolide, two prominent musks. The new derivatives, which incorporate a methylene bridge into the backbone chain, exhibit a pleasant and often intense sweet(ish) aroma of fruit with floral and herbal aspects. Computational modelling suggests that the previously postulated horseshoe shape conformation might not be sufficient for musk-scented compounds, and we propose an alternative hypothesis based on the structural differences between metallocomplexes and carba-homologues.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Plant Sciences
Gulin Renda, Icim Gokkaya, Didem Sohretoglu
Summary: The immune system plays a crucial role in protecting the body from infections and diseases, and maintaining a balanced immune system is essential for overall health. Triterpenes, a group of secondary metabolites found in medicinal plants, exhibit immunomodulatory properties that can enhance immunity and alleviate disease symptoms, highlighting their potential as natural immunoregulators.
PHYTOCHEMISTRY REVIEWS
(2022)
Article
Biochemistry & Molecular Biology
Julie Charpentier, Roger Emter, Heinz Koch, Dominique Lelievre, Xavier Pannecoucke, Samuel Couve-Bonnaire, Andreas Natsch, Agnes Bombrun
CHEMISTRY & BIODIVERSITY
(2018)
Article
Chemistry, Multidisciplinary
Philip Kraft
HELVETICA CHIMICA ACTA
(2019)
Article
Chemistry, Organic
Patrick Pfaff, Halima Mouhib, Philip Kraft
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Organic
Jie Liu, Vera Hurlimann, Roger Emter, Andreas Natsch, Carmen Esposito, Stephanie M. Linker, Yue Zou, Lijun Zhou, Quanrui Wang, Sereina Riniker, Philip Kraft
Article
Chemistry, Multidisciplinary
Julie Charpentier, Francis Voirol, Felix Flachsmann, Silvia Tanner, Natalie Aeberli, Gerhard Brunner, Andreas Goeke
HELVETICA CHIMICA ACTA
(2020)
Article
Biochemistry & Molecular Biology
Marc Liniger, Christian M. Neuhaus, Karl-Heinz Altmann
Article
Chemistry, Multidisciplinary
Sarah Battig, Timothy Egger, Olga Gey, Christian G. Bochet, Felix Flachsmann
Summary: In-depth headspace analysis of the slow degradation of beta-alkylthioalkanones in ambient air revealed a novel delta-cleavage pathway, leading to the release of potent natural aroma compounds known as beta-mercaptoketones. The discovery of an enzyme-independent molecular precursor for these high-impact molecules is of practical importance, as it enhances the versatility of aroma precursors through the formation of beta-diketones and aldehydes. A proposed mechanistic model suggests that the oxidative degradation occurs through a unique Pummerer-type rearrangement of initially formed persulfoxides.
HELVETICA CHIMICA ACTA
(2021)
Article
Chemistry, Multidisciplinary
Tony Georgiev, Nicolas Armanino
Summary: We report the preparation of nor-bisabolyl epoxide 13 and its use as a common biomimetic intermediate in the synthesis of nor-sesquiterpenoids. By employing different cascade reactions, nor-isozizaenol and nor-cedryl alcohol were obtained from the same intermediate, leading to the discovery of two potent woody odorants with significance in perfumery.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Vladimir Dacho, Artem Nikipelov, Michaela Tothova, Philip Kraft, Peter Szolcsanyi
Summary: A set of small-ring analogues of alicyclic musks were designed and evaluated, showing a wide range of pleasant and interesting scents including herbal, green, fruity, and chocolate ones. However, reducing the size of the cyclohexane ring eliminates the true musk scent.
HELVETICA CHIMICA ACTA
(2023)
Article
Chemistry, Multidisciplinary
Joel Hafliger, Cody Ross Pitts, Dustin Bornemann, Roland Kaser, Nico Santschi, Julie Charpentier, Elisabeth Otth, Nils Trapp, Rene Verel, Hans Peter Luthi, Antonio Togni
