Review
Chemistry, Applied
Hong Yan, Fen-Er Chen
Summary: This review highlights the recent progress in solid-phase total synthesis of naturally occurring small peptides from 2014 to July 2021, which not only aids in the identification of peptide structures and synthesis of analogues, but also simplifies the isolation of intermediates.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Jan Pawlas, Jon H. Rasmussen
Summary: This study demonstrates the feasibility of using Fmoc/t-Bu solid-phase peptide synthesis under aqueous conditions, utilizing a resin and solvent combination to improve resin swelling and solubility of starting materials. By developing a waste recycling method, the reuse of waste was achieved, reducing the amount of starting materials used and replacing hazardous solvents with an aqueous medium.
Article
Chemistry, Multidisciplinary
Skander A. Abboud, Thomas Kodadek
Summary: This study presents an efficient method for generating on-resin dimers through self-condensation of 3,3-dimethoxypropionic acid-modified molecules, resulting in 2-pyridones. The approach demonstrated remarkable versatility by producing homodimers of peptides, peptoids, and non-peptidic ligands. Its ease of application, broad utility, and mild reaction conditions hold significance for peptide and peptoid research and offer potential for the on-resin development of a wide range of bivalent ligands.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Polymer Science
Damilola C. Akintayo, Beatriz G. de la Torre, Yongfu Li, Fernando Albericio
Summary: Amino-Li-resin is a novel polyacrylamide resin in fiber form, suitable for solid-phase peptide chemistry. It swells well in polar solvents, compatible with some non-polar solvents, and has high functional amino group loading for maximum peptide productivity. It exhibits excellent stability in both basic and acidic reagents, making it broadly applicable for biomolecule synthesis.
Article
Chemistry, Applied
Sinenhlanhla N. Mthembu, Amit Chakraborty, Ralph Schoenleber, Fernando Albericio, Beatriz G. de la Torre
Summary: Cysteine is an important amino acid in therapeutic peptides, and solid-phase peptide synthesis is commonly used for peptide preparation. However, the synthesis of C-terminal Cys peptide acids leads to a side reaction that produces three side products. In this study, we conducted a thorough investigation using a specific resin to minimize this side reaction and identified the optimal conditions.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Review
Chemistry, Medicinal
Aizhan Abdildinova, Mark J. Kurth, Young-Dae Gong
Summary: Peptidomimetics are a unique class of drug molecules, and solid-phase synthesis is an important tool for synthesizing these molecules, where small molecules including heterocycles play a key role as drug cores.
Article
Chemistry, Multidisciplinary
Luisa Maria Gatzemeier, Franc Meyer, Ulf Diederichsen, Tiago Fleming Outeiro
Summary: Alpha-Synuclein is a protein involved in neurodegenerative disorders that accumulate in brain protein inclusions. We have developed a chemical synthesis method for Alpha-Synuclein, allowing the synthesis of protein variants for further investigation of its structure and aggregation behavior.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Peter H. G. Egelund, Sandip Jadhav, Vincent Martin, Henrik Johansson Castro, Franziska Richner, Sebastian Thordal Le Quement, Frank Dettner, Carolin Lechner, Ralph Schoenleber, Daniel Sejer Pedersen
Summary: This study explores the use of pyrrolidine as a base to expand the available solvent polarity space for green solid-phase peptide synthesis, investigating the effects of different solvent mixtures on Fmoc removal and coupling reactions, and comparing the synthesis results of different peptide targets.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2021)
Article
Chemistry, Applied
Monika Kijewska, Michalina Zawadzka, Miko Laj, Piotr Stefanowicz
Summary: This study presents a fast, simple, and efficient method for the synthesis of lactosylated peptides using microwave-assisted synthesis and boronate affinity chromatography. The researchers successfully synthesized modified peptides from β-lactoglobulin and applied the functionalized resin for enrichment of lactosylated peptides in human serum albumin samples.
Review
Chemistry, Organic
Aizhan Abdildinova, Mark J. Kurth, Young-Dae Gong
Summary: Peptidomimetics are compounds with promising pharmacological properties that overcome limitations of peptides through backbone modifications. Accessible synthetic methodologies play a key role in peptidomimetic progress, with solid-phase organic synthesis serving as a powerful tool for their preparation. Numerous strategies for peptide backbone modifications via solid-phase synthesis have been developed in the last two decades.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yuta Takeuchi, Kengo Akagawa, Kazuaki Kudo
Summary: Solid-phase biomimetic polyketide synthesis has been developed, which involves specific steps for carbon chain elongation and transformation to synthesize natural products, with monitoring and confirmation through colorimetric tests and NMR.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Yi Zhou, Yonglu Chen, Chunmao He
Summary: A one-pot synthetic route has been developed for peptide Mn(i)-carbonyl bioconjugates, allowing the installation of various chelating agents and obtaining TAT-MnCO complexes after one purification step. The resulting bioconjugates exhibit different and tunable CO releasing kinetics upon visible light activation.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Muhamad Imam Muhajir, Ari Hardianto, Jamaludin Al-Anshori, Dadan Sumiarsa, Tri Mayanti, Nurlelasari, Desi Harneti, Ace Tatang Hidayat, Unang Supratman, Rani Maharani
Summary: Nocardiotide A was successfully synthesized using a combination of solid- and solution-phase synthesis, with detailed experimental procedures described for the synthesis and cyclization process. The absence of epimerization during cyclization was confirmed through comparison of NMR data between the synthetic and natural product, as well as the synthesis of a D-analogue of Nocardiotide A.
Article
Chemistry, Organic
Hasna Noer Agus Yayat, Rani Maharani, Ace Tatang Hidayat, Ika Wiani, Achmad Zainuddin, Tri Mayanti, Nurlelasari, Desi Harneti, Unang Supratman
Summary: Cyclopurpuracin, a cyclooctapeptide, was synthesized in reverse, and its characterization revealed the presence of dual conformers. This study contributes to a better understanding of the structure and properties of Cyclopurpuracin.
JOURNAL OF HETEROCYCLIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Katarzyna Wegner, Danielle Barnes, Kim Manzor, Agnieszka Jardine, Declan Moran
Summary: The study aimed to find a greener solvent alternative to replace DMF in SPPS manufacturing processes at Ipsen. Greener solvents with efficient resin swelling and solubility were selected as candidates for SPPS trials in the small-scale synthesis of commercial and developmental peptides.
GREEN CHEMISTRY LETTERS AND REVIEWS
(2021)
Article
Biochemical Research Methods
Hikmat Ghosson, Yann Guitton, Amani Ben Jrad, Chandrashekhar Patil, Delphine Raviglione, Marie-Virginie Salvia, Cedric Bertrand
Summary: It is crucial to consider ion suppression as a critical issue in metabolomics biomarker determination when comparing samples with heterogeneous metabolic profiles. Raw chromatograms and mass spectra crosschecks are necessary to identify and filter out potential false positives, and a dilution-based approach can help confirm reliable biomarker candidates before further analysis.
RAPID COMMUNICATIONS IN MASS SPECTROMETRY
(2021)
Article
Biochemistry & Molecular Biology
Mohamad Jamal Wawi, Amandine Bijoux, Nicolas Inguimbert, Christoph Mahler, Stephan Wagner, Todd B. Marder, Anne-Cecile Ribou
Summary: Real-time quantification of reactive nitrogen and oxygen species (ROS) in cells is crucial for cellular functions, as excessive formation can lead to cell dysfunction and death. Researchers have synthesized fluorescent probes that can target mitochondria to detect and quantify the variation of ROS in real time.
Article
Chemistry, Multidisciplinary
Hussein Kanso, Amani Ben Jrad, Nicolas Inguimbert, Wassim Rammal, Christian Philouze, Fabrice Thomas, Thierry Noguer, Carole Calas-Blanchard
Summary: In this study, the bis-triazole ligand and its copper complexes were synthesized and characterized for the first time, and proposed as new labels for the development of electrochemical aptasensors. The coordination capacity of the ligand was improved in the presence of triethylamine, and the resulting sensor showed decreased response in the presence of estradiol, demonstrating their potential application for aptasensor development.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Medicinal
Laurine Darcel, Louis Bornancin, Delphine Raviglione, Isabelle Bonnard, Suzanne C. Mills, Julio Saez-Vasquez, Bernard Banaigs, Nicolas Inguimbert
Summary: In the marine environment, sessile cyanobacteria have developed chemical strategies to protect themselves from grazers, while herbivores have evolved to bypass these defenses and sometimes even benefit from them. The sea hare Stylocheilus striatus feeds on a toxic cyanobacterium as a food source and uses it as a camouflage against predators, demonstrating a unique symbiotic relationship. Through research, an enzyme in the mollusk's digestive gland has been found capable of transforming toxic cyanobacterial compounds, shedding light on potential antibiotic resistance mechanisms in marine organisms.
JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Hendrikje Jorissen, Pierre E. Galand, Isabelle Bonnard, Sonora Meiling, Delphine Raviglione, Anne-Leila Meistertzheim, Laetitia Hedouin, Bernard Banaigs, Claude E. Payri, Maggy M. Nugues
Summary: This study investigated the settlement preferences of different CCA species for Acropora cytherea and found that a CCA species with a unique microbiome and metabolome significantly promoted the settlement of Acropora cytherea on its surface, with settlement preferences related to the source habitat of the CCA.
SCIENTIFIC REPORTS
(2021)
Article
Environmental Sciences
Melina Ramos, Hikmat Ghosson, Delphine Raviglione, Cedric Bertrand, Marie-Virginie Salvia
Summary: The study utilized the Environmental Metabolic Footprinting (EMF) approach to investigate the dissipation of biocontrol product residues on peach fruits. The new version of EMF method was effective in tracking the xenometabolome of treated fruits, aiding in determining the dissipation interval of residues.
SCIENCE OF THE TOTAL ENVIRONMENT
(2022)
Article
Biochemistry & Molecular Biology
Cecile Dubois, Mounia Lahfa, Joana Pissarra, Karine de Guillen, Philippe Barthe, Thomas Kroj, Christian Roumestand, Andre Padilla
Summary: Despite advances in experimental and computational methods, the mechanisms of protein folding remain elusive. This study used high hydrostatic pressure 2D NMR spectroscopy and Cyana3 calculations to characterize the folding landscape of two unrelated proteins. It found that despite different sequences, both proteins follow a similar folding pathway involving a common intermediate.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biophysics
Mounia Lahfa, Andre Padilla, Karine de Guillen, Joana Pissarra, Mouna Raji, Stella Cesari, Thomas Kroj, Pierre Gladieux, Christian Roumestand, Philippe Barthe
Summary: This study reports the NMR resonance assignment and secondary structure analysis of three putative MAX effectors (MAX47, MAX60, and MAX67), revealing a high content of beta-strands consistent with the canonical ss-sandwich structure of MAX effectors. These findings lay the foundation for further structural characterization and sequence predictions of other MAX effectors.
BIOMOLECULAR NMR ASSIGNMENTS
(2022)
Article
Biochemistry & Molecular Biology
Antonino Calio, Cecile Dubois, Stephane Fontanay, Michael Marek Koza, Francois Hoh, Christian Roumestand, Philippe Oger, Judith Peters
Summary: Deep-sea life forms have evolved mechanisms to adapt to high-pressure conditions through changes in protein structure and dynamics.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Medicinal
Christelle Parchemin, Delphine Raviglione, Anouar Mejait, Pierre Sasal, Elisabeth Faliex, Camille Clerissi, Nathalie Tapissier-Bontemps
Summary: The red alga Asparagopsis armata has a haplodiplophasic life cycle with morphologically distinct stages. It is known for producing halogenated compounds, which play various roles such as controlling bacterial communities. This study analyzed the metabolome, antibacterial activity, and bacterial communities associated with different stages of A. armata. The results showed fluctuations in the abundance of halogenated molecules and differences in antibacterial activity between stages, with the tetrasporophyte stage showing the highest antibacterial activity. Highly halogenated compounds were identified as potential molecules responsible for the antibacterial activity variation. The tetrasporophyte stage also had a higher bacterial diversity and composition compared to the other stages.
Article
Biotechnology & Applied Microbiology
Christelle Parchemin, Delphine Raviglione, Hikmat Ghosson, Marie-Virginie Salvia, Corentine Goossens, Pierre Sasal, Elisabeth Faliex, Nathalie Tapissier-Bontemps
Summary: Metabolomics were performed to investigate the metabolic variations of two red algae species and their relationship with environmental factors. By using LC-HRMS, HS-SPME-GC-MS, and 1H NMR, potential chemotaxonomic markers were identified, and the temporal effects on metabolite intensity were observed. This study provides crucial insights into the metabolome of Asparagopsis species and its correlation with environmental factors.
ALGAL RESEARCH-BIOMASS BIOFUELS AND BIOPRODUCTS
(2023)
Article
Microbiology
Camille Clerissi, Slimane Chaib, Delphine Raviglione, Benoit Espiau, Cedric Bertrand, Jean-Yves Meyer
Summary: A study on the invasive tree species Miconia calvescens in French Polynesia found that it poses a threat to endemic plants. The study investigated the rhizosphere and discovered a specific association between M. calvescens and the microeukaryote family Cryptomycota. It was also found that the tree species produced specific chemicals called terpenoids, which may contribute to its successful invasion.
Article
Multidisciplinary Sciences
Daniel Oyanedel, Arnaud Lagorce, Maxime Bruto, Philippe Haffner, Amandine Morot, Yannick Labreuche, Yann Dorant, Sebastien de La Forest Divonne, Francois Delavat, Nicolas Inguimbert, Caroline Montagnani, Benjamin Morga, Eve Toulza, Cristian Chaparro, Jean-Michel Escoubas, Yannick Gueguen, Jeremie Vidal-Dupiol, Julien de Lorgeril, Bruno Petton, Lionel Degremont, Delphine Tourbiez, Lea-Lou Pimpare, Marc Leroy, Oceane Romatif, Juliette Pouzadoux, Guillaume Mitta, Frederique Le Roux, Guillaume M. Charriere, Marie-Agnes Travers, Delphine Destoumieux-Garzon
Summary: In Pacific Oyster Mortality Syndrome (POMS), Vibrio harveyi and ostreid herpesvirus 1 (OsHV-1) are the predominant bacteria causing the disease. V. harveyi synergizes with OsHV-1 by promoting mutual growth and inhibiting oyster's cellular defenses. Furthermore, V. harveyi produces metabolites that benefit the growth of coexisting V. rotiferianus.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2023)
Article
Chemistry, Medicinal
Benoit Gautier, Melanie Fore Jacquard, Sophie Guelfi, Scarlette Abbou, Elisa Gonzalez, Jade Berthelot, Hassan Boukhaddaoui, Aurelien Lebrun, Baptiste Legrand, Nicolas Tricaud, Nicolas Inguimbert
Summary: This study investigates the binding mechanism of VDAC, the most abundant protein on the outer mitochondrial membrane, to HK and enhances its ability to prevent peripheral nerve demyelination by modifying peptides. The findings provide new insights into the interaction between VDAC and HK, potentially leading to the development of therapeutic compounds for demyelinating peripheral neuropathies.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Mohamad Jamal Wawi, Christoph Mahler, Nicolas Inguimbert, Todd B. Marder, Anne-Cecile Ribou
Summary: To improve and diversify the quantification of reactive oxygen species (ROS) in mitochondria of single cells, researchers developed new probes by connecting pyrene derivatives to a triphenylphosphonium salt as a mitochondrial vector. The fluorescence lifetime of pyrene was used to monitor the variation of cellular free radicals and oxygen in real-time. The new probes showed comparable results to previously published probes and had high cellular uptake at a low loading concentration.
FREE RADICAL RESEARCH
(2022)
