Article
Chemistry, Multidisciplinary
Stephanie Meyer, Joel Haefliger, Michael Schaefer, John J. Molloy, Constantin G. Daniliuc, Ryan Gilmour
Summary: This study introduces a catalysis strategy to construct an enantioenriched fluorinated isostere of the Pr-i group by enabling the difluorination of alpha-CF3-styrenes. By in situ generation of a chiral ArIF2 species, a stereocentre with F, CH2F, and CF3 substituents is forged with high selectivity, leading to a highly preorganized scaffold as confirmed by X-ray crystallography. The study also discloses a catalyst editing process which places initial validation of enantioselectivity on a structural basis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jiaming Peng, Cangsong Liao, Carsten Bauer, Florian P. Seebeck
Summary: Strategically replacing protons with fluorine atoms or functional groups has proven to be an effective way to optimize the activity of therapeutic compounds, leading to intense development in the field of organofluorides. However, literature on fluorine biocatalysis is still limited, with the introduction of SAM-dependent methyltransferases as a new tool for producing fluorinated compounds being a key innovation in the field. This approach demonstrates the ability of halide methyltransferases to form unstable fluorinated SAM, accepted as a substrate by specific methyltransferases for enzyme-catalyzed fluoromethylation of small molecules.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Cassie R. Bakshani, Fiona Cuskin, Neil J. Lant, Hamish C. L. Yau, William G. T. Willats, J. Grant Burgess
Summary: This study used molecular probe-based technologies to investigate the composition and relative abundance of glycans in burnt-on/baked-on (BoBo) food soil and identify enzymes that can facilitate soil breakdown. The results suggest that inclusion of xylan depolymerising enzymes in automatic dishwashing detergents may improve the cleaning of recalcitrant, plant glycan-rich BoBo soils. This study provides new insights into the composition and removal chemistry of complex, multi-component food soils.
Article
Agriculture, Multidisciplinary
Jiayan Xie, Shuai Liu, Ruihong Dong, Jianhua Xie, Yi Chen, Guanyi Peng, Wang Liao, Puyou Xue, Lei Feng, Qiang Yu
Summary: This study demonstrated that SSF was effective in releasing higher amounts of BP from IDF compared to alkaline hydrolysis, leading to advancements in antioxidant and enzyme inhibitory activities. The destruction of hemicellulose and secretion of xylanase were crucial for the release of BP, providing insights into utilizing agricultural byproducts in a more natural and cost-effective way.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Kristian Barrett, Cameron J. Hunt, Lene Lange, Igor Grigoriev, Anne S. Meyer
Summary: Carbohydrate-processing enzymes, CAZymes, are classified into families based on sequence and three-dimensional fold. The peptide-based clustering method CUPP provides further delineation of these enzymes by defining small protein groups with shared sequence motifs. The updated CUPP-webserver includes all published fungal and algal genomes from the Joint Genome Institute, allowing users to browse for specific predicted functions or protein families.
NUCLEIC ACIDS RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Wanrong Dong, Xiuling Ji, Yuhong Huang, Yaju Xue, Boxia Guo, Dongbo Cai, Shouwen Chen, Suojiang Zhang
Summary: This study presents a complete synthetic pathway for the direct conversion of CO2 to ethanol. The pathway consists of three functional modules and operates in a carbon-conserved and ATP-independent system. The efficiency of the pathway was enhanced by screening efficient enzymes and using a two-step reaction. The feasibility of converting CO2 to ethanol was demonstrated through experiments.
Review
Chemistry, Multidisciplinary
Rachel Hevey
Summary: Glycans play crucial roles in infection and disease, and the development of fluorinated glycomimetics offers advantages in improving drug effectiveness. Fluorinated drugs stabilize electrostatic interactions, enhance drug metabolism, and show potential for further research and application in glycomimetic drugs.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Gregor Tegl, Peter Rahfeld, Katharina Ostmann, John Hanson, Stephen G. Withers
Summary: Functional screening of a metagenomic library derived from a human gut microbiome led to the identification of four active HexNAcase candidates belonging to CAZy family GH20, with the generation of two new thioglycoligases through detailed kinetic analysis. This work demonstrates the rapid development of useful glycoside-forming mutants of HexNAcases, diversifying the pool of biocatalysts for carbohydrate synthesis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Physical
Tomasz Skora, Mihail N. Popescu, Svyatoslav Kondrat
Summary: Studies show that crowding can increase the diffusion of enzymes when only enzymes are present, but decrease it when inert particles are present. Additionally, the diffusion enhancement of tracers is influenced by increasing enzyme concentration.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2021)
Article
Mathematical & Computational Biology
Chun Fu, Yaojun Yang
Summary: iCAZyGFADB is a database website that integrates nine gene function annotation tools, providing fast performance, free access to all annotation functions, and the ability to annotate eight gene functions simultaneously. It is of great importance in gene function annotation research.
DATABASE-THE JOURNAL OF BIOLOGICAL DATABASES AND CURATION
(2023)
Article
Plant Sciences
Arindam Adhikary, Rashmi Saini, Rashpal Kumar, Inderjit Singh, Wusirika Ramakrishna, Sanjeev Kumar
Summary: This study assessed the effect of arsenic on chickpea and the role of Pseudomonas citronellolis (PC) in mitigating arsenic toxicity. Arsenic interference with plant metabolism was observed, but PC treatment maintained metabolic activity. Metabolite profiling and gene expression analysis revealed differences in metabolic changes between arsenic and PC treatment. The study found that PC can mitigate arsenic toxicity by restricting its accumulation in the root system.
PLANT PHYSIOLOGY AND BIOCHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Jinzhu Zhang, Minghai Tang, Yujie Chen, Dan Ke, Jie Zhou, Xinyu Xu, Wenxian Yang, Jianxiong He, Haohao Dong, Yuquan Wei, James H. Naismith, Yi Lin, Xiaofeng Zhu, Wei Cheng
Summary: This study characterizes a rice enzyme OsUGT91C1 that efficiently catalyzes beta (1-2) glucosylation, and engineers it to enhance the production of naturally rare but palatable steviol glycosides Reb D and Reb M. Through structural insights, the enzyme's flexibility in binding steviol glycoside substrates allows for targeted modifications, making it a promising catalyst for industrial-scale production.
NATURE COMMUNICATIONS
(2021)
Article
Agronomy
Olugbenga Balogun, Dammah Otieno, Cindi R. Brownmiller, Sun-Ok Lee, Hye Won Kang
Summary: This study found that watermelon and its byproduct, potentially due to citrulline, have the potential to inhibit intestinal carbohydrate-hydrolyzing enzymes, which is beneficial for reducing postprandial hyperglycemia.
Article
Agronomy
Yunfei Teng, Bin Shang, Xiuping Tao
Summary: This study explores the effect of digested pig slurry on the yield and quality of tomato soilless cultivation and its influence on plant carbohydrate metabolism. The results show that the digested pig slurry treatment improves the yield and quality of tomatoes by enhancing photosynthetic efficiency and source strength, and regulating the activity of carbohydrate metabolism enzymes.
Article
Chemistry, Organic
Aggie Lawer, Luke Hunter
Summary: The research found that stereoselective fluorination can influence the helical character of gamma-hexapeptides, stabilizing or disrupting their 9-helical conformation based on C-F stereochemistry and determining the handedness of the helix. These findings provide fundamental knowledge to expedite the future development of backbone-extended peptides for medicinal applications.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Plant Sciences
Tereza Prerovska, Svatopluk Henke, Roman Bleha, Vojtech Spiwok, Simona Gillarova, Jean-Claude Yvin, Vincent Ferrieres, Eric Nguema-Ona, Petra Lipovova
Summary: This study confirmed the presence of AGP-like glycoproteins in Ulva species for the first time and provided a simple extraction protocol, partial characterization, and comparison with Solanum lycopersicum AGPs. The unique glycosylation structure of Ulva lactuca AGP-like glycoproteins suggests a specialized adaptation to the marine environment, potentially shedding light on the evolution of plant cell walls.
JOURNAL OF PHYCOLOGY
(2021)
Article
Chemistry, Medicinal
El-Mahdi Ourhzif, Arnaud Paris, Isabelle Abrunhosa-Thomas, El Mostafa Ketatni, Pierre Chalard, Mostafa Khouili, Richard Daniellou, Yves Troin, Mohamed Akssira
Summary: A concise and versatile synthetic strategy was developed for the total synthesis of arylnaphthalene lignans and aza-analogs, demonstrating flexibility and potentiality. A series of novel compounds were synthesized and evaluated for their cytotoxic activities on cancer cell growth, with five compounds showing excellent activity against five tumor cell lines, with IC50 values ranging from 1 to 10 μM.
ARCHIV DER PHARMAZIE
(2021)
Article
Biochemistry & Molecular Biology
Damien Bretagne, Arnaud Paris, Rene de Vaumas, Pierre Lafite, Richard Daniellou
Summary: β-D-Xylosidase DtXyl from Dictyoglomus thermophilum is a potential thermostable biocatalyst for producing biologically active ginsenosides intermediates. The crystal structure of DtXyl reveals hydrophobic residues in the active site that play a crucial role in binding and hydrolyzing Notoginsenoside R1, showing distinct properties from other residues in the GH39 xylosidase family.
Article
Chemistry, Organic
Benedicte Favreau, Oznur Yeni, Simon Ollivier, Joel Boustie, Francoise Le Devehat, Jean-Paul Guegan, Mathieu Fanuel, Helene Rogniaux, Richard Bredy, Isabelle Compagnon, David Ropartz, Laurent Legentil, Vincent Ferrieres
Summary: This study explored the impact of hexoside ring size on the properties of glycoconjugates, aiming to identify specific signatures of different glycosyl entity connections using ion mobility and infrared multiple photon dissociation analysis techniques. The research found that different glycosyl entity connections resulted in specific features in mass spectrometry.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Energy & Fuels
Bouchra Dahmoune, Fouzia Houma-Bachari, Mohamed Chibane, Cherifa Akrour-Aissou, Jean-Paul Guegan, Thomas Vives, Philippe Jehan, Farid Dahmoune, Lotfi Mouni, Vincent Ferrieres, Didier Hauchard
Summary: Microwave assisted extraction was applied to extract total saponins from starfish, with optimized conditions resulting in significantly higher extraction yield and activity compared to ultrasound assisted extraction and conventional solvent extraction. The microwave extraction method showed a 7.8 times higher saponins yield than CSE and 3.3 times more than UAE.
CHEMICAL ENGINEERING AND PROCESSING-PROCESS INTENSIFICATION
(2021)
Article
Chemistry, Organic
Cedric Peyrot, Blanka Didak, Laure Guillotin, Ludovic Landemarre, Pierre Lafite, Loic Lemiegre, Richard Daniellou
Summary: Arbutin, a natural glycoside, is known as a commercial tyrosinase inhibitor for preventing skin pigmentary disorders. Thioglycosidic analogs of arbutin have shown potential as tyrosinase inhibitors and inhibitors of melanin transfer.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jordan S. Ho, Amira Gharbi, Baptiste Schindler, Oznur Yeni, Richard Bredy, Laurent Legentil, Vincent Ferrieres, Laura L. Kiessling, Isabelle Compagnon
Summary: Sequencing glycans is challenging due to their structural diversity. In this study, researchers used infrared multiple photon dissociation spectroscopy with mass spectrometry to differentiate between pyranose- and furanose-linked galactose residues, offering a solution to distinguish between these isomers. By analyzing hexose ammonium adducts, the researchers determined diagnostic MS-IR signatures of galactose anomers in different forms, demonstrating the utility of MS-IR for analyzing unique substructures in bacterial glycans.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Review
Biochemistry & Molecular Biology
Tiphaine Wong, Lorette Brault, Eric Gasparotto, Romuald Vallee, Pierre-Yves Morvan, Vincent Ferrieres, Caroline Nugier-Chauvin
Summary: Marine polysaccharides, part of vast seaweed resources, are utilized in pharmaceuticals, cosmetics, and food industries with potential as additives or bioactive compounds. Structural modifications, particularly hydrophobization reactions, have been studied to enhance their properties, emphasizing the need for more sustainable processes.
Article
Plant Sciences
Tereza Prerovska, Barbora Jindrichova, Svatopluk Henke, Jean-Claude Yvin, Vincent Ferrieres, Lenka Burketova, Petra Lipovova, Eric Nguema-Ona
Summary: This study reveals the potential of AGP-like proteins isolated from Ulva lactuca in activating plant immune defense. Preventive application of Ulva extract enhances plant resistance against Leptosphaeria maculans in oilseed rape.
FRONTIERS IN PLANT SCIENCE
(2022)
Article
Biochemistry & Molecular Biology
Otmane Bourzikat, Abdelmoula El Abbouchi, Hamza Ghammaz, Nabil El Brahmi, Elmostfa El Fahime, Arnaud Paris, Richard Daniellou, Franck Suzenet, Gerald Guillaumet, Said El Kazzouli
Summary: In this study, new 2-phenyl-5,6,7,8-tetrahydroimidazo [1,2-b]pyridazines bearing sulfonamides were synthesized and evaluated for their anticancer activities. Compounds 4e and 4f showed excellent activities comparable to the reference drugs 5-fluorouracil and etoposide against MCF-7 and SK-MEL-28 cancer cell lines.
Review
Biochemistry & Molecular Biology
Karim Jarmoni, Khalid Misbahi, Vincent Ferrieres
Summary: This review firstly discusses the synthetic methods of imidazo[4,5-b]pyridine derivatives and then provides examples of their potential, with a focus on protein inhibition abilities, opening up possibilities for their application as anti-cancer or antimicrobial agents.
CURRENT MEDICINAL CHEMISTRY
(2023)
Article
Biochemical Research Methods
Simon Ollivier, Laurent Legentil, Oznur Yeni, Louis-Philippe David, Vincent Ferrieres, Isabelle Compagnon, Helene Rogniaux, David Ropartz
Summary: Carbohydrates are highly diverse and structurally heterogeneous biomolecules, making them a challenge for analytical chemists. The presence of isomerisms and tautomerism complicates their structural characterization by mass spectrometry. This study investigates the gas-phase behavior of Galf-containing oligosaccharides using high-resolution and multistage ion mobility. The findings reveal the contributions of additional gas-phase conformers in the IMS profile, shedding light on previously unknown features of these biomolecules.
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
(2023)
Article
Chemistry, Multidisciplinary
Oznur Yeni, Simon Ollivier, Baptiste Moge, David Ropartz, Helene Rogniaux, Laurent Legentil, Vincent Ferrieres, Isabelle Compagnon
Summary: The analysis of glycans is difficult due to their isomeric complexity. This study utilized tandem mass spectrometry and infrared ion spectroscopy (MS/MS-IR) to investigate compounds containing galactofuranose and galactopyranose. The study found that the ring size of galactose can be preserved under collision-induced dissociation (CID) conditions. These findings have two potential applications: the analysis of labeled oligosaccharide patterns by MS/MS-IR to obtain full sequence information, including the ring size of galactose unit, and the rapid identification of the presence of a galactofuranose unit in unlabeled oligosaccharides using MS/MS-IR.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Oznur Yeni, Abdul-Rahman Allouche, Laurent Legentil, Vincent Ferrieres, Isabelle Compagnon
Summary: A computational study was conducted to understand the conformational preferences of galactofuranose through molecular dynamics, density functional theory, and spectroscopy. The study revealed that methyl α-d-galactofuranose adopts E-2/E-1 conformations, while methyl β-d-galactofuranose adopts T-1(2)/E-1 conformations.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Biochemistry & Molecular Biology
Yari Cabezas-Perusse, Franck Daligault, Vincent Ferrieres, Olivier Tasseau, Sylvain Tranchimand
Summary: The study successfully increased the transglycosylation yield of beta-d-galactofuranosyl by mutating and screening the catalyst, followed by molecular modeling. The mutations led to significant differences in regioisomer kinetic profiles compared to the wild-type enzyme.
Article
Chemistry, Medicinal
Shibin Zhao, Julian Maceren, Mia Chung, Samantha Stone, Raphael Geiben, Melissa L. Boby, Bradley S. Sherborne, Derek S. Tan
Summary: Antibiotic resistance is a major threat to public health, with Gram-negative bacteria presenting unique challenges due to their low permeability and efflux pumps. Limited understanding of the chemical rules for overcoming these barriers hinders antibacterial drug discovery. Efforts to address this issue, such as screening compound libraries and using cheminformatic analysis, have led to the design of sulfamidoadenosines with diverse substituents, showing potential utility in accumulation in Escherichia coli.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Jichun Li, Qing Li, Shuai Xia, Jiahuang Tu, Longbo Zheng, Qian Wang, Shibo Jiang, Chao Wang
Summary: This study successfully developed a short peptide mimetic as a MERS-CoV fusion inhibitor by reproducing the key recognition features of the HR2 helix. The resulting 23-mer lipopeptide showed comparable inhibitory effect to the 36-mer HR2 peptide HR2P-M2. This has important implications for developing short peptide-based antiviral agents to treat MERS-CoV infection.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Krista Jaunsleine, Linda Supe, Jana Spura, Sten van Beek, Anna Sandstrom, Jessica Olsen, Carina Halleskog, Tore Bengtsson, Ilga Mutule, Benjamin Pelcman
Summary: Beta(2)-adrenergic receptor agonists can stimulate glucose uptake by skeletal muscle cells and are therefore potential treatments for type 2 diabetes. The chirality of compounds has a significant impact on the activity of these agonists. This study found that certain synthesized compounds showed higher glucose uptake activity. These findings provide important information for the design of novel beta(2)AR agonists for T2D treatment.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Xin Xu, Jia Chen, Guan Wang, Xiaojuan Zhang, Qiang Li, Xiaobo Zhou, Fengying Guo, Min Li
Summary: The study focuses on EZH2, a promising therapeutic target for various types of cancers. Researchers designed and synthesized a series of novel derivatives aiming to enhance the EZH2 inhibition activity. Among them, compound 28 displayed potent EZH2 inhibition activity and showed high anti-proliferative effects in lymphoma cell lines and xenograft mouse models. The study suggests that compound 28 has potential as a therapeutic candidate for EZH2-associated cancers.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Wei Zhang, Wei Liu, Ya-Dong Zhao, Li-Zi Xing, Ji Xu, Rui-Jun Li, Yun-Xiao Zhang
Summary: This study developed a series of aromatic amide derivatives based on Rhein and investigated their inhibitory activity against alpha-Syn aggregation. Two of these compounds showed promising potential in treating Parkinson's disease by stabilizing alpha-Syn's conformation and disassembling alpha-Syn oligomers and fibrils.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Mani Sharma, S. S. S. S. Sudha Ambadipudi, Neeraj Kumar Chouhan, V. Lakshma Nayak, Srihari Pabbaraja, Sai Balaji Andugulapati, Ramakrishna Sistla
Summary: Therapeutically active lipids in drug delivery systems can enhance the safety and efficacy of treatment. The liposome formulation created using synthesized biologically active lipids showed additive anti-cancer effects and reduced tumorigenic potential.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
