ChemBioChem最新文献_第2页

Inhibition of surfactin biosynthesis in Bacillus subtilis using cell-permeable adenylation domain inhibitors.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-07 DOI: 10.1002/cbic.202500136

Fumihiro Ishikawa, Sho Konno, Hideaki Kakeya, Genzoh Tanabe

{"title":"Inhibition of surfactin biosynthesis in Bacillus subtilis using cell-permeable adenylation domain inhibitors.","authors":"Fumihiro Ishikawa, Sho Konno, Hideaki Kakeya, Genzoh Tanabe","doi":"10.1002/cbic.202500136","DOIUrl":"https://doi.org/10.1002/cbic.202500136","url":null,"abstract":"Several natural bacterial virulence factors are biosynthesized by nonribosomal peptide synthetases (NRPSs). Therefore, NRPSs producing such natural products have emerged as attractive antibiotic targets. We have previously reported N-(aminoacyl)sulfamoyladenosine (aminoacyl-AMS) derivatives with chemical modifications at 2'-OH group of the adenosine skeleton that inhibit NRPS amino acid adenylation (A) domains in recombinant enzyme systems, cellular lysates, and bacterial cells. The introduction of a couple of functionalities at the 2'-OH group preserve the binding affinity toward NRPS amino acid A-domains and improve cell permeability of the AMS scaffold. However, the effects of these compounds on secondary metabolism have not yet been explored. In this study, we validated an affinity-based protein profiling (AfBPP) probe, Leu-AMS-BPyne, for in-cell applications, including imaging of NRPS activities in bacteria. Next, we synthesized L-Leu-AMS derivatives incorporating methyl, benzyl, and cyanomethyl functionalities at the 2'-OH group and investigated inhibitory activity toward intracellular surfactin-NRPSs in the surfactin-producer Bacillus subtilisATCC 21332 using the AfBPP probe. Finally, we demonstrated the attenuation of surfactin production using a Leu-AMS-BPyne probe and L-Leu-AMS derivatives in B. subtilis. These results indicate that chemical modifications at the 2'-OH group provide a way to develop cell-permeable and functional NRPS A-domain inhibitors.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202500136"},"PeriodicalIF":2.6,"publicationDate":"2025-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143794181","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

PSL Chemical Biology Symposia: The Increasing Impact of Chemistry in Life Sciences.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-07 DOI: 10.1002/cbic.202500231

Romain Sastourné-Haletou, Sacha Marynberg, Arthur Pereira, Fubao Su, Mengnuo Chen, Gaspard Valet, Fabien Sindikubwabo, Tatiana Cañeque, Sebastian Müller, Ludovic Colombeau, Stéphanie Solier, Christine Gaillet, Dominique Guianvarc'h, Christophe Biot, Philippe Karoyan, Zoher Gueroui, Paola Arimondo, Maxime Klausen, Boris Vauzeilles, Janine Cossy, Marc Fontecave, Gilles Gasser, Clotilde Policar, Arnaud Gautier, Ludger Johannes, Raphaël Rodriguez

{"title":"PSL Chemical Biology Symposia: The Increasing Impact of Chemistry in Life Sciences.","authors":"Romain Sastourné-Haletou, Sacha Marynberg, Arthur Pereira, Fubao Su, Mengnuo Chen, Gaspard Valet, Fabien Sindikubwabo, Tatiana Cañeque, Sebastian Müller, Ludovic Colombeau, Stéphanie Solier, Christine Gaillet, Dominique Guianvarc'h, Christophe Biot, Philippe Karoyan, Zoher Gueroui, Paola Arimondo, Maxime Klausen, Boris Vauzeilles, Janine Cossy, Marc Fontecave, Gilles Gasser, Clotilde Policar, Arnaud Gautier, Ludger Johannes, Raphaël Rodriguez","doi":"10.1002/cbic.202500231","DOIUrl":"https://doi.org/10.1002/cbic.202500231","url":null,"abstract":"This symposium is the 6th Paris Sciences & Lettres (PSL) Chemical Biology meeting (2015, 2016, 2019, 2023, 2024, 2025) being held at Institut Curie. This initiative originally started in 2013 at Institut de Chimie des Substances Naturelles (ICSN) in Gif-sur-Yvette and was mostly focused on organic synthesis. It was then exported at Institut Curie to cover a larger scope, before becoming the official French Chemical Biology meeting. This year, around 200 participants had the opportunity to meet world leaders in chemistry and biology who described their latest innovations and future trends covering topics as diverse as prebiotic chemistry, activity-based protein profiling, high-resolution cell imaging, nanotechnologies, bio-orthogonal chemistry, metal ion signaling, ferroptosis, and biocatalysis.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500231"},"PeriodicalIF":2.6,"publicationDate":"2025-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143802045","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Stereoselective Total Synthesis of α-Galacto-Oligosaccharides Using Boron-Mediated Aglycon Delivery and Evaluation of Their Immune-Enhancing Activities.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-07 DOI: 10.1002/cbic.202401059

Jikun Meng, Moeri Sagawa, Kazunobu Toshima, Daisuke Takahashi

引用次数: 0

Bromine-substituted tricyanofuran-based fluorogenic probes for the sensitive detection of glycosidases under acidic pH.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-07 DOI: 10.1002/cbic.202400736

Xue-Ru Zhao, Fang-Yu Si, Jing-Bo Wang, Ning Wang, Xi-Le Hu, Yi Zang, Jia Li, Chengyun Wang, Xiao-Peng He

引用次数: 0

Design of Short Peptides for the Reduction of Silver Ions and Stabilization of Nanocomposites in Combating Bacterial Infections.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-04 DOI: 10.1002/cbic.202500122

Mussarat Tasleem, Asaad Mohamad Matouk, Manzar Abbas

{"title":"Design of Short Peptides for the Reduction of Silver Ions and Stabilization of Nanocomposites in Combating Bacterial Infections.","authors":"Mussarat Tasleem, Asaad Mohamad Matouk, Manzar Abbas","doi":"10.1002/cbic.202500122","DOIUrl":"https://doi.org/10.1002/cbic.202500122","url":null,"abstract":"Combating bacterial infections has become a formidable challenge in healthcare due to the rise of antibiotic resistance. Recently, short peptide-based nanobiomaterials, assembled through silver metal and peptide building blocks, have emerged as promising antibiotic agents for treating resistant bacterial infections. In this minireview, recent advances in silver-peptide nanocomposites are highlighted, both with and without the assistance of UV or sunlight, for antibacterial applications. The chemical design of biomolecules such as amphiphilic short peptides, amino acids, and oligopeptides plays a crucial role in the reduction, stabilization, and biocompatibility of silver-peptide nanocomposites. Noncovalent interactions involved in the formation of nanocomposites are explored in the context of the structure-function relationship. The antibacterial activities and underlying mechanisms, which depend on specific peptide building blocks, are also reviewed. Finally, the conclusion and the outlook provide insights into the design of novel peptide building blocks for the development of silver-peptide nanocomposites with enhanced antibacterial activities.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500122"},"PeriodicalIF":2.6,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778736","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Boron-Based Functionalities Enhance, the Potency of 2,5-Dimethylfuran-Based IDO1 Inhibitors.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-04 DOI: 10.1002/cbic.202500134

Thomas J C Carraro, Samrat Dasgupta, Jacqueline Ku, Shane R Thomas, Louis M Rendina

引用次数: 0

Designing Enzymatic Reactivity with an Expanded Palette.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-04 DOI: 10.1002/cbic.202500076

Reuben B Leveson-Gower

{"title":"Designing Enzymatic Reactivity with an Expanded Palette.","authors":"Reuben B Leveson-Gower","doi":"10.1002/cbic.202500076","DOIUrl":"https://doi.org/10.1002/cbic.202500076","url":null,"abstract":"The expanding applications of biocatalysis in the chemical and pharmaceutical sectors herald a greener future for these industries. Yet, the range of chemical reactions known to enzymes only covers a small fraction of what is required for modern synthetic routes. To continue the increases in sustainability afforded by converting chemical processes into enzymatic ones, fundamentally new kinds of biocatalytic reactivity are required. Perhaps the very components from which enzymes are constructed, a palette of canonical amino acids and cofactors, inherently limit their catalytic possibilities, even if all the available natural sequence space can be explored. In recent years, there has been an explosion of strategies to produce new biocatalytic function through the incorporation of noncanonical amino acids and synthetic cofactors, new colors which are added to the enzyme design palette. This has enabled new enzymatic reactions that proceed via organocatalytic, organometallic, and photocatalytic mechanisms. Aside from designing new enzymatic activities from scratch, exogenous photocatalysts have recently also been used in synergy with natural enzyme active sites to diverge their reactivity towards radical pathways. This review will highlight recent developments in enriching enzymatic chemistry with new unnatural components, providing an outlook for future directions and needed developments for practicality and sustainability.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500076"},"PeriodicalIF":2.6,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778741","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

A Bacterial Sulfotransferase Catalyzes an Unusual Di-Sulfation in Natural Products Biosynthesis.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-04 DOI: 10.1002/cbic.202500024

Conor Pulliam, Lukuan Hou, Dan Xue, Mingming Xu, Katherine Holandez-Lopez, Jie Li

{"title":"A Bacterial Sulfotransferase Catalyzes an Unusual Di-Sulfation in Natural Products Biosynthesis.","authors":"Conor Pulliam, Lukuan Hou, Dan Xue, Mingming Xu, Katherine Holandez-Lopez, Jie Li","doi":"10.1002/cbic.202500024","DOIUrl":"https://doi.org/10.1002/cbic.202500024","url":null,"abstract":"Sulfation is a widely used strategy in nature to modify the solubility, polarity, and biological activities of molecules. The enzymes catalyzing sulfation, sulfotransferases (STs), are typically highly specific to a single sulfation site in a molecule. Herein, the identification and characterization of sulfated adipostatins is reported and reveals a novel sulfotransferase, AdpST, which is responsible for di-sulfation at two sites of adipostatins. The initial bioinformatic analysis in search of adipostatin analogs from Streptomyces davaonensis DSM101723 identifies adpST and a 3'-phosphoadenosine-5'-phosphosulfate (PAPS) biosynthetic cassette, which are co-clustered with the adipostatin-encoding type III polyketide synthase. Mono- and di-sulfated adipostatin analogs are discovered in the extracts of S. davaonensis DSM101723, whereas di-sulfated bacterial natural products has not been reported. Using a series of in vivo and in vitro experiments, it is confirmed that AdpST is solely responsible for both mono- and di-sulfation of adipostatins, a catalytic activity which has not been identified in bacterial PAPS-dependent STs to date. It is further demonstrated that the dedicated PAPS biosynthetic cassette improves di-sulfation capacity. Lastly, it is determined that AdpST shares similarity with a small group of uncharacterized STs, suggesting the presence of additional unique bacterial STs in nature, and that AdpST is phylogenetically distant from many characterized STs.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500024"},"PeriodicalIF":2.6,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778735","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Macrocycles of Saxitoxin: Insights into the Structure of Zetekitoxin AB.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-04 DOI: 10.1002/cbic.202500170

Wenyuan Li, Srinivas R Paladugu, Jordan P Liles, Manju Karthikeyan, Kevin Chase, Shrinivasan Raghuraman, Matthew S Sigman, Ryan E Looper

引用次数: 0

Bioorthogonal Post-Labeling Reveals Nuclear Localization of a Highly Cytotoxic Half-sandwich Ir(III) Tetrazine Complex in Live Cells.

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-03 DOI: 10.1002/cbic.202500090

Alfonso Annunziata, Sadek Amhaz, Jérémy Forté, Geoffrey Gontard, Romain Morichon, Joëlle Sobczak-Thépot, Michele Salmain

{"title":"Bioorthogonal Post-Labeling Reveals Nuclear Localization of a Highly Cytotoxic Half-sandwich Ir(III) Tetrazine Complex in Live Cells.","authors":"Alfonso Annunziata, Sadek Amhaz, Jérémy Forté, Geoffrey Gontard, Romain Morichon, Joëlle Sobczak-Thépot, Michele Salmain","doi":"10.1002/cbic.202500090","DOIUrl":"https://doi.org/10.1002/cbic.202500090","url":null,"abstract":"Intracellular imaging of anticancer metallodrugs often relies on pre-labeling with organic fluorophores, which significantly affects their physicochemical properties and intracellular distribution. On the other hand, the reported post-labeling strategies based on click-chemistry reactions require cell fixation and permeabilization. Here, we present a post-labeling approach based on the catalyst-free, inverse electron-demand Diels-Alder reaction (iEDDA) between a strained fluorescein-tagged bicyclononyne derivative (BCN-FAM) and half-sandwich Ir(III) complexes containing bidentate ligands comprising a tetrazine (Tz-R,R') entity. Five half-sandwich Ir(III) complexes with formula [Cp*Ir(Tz-R,R')Cl]0/+ have been synthesized and fully characterized, including the X-ray crystal structures of three of the five derivatives. Investigations of their stability and their reactivity in aqueous solution and in a model iEDDA reaction revealed the strong influence of the tetrazine ligand structure on the chemical properties of the corresponding complexes. A highly cytotoxic metallodrug candidate (Ir-C,NPh,Me) was identified from biological studies, and chemical reactivity studies disclosed an unusual preference for binding of methionine over cysteine. Post-labeling of Ir-C,NPh,Me in live HeLa cells highlighted its preferential accumulation within the nucleus, suggesting its retention through covalent modifications of nuclear proteins in good agreement with other half-sandwich iridium(III) complexes.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202500090"},"PeriodicalIF":2.6,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143771073","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0