ChemBioChem最新文献_第6页

Purine Chemistry in the Early RNA World at the Origins of Life: From RNA and Nucleobases Lesions to Current Key Metabolic Routes. 生命起源早期RNA世界中的嘌呤化学：从RNA和核碱基病变到当前的关键代谢途径。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-16 DOI: 10.1002/cbic.202500035

Jean-Luc Décout, Marie-Christine Maurel

{"title":"Purine Chemistry in the Early RNA World at the Origins of Life: From RNA and Nucleobases Lesions to Current Key Metabolic Routes.","authors":"Jean-Luc Décout, Marie-Christine Maurel","doi":"10.1002/cbic.202500035","DOIUrl":"https://doi.org/10.1002/cbic.202500035","url":null,"abstract":"In early life, RNA probably played the central role and, in the corresponding RNA world, the main produced amino acids and small peptides had to react continuously with RNA, ribonucleos(t)ides and nucleobases, especially with purines. A RNA-peptide world and key metabolic pathways have emerged from the corresponding chemical modifications such as the translation process performed by the ribosome. Some interesting reactions of the purine bicycle and of the corresponding ribonucleos(t)ides are performed under plausible prebiotic conditions and described RNA chemical lesions are reviewed with the prospect to highlight their connection with some major steps of the purine and histidine biosynthetic pathways that are, in an intriguingly way, related through two key metabolites, adenosine 5'-triphosphate and the imidazole ribonucleotide 5-aminoimidazole-4-carboxamide ribonucleotide. Ring-opening reactions of purines stand out as efficient accesses to imidazole ribonucleotides and to formamidopyrimidine (Fapy) ribonucleotides suggesting that biosynthetic pathway' first steps have emerged from RNA and ribonucleos(t)ide damages. Also, are summarized the works on the formation and catalytic properties, under plausible prebiotic conditions, of N6-derivatives of the purine base adenine as potential surrogates of histidine in catalysis accordingly to their structural relationship.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500035"},"PeriodicalIF":2.6,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143953734","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

Cover Feature: Boronic Acid-Linked Apo-Zinc Finger Protein for Ubiquitin Delivery in Live Cells (ChemBioChem 7/2025) 封面专题：用于活细胞中泛素传递的硼酸连接载脂蛋白锌指蛋白（ChemBioChem 7/2025）

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-16 DOI: 10.1002/cbic.202580702

Dr. Pritam Ghosh, Prof. Dr. Oliver Seitz

引用次数: 0

Structure-Affinity Relationship Analysis and Affinity Maturation of a Calprotectin-Binding Peptide. 钙保护蛋白结合肽的结构-亲和关系分析及亲和成熟。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-16 DOI: 10.1002/cbic.202500071

Lluc Farrera-Soler, Che-Wei Hu, Benjamin Ricken, Cristina Díaz-Perlas, Christian-Benedikt Gerhold, Christian Heinis

引用次数: 0

Probing Thrombosis Initiation with Lasso Peptide Variants as Inhibitors to the von Willebrand Protein-Collagen Interaction. 用套索肽变体作为血管性血友病蛋白-胶原相互作用抑制剂探测血栓形成。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-15 DOI: 10.1002/cbic.202500188

Danielle A Guarracino, Drew V Carson, Toby G Johnson, A James Link

引用次数: 0

Sulfur(IV) Chemistry-Based Peptide and Protein Late-Stage Modification. 硫（IV）基于化学的肽和蛋白质后期修饰。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-15 DOI: 10.1002/cbic.202500234

Dongyan Yang, Zhijun Ruan, Shiliang He, Li Tang, Rui Wang, Chuan Wan

{"title":"Sulfur(IV) Chemistry-Based Peptide and Protein Late-Stage Modification.","authors":"Dongyan Yang, Zhijun Ruan, Shiliang He, Li Tang, Rui Wang, Chuan Wan","doi":"10.1002/cbic.202500234","DOIUrl":"https://doi.org/10.1002/cbic.202500234","url":null,"abstract":"The development of precise and controllable chemical modification tools for peptides and proteins represents a great challenge in elucidating their structure-activity relationships and regulatory mechanisms, as well as a powerful driver for advancing macromolecular therapeutic strategies. However, current technologies predominantly rely on irreversible covalent labeling or genetic encoding of unnatural amino acids, exhibiting significant limitations in reversible modification, in situ functional regulation, and adaptability to complex physiological environments. In recent years, breakthrough advancements in sulfur(IV) chemistry have provided a paradigm for the late-stage functionalization of peptides and proteins. Through synergistic innovations in sulfur(IV)-based reagent design, intermediate modulation, and bioorthogonal reactions, a more multifaceted modification toolbox has been progressively established, integrating site selectivity, condition responsiveness, and functional rescue. Providing current challenges and future perspectives in this field, this review focuses on sulfur(IV) chemistry-driven strategies for peptide and protein modification, as well as their applications in proximity-labeling strategies and drug delivery/therapeutic interventions.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500234"},"PeriodicalIF":2.6,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143953870","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

Characterization of the Cubamyces Menziesii Terpenome. 门氏立方菌萜烯的表征。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-14 DOI: 10.1002/cbic.202401083

Létitia Leydet, Julie Couillaud, Agnès Amouric, Elise Courvoisier-Dezord, Carole Avesque, Thierry Giardina, Mireille Attolini, Pierre Rousselot-Pailley, Katia Duquesne, Marie-Noelle Rosso, Gilles Iacazio

{"title":"Characterization of the Cubamyces Menziesii Terpenome.","authors":"Létitia Leydet, Julie Couillaud, Agnès Amouric, Elise Courvoisier-Dezord, Carole Avesque, Thierry Giardina, Mireille Attolini, Pierre Rousselot-Pailley, Katia Duquesne, Marie-Noelle Rosso, Gilles Iacazio","doi":"10.1002/cbic.202401083","DOIUrl":"https://doi.org/10.1002/cbic.202401083","url":null,"abstract":"Long-lasting polypore fungi are significant producers of terpene cyclases of high interest for medicinal or biotechnological applications. Following the 1000 Fungal Genomes initiative launched by the Joint Genome Institute, the genome of Cubamyces (C.) menziesii and identified 18 genes encoding sesquiterpene cyclases (STCs) is explored. In a search for robust catalysts suitable for practical applications, the 18 codon-optimized open reading frames are cloned and overproduced the C. menziesii STCs in Escherichia coli. In ten cases, the catalytically active enzyme is purified and tested with three chemically synthesized linear diphosphates: geranyl diphosphate, farnesyl diphosphate (FDP), and geranylgeranyl diphosphate. Only FDP proved to be a substrate for these 10 enzymes. The product specificity of all these enzymes is determined by (GC-MS) gas chromatography mass spectrometry and (NMR) nuclear magnetic resonance analysis. Among the 10 enzymes, four produced a predominant compound, four yielded two main compounds, and the remaining two acted as a multiproduct catalysts. This work sheds light on the potential sesquiterpenes involved in the chemical ecology of the polypore C. menziesii and provides evidence for the potential of Polyporales fungi in the identification of new sesquiterpene cyclase activities.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2401083"},"PeriodicalIF":2.6,"publicationDate":"2025-04-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143957656","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

Diversity Of ThDP-Dependent Enzymes Forming Chiral Tertiary Alcohols. thdp依赖性酶形成手性叔醇的多样性。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-14 DOI: 10.1002/cbic.202500200

Daniela Bjarnesen, Lucrezia Lanza, Francesco Presini, Pier Paolo Giovannini, Michael Müller

{"title":"Diversity Of ThDP-Dependent Enzymes Forming Chiral Tertiary Alcohols.","authors":"Daniela Bjarnesen, Lucrezia Lanza, Francesco Presini, Pier Paolo Giovannini, Michael Müller","doi":"10.1002/cbic.202500200","DOIUrl":"https://doi.org/10.1002/cbic.202500200","url":null,"abstract":"Thiamine diphosphate (ThDP)-dependent enzymes are well known biocatalysts for C-C bond-forming reactions. While this enzyme class is mainly investigated for the formation of acyloins of secondary alcohols, recent studies have expanded its scope to utilize ketones as electrophiles in asymmetric carboligation reactions for the formation of tertiary alcohols. Chiral tertiary alcohols are ubiquitous motifs in natural products and important building blocks for the synthesis of bioactive compounds. ThDP-dependent enzymes are emerging as one of the most promising classes of biocatalysts for synthesizing a wide range of products due to the variety of possible substrate combinations, accessible starting materials, high enantioselectivity, and advantageous self-regeneration of the catalytic ThDP cofactor. This review provides an overview of the tertiary alcohol-forming ThDP-dependent enzymes, focusing on the substrate scope, diversity of physiological functions, and future perspectives. Of nine superfamilies of ThDP-dependent enzymes, three (decarboxylases, DC; transketolases, TK; α-ketoacid dehydrogenase superfamily 2, αKADH2) are known to use ketones as acceptor substrates. It is unknown whether other superfamilies of ThDP-dependent enzymes hold similar potential. Inspired by nature, an even broader diversity of classes and substrate specificities is expected in this field.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202500200"},"PeriodicalIF":2.6,"publicationDate":"2025-04-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143959338","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

Antimicrobial Piano-Stool and Polypyridyl Ru(II) Complexes with Thiazolhidrazinylidene-Chroman-2,4-Dione: Tautomerism, Membrane Disruption, and Electron Transport Interference. 抗菌钢琴粪便和多吡啶Ru（II）配合物与噻唑肼基-铬-2,4-二酮：互变异构、膜破坏和电子传递干扰。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-11 DOI: 10.1002/cbic.202401025

Fatlinda Rahmani, Gozde Demirci, Youri Cortat, Aurélien Crochet, Fabio Zobi

引用次数: 0

Discovery and In Vitro Reconstitution of Closoxazole Biosynthesis from Pyxidicoccus fallax. fallax pyxidoccoccus Closoxazole生物合成的发现及体外重建。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-11 DOI: 10.1002/cbic.202500126

Lucia Lernoud, Rimonda Jakob, Lars Warnick, Marie Luisa Marx, Lea Winand

{"title":"Discovery and In Vitro Reconstitution of Closoxazole Biosynthesis from Pyxidicoccus fallax.","authors":"Lucia Lernoud, Rimonda Jakob, Lars Warnick, Marie Luisa Marx, Lea Winand","doi":"10.1002/cbic.202500126","DOIUrl":"https://doi.org/10.1002/cbic.202500126","url":null,"abstract":"Benzoxazoles are important structural components of both bioactive natural products and pharmaceutical active ingredients. In this study, a putative benzoxazole gene cluster originating from the myxobacterium Pyxidicoccus fallax is investigated. This gene cluster is found to confer the ability for production of closoxazoles, which were recently discovered in the anaerobic bacterium Clostridium cavendishii. To obtain further insights into the biosynthetic mechanism, the required key enzymes are subjected to in vitro studies. Notably, significant differences to the biosynthetic pathway in C. cavendishii are observed. First, the condensing amidohydrolase uses an unstable ester as substrate and, thus, establishes a CN bond for benzoxazole formation. In contrast, the homolog from C. cavendishii is thought to use an amide substrate. Second, both AMP ligases encoded in this pathway attach a third aryl carboxylic acid building block to the benzoxazole intermediate, but these enzymes exhibit different regioselectivities. This facilitates the production of closoxazole A and B but also gives access to new derivatives in which a third building block is linked to the phenolic amine of the benzoxazole. The substrate flexibility of these enzymes allows us to introduce other building blocks into the biosynthetic pathway and thus expand the structural diversity of benzoxazole-containing natural products.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500126"},"PeriodicalIF":2.6,"publicationDate":"2025-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143953137","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

First Steps toward the Design of Peptides that Influence the Intracellular Palmitoylation Machinery. 设计影响细胞内棕榈酰化机制的肽的第一步。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2025-04-10 DOI: 10.1002/cbic.202500218

Katharina Stillger, Eric Platz-Baudin, Florian Friedland, Melina Ruppel, Coco-Louisa Sticker, Anne Bodenhausen, Erik Noetzel, Ines Neundorf

{"title":"First Steps toward the Design of Peptides that Influence the Intracellular Palmitoylation Machinery.","authors":"Katharina Stillger, Eric Platz-Baudin, Florian Friedland, Melina Ruppel, Coco-Louisa Sticker, Anne Bodenhausen, Erik Noetzel, Ines Neundorf","doi":"10.1002/cbic.202500218","DOIUrl":"https://doi.org/10.1002/cbic.202500218","url":null,"abstract":"Protein S-palmitoylation is a reversible posttranslational modification transferring the 16-carbon fatty acid palmitate to cysteines. It plays a critical role in many cellular processes by influencing protein function, localization, stability, and protein-protein interactions and has a significant impact on various physiological and pathological conditions. This emphasizes the need to develop new technologies to study and treat diseases associated with aberrant palmitoylation. To address these challenges, cell-permeable peptides containing an Asp-His-His-Cys (DHHC) palmitoylation motif are presented aiming to affect intracellular protein S-palmitoylation. A small library of peptides is generated and screened for cellular uptake and cell compatibility. Interestingly, the newly designed peptides internalize to high extent into different cell lines and human breast cell spheroids dependent on their palmitoylation motif. In addition, out of this screen, DC-2 is identified as very potent and this peptide is investigated in more detail concerning its impact on palmitoylated proteins that are connected to cancer progression. These initial explorations highlight that DC-2 affected the localization of HRas and altered S-palmitoylation-related signaling cascades of epidermal growth factor receptor. These findings suggest a peptide-driven impact on proteins having palmitoylation sites and highlight cell-permeable DHHC peptides as a potential tool to be further evolved in the context of palmitoylation and cancer.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e2500218"},"PeriodicalIF":2.6,"publicationDate":"2025-04-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143954304","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