ChemBioChem最新文献_第8页

Metabolic Labeling of Phosphatidylethanolamine Lipids in Cells Using Clickable Ethanolamine Analogs 使用可点击的乙醇胺类似物对细胞中磷脂酰乙醇胺脂质的代谢标记

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-14 DOI: 10.1002/cbic.70501

Robert J. Maraski, Jinchao Lou, Todd B. Reynolds, Michael D. Best

{"title":"Metabolic Labeling of Phosphatidylethanolamine Lipids in Cells Using Clickable Ethanolamine Analogs","authors":"Robert J. Maraski, Jinchao Lou, Todd B. Reynolds, Michael D. Best","doi":"10.1002/cbic.70501","DOIUrl":"https://doi.org/10.1002/cbic.70501","url":null,"abstract":"Phosphatidylethanolamine (PE) is the second most abundant phospholipid in mammalian cells. The cone-shaped structure of PE positions this lipid to act as a cornerstone of signaling events, such as those involving protein–protein and lipid–protein interactions, as it has been shown to promote conformational changes in both protein and lipid-based membrane structures. Despite this importance, chemical tools to interrogate the biological activity and trafficking of PE lipids are limited. Herein, we report the development of ethanolamine probes functionalized with clickable tags that are capable of infiltrating native cellular pathways and subsequently producing labeled PE lipids. Derivatization of click-tagged PE products enabled fluorescence microscopy imaging of these lipids in cells. Interrogation of the efficacy of these probes for biological incorporation was conducted using mass spectrometry and thin-layer chromatography analysis to identify various species of tagged PE molecules. This approach provides an invaluable step toward metabolic labeling strategies that will aid in the tracking of PE biosynthesis and trafficking pathways in cells.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cbic.70501","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753822","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Heat Shock Protein Inhibitor Tanespimycin (17AAG) Suppresses SARS-CoV-2 Main Protease Activity and Is More Potent Than Clinically Approved Antiviral Nirmatrelvir 热休克蛋白抑制剂Tanespimycin （17AAG）抑制SARS-CoV-2主要蛋白酶活性，比临床批准的抗病毒药物Nirmatrelvir更有效

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-14 DOI: 10.1002/cbic.70493

Gargi Mukherjee, Shayantani Chakraborty, Anshuman Chandra, Goutam Chowdhury, Anindita Chakrabarty

{"title":"Heat Shock Protein Inhibitor Tanespimycin (17AAG) Suppresses SARS-CoV-2 Main Protease Activity and Is More Potent Than Clinically Approved Antiviral Nirmatrelvir","authors":"Gargi Mukherjee, Shayantani Chakraborty, Anshuman Chandra, Goutam Chowdhury, Anindita Chakrabarty","doi":"10.1002/cbic.70493","DOIUrl":"https://doi.org/10.1002/cbic.70493","url":null,"abstract":"The COVID-19 pandemic caused by SARS-CoV-2 created a global health crisis, and the virus still circulates, mutates, and causes illness and death. Vaccination remains the primary defense, but effectiveness can be reduced in immunocompromised individuals and against new variants, and clinically approved antivirals are limited by side effects, drug interactions, and resistance. Herein, we propose a novel application of tanespimycin (17AAG), the chaperone heat shock protein (HSP)90 inhibitor, as an antiviral against the SARS-CoV-2 main protease (Mpro). Mpro, due to its indispensable role in viral replication and absence of expression in the host, represents a key target for drug development. Through biochemical and cell-based assays, structural analysis, and resistance-mutant testing, we present data showing that 17AAG covalently binds to the active-site cysteine of Mpro, disrupts its secondary structure, and protects cells from Mpro-induced toxicity more effectively than nirmatrelvir. We further showed that 17AAG retains its covalent binding and structure-disrupting activity against the nirmatrelvir-resistance M165I variant. Additionally, since HSP90 is important for viral protein stability, virion assembly, and modulation of host immune response, 17AAG is a promising, versatile drug candidate that could accelerate antiviral development for COVID-19.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753820","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

Advances in Cyclic Peptides Targeting G Protein-Coupled Receptors 靶向G蛋白偶联受体的环肽研究进展

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-14 DOI: 10.1002/cbic.70498

Yingxin Zhou, Ni Li, Ji-Shen Zheng

{"title":"Advances in Cyclic Peptides Targeting G Protein-Coupled Receptors","authors":"Yingxin Zhou, Ni Li, Ji-Shen Zheng","doi":"10.1002/cbic.70498","DOIUrl":"https://doi.org/10.1002/cbic.70498","url":null,"abstract":"Peptide-responsive G protein-coupled receptors (GPCRs) often recognize endogenous peptide ligands through extended receptor interfaces, providing opportunities for peptide-based ligands to engage receptor contacts that conventional small molecules struggle to access effectively. In this context, cyclic peptides are more than stabilized peptide analogs: their constrained topologies can preorganize key pharmacophoric elements, support engagement with extended orthosteric or allosteric receptor interfaces, and allow precise tuning of selectivity and signaling output. In this review, we discuss cyclic peptides targeting peptide-responsive GPCRs through three connected dimensions: natural macrocyclic ligands and scaffolds, chemical strategies for topological and functional optimization, and emerging discovery platforms for GPCR-active macrocycles. Specifically, we examine how endogenous cyclic peptides, venom-derived peptides, plant cyclotides, and microbial macrocycles provide structurally defined templates for probing GPCR recognition, and how engineering approaches, including bridge replacement, conformational locking, residue modification, and half-life extension, have expanded their utility as both bioactive ligands and molecular probes. We further highlight discovery technologies (e.g., mRNA display, phage display, cell-based screening, and structure- and computation-guided design) that are advancing the discovery and optimization of macrocycles with improved receptor specificity and pharmacological properties. Together, these advances position cyclic peptides as a topology-guided molecular strategy for dissecting peptide–GPCR recognition and developing next-generation therapeutics.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753821","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

Synthesis of β-Thiolated Amino Acids: Investigation Toward the Total Chemical Synthesis of Lasso Peptide Microcin J25 β-硫代氨基酸的合成：套索肽微霉素J25的全化学合成研究。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-09 DOI: 10.1002/cbic.70452

Yu-Ting Hsiao, Bethan L. Heard, Ilia Perov, Marco J. van Belkum, Sorina Chiorean, Kaitlyn Towle, Isaac Antwi, John C. Vederas

{"title":"Synthesis of β-Thiolated Amino Acids: Investigation Toward the Total Chemical Synthesis of Lasso Peptide Microcin J25","authors":"Yu-Ting Hsiao, Bethan L. Heard, Ilia Perov, Marco J. van Belkum, Sorina Chiorean, Kaitlyn Towle, Isaac Antwi, John C. Vederas","doi":"10.1002/cbic.70452","DOIUrl":"10.1002/cbic.70452","url":null,"abstract":"Microcin J25 (MccJ25) is of special interest due to its “lariat” topology. The lasso architecture is thought to be responsible for its remarkable thermal stability (100°C for 30 min incubation) and potency against Gram-negative bacteria (i.e., MBC of ~4.75 µM against E. coli strain DH5α). This naturally occurring lasso peptide is formed via post-translational modifications (PTMs), including leader peptide removal and macrolactam cyclization between the N-terminus and 8-Glu side chain. Since the discovery of MccJ25 in 1992, synthetic endeavors toward the total chemical synthesis of MccJ25 have remained elusive. Herein, we investigated the chemical synthesis of MccJ25 utilizing β-thiol amino acids as the chemical tools to prestaple and rigidify the peptide backbone through disulfide linkages. Although the proposed chemical strategy failed to afford the desired lasso configuration, synthetic routes toward Fmoc-SPPS compatible, stereoselective β-thiol amino acids via thiazoline derivatives were developed. In addition, chemical/biochemical literature synthesis of MccJ25 and its analogs, as well as the synthesis of β-thiol amino acids, are summarized within.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13453073/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148696760","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Cuprous Ions Binding to Cytosine and Guanine Oligonucleotides 亚铜离子与胞嘧啶和鸟嘌呤寡核苷酸的结合。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-09 DOI: 10.1002/cbic.70499

Joana Pereira, Mathilde Brachet, Philippe Barthélémy, Bruno Alies

{"title":"Cuprous Ions Binding to Cytosine and Guanine Oligonucleotides","authors":"Joana Pereira, Mathilde Brachet, Philippe Barthélémy, Bruno Alies","doi":"10.1002/cbic.70499","DOIUrl":"10.1002/cbic.70499","url":null,"abstract":"Using a set of spectroscopic experiments, we investigated the binding of Cu2+ and Cu+ to a comprehensive series of nucleic acid-related molecules, ranging from individual nucleobases to oligonucleotides up to six nucleotides in length. We demonstrate the selective binding of Cu+ to cytosine- and guanine-containing oligonucleotides, as evidenced by their ability to compete with ferrozine for Cu+. The capacity to inhibit ascorbate oxidation, through effective sequestration catalytically active copper, increases with the number of cytosine residues in the oligonucleotides and is associated with the formation of a 1:1 Cu+-oligonucleotide complex accompanied by a pronounced conformational change. In contrast, guanine-rich oligonucleotides exhibit the opposite behavior: they form Cu+ G-quadruplex structures that permit copper redox cycling. These findings highlight an unexpected binding of copper ions to nucleic acids in inert or redox-active modes and thus expand its potential roles within cells through its direct interaction with DNA or RNA.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13453070/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148696784","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis and Antiparasitic Activities of New Organometallic Derivatives of the Benzimidazole Anthelmintic Drugs 新型苯并咪唑类驱虫药金属有机衍生物的合成及抗寄生虫活性研究。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-09 DOI: 10.1002/cbic.70490

Corentin Ludwig, Aya C. Taki, Joseph J. Byrne, Pierre Mesdom, Olivier Blacque, Cécile Häberli, Trix Zumkehr, Gonzalo Scalese, Leticia Pérez-Díaz, Dinorah Gambino, Britta Lundström-Stadelmann, Jennifer Keiser, Robin B. Gasser, Kevin Cariou, Gilles Gasser

{"title":"Synthesis and Antiparasitic Activities of New Organometallic Derivatives of the Benzimidazole Anthelmintic Drugs","authors":"Corentin Ludwig, Aya C. Taki, Joseph J. Byrne, Pierre Mesdom, Olivier Blacque, Cécile Häberli, Trix Zumkehr, Gonzalo Scalese, Leticia Pérez-Díaz, Dinorah Gambino, Britta Lundström-Stadelmann, Jennifer Keiser, Robin B. Gasser, Kevin Cariou, Gilles Gasser","doi":"10.1002/cbic.70490","DOIUrl":"10.1002/cbic.70490","url":null,"abstract":"About 50 years after their development, the benzimidazole anthelmintic drugs still occupy a key role in the treatment of parasitic diseases. Like other anti-infective drugs, their extensive use has led to resistance development and now requires new solutions to treat these diseases. Organometallic derivatization of existing drugs has become a common strategy to design new drug candidates, which could benefit from enhanced activity against resistant or sensitive strains through the incorporation of an organometallic fragment. In this study, we describe the development of a new series of organometallic derivatives of benzimidazole anthelmintics. Ten derivatives, six of which were organometallic, were synthesized and characterized. In silico and in vitro studies were performed to determine their biological activity. Therefore, they were screened against a range of nematodes and other parasites. Biological activities were found for some of the derivatives against Strongyloides ratti, Ancylostoma ceylanicum, Trichuris muris, Schistosoma mansoni, Echinococcus multilocularis, or Leishmania infantum in similar ranges as the parent anthelmintics. Even if the activity of the benzimidazole scaffold was not systematically enhanced, this strategy is a good starting point for the development of new antiparasitic compounds and for further study of the mode of action of these drugs.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13453072/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148696795","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Identification of Siderophores With Unexpected Antibacterial Properties From Actinoplanes teichomyceticus 从放线菌中鉴定具有意想不到的抗菌性能的铁载体。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-09 DOI: 10.1002/cbic.70496

Abiodun S. Oyedele, Somnath Jana, KyuOk Jeon, Navin Vazrala, Donald F. Stec, Kwangho Kim, Gary A. Sulikowski, Allison S. Walker

{"title":"Identification of Siderophores With Unexpected Antibacterial Properties From Actinoplanes teichomyceticus","authors":"Abiodun S. Oyedele, Somnath Jana, KyuOk Jeon, Navin Vazrala, Donald F. Stec, Kwangho Kim, Gary A. Sulikowski, Allison S. Walker","doi":"10.1002/cbic.70496","DOIUrl":"10.1002/cbic.70496","url":null,"abstract":"Actinoplanes teichomyceticus is a well-established producer of bioactive secondary metabolites, including the glycopeptide antibiotic teicoplanin. Although its antibiotic biosynthetic capacity has been extensively investigated, its siderophore diversity and any additional biological functions of these iron-chelating metabolites remain comparatively underexplored. We identified a reproducibly bioactive, teicoplanin-independent fraction that inhibited Bacillus spizizenii. Molecular networking applied to this fraction identified hydroxamate ferrioxamine and desferrioxamine-type siderophores as the dominant metabolites, including acylated analogs detected as Al3+- and Fe3+-chelated species. Robust siderophore secretion was confirmed by the CAS assay. Notably, siderophore-enriched fractions exhibited selective antibacterial activity against Gram-positive bacteria, with minimum inhibitory concentrations of approximately 16 µg/mL against B. spizizenii and partial inhibition of Staphylococcus aureus, while no activity was observed against Escherichia coli. Synthetic C7 and C9 acyl-desferrioxamine analogs showed enhanced antibacterial activity upon Al3+ chelation, indicating a metal-dependent bioactivity. These findings reveal an unexpected antibacterial role for ferrioxamine-type siderophores produced by A. teichomyceticus, extending their function beyond iron acquisition, possibly through a “Trojan horse” (or “Trojan metal”) mechanism.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13453071/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148696747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Toward an Understanding of the Mechanistic Differences Between the Hydroxylating and Desaturating Pyridoxal 5′-Phosphate-Dependent L-Arginine Oxidases 羟基化和去饱和吡哆醛5'-磷酸依赖l -精氨酸氧化酶机制差异的研究。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-05 DOI: 10.1002/cbic.70488

Trevor R. Melkonian, Nemanja Vuksanovic, Lanlan Han, Zachary A. Uttke, Nicholas R. Silvaggi

{"title":"Toward an Understanding of the Mechanistic Differences Between the Hydroxylating and Desaturating Pyridoxal 5′-Phosphate-Dependent L-Arginine Oxidases","authors":"Trevor R. Melkonian, Nemanja Vuksanovic, Lanlan Han, Zachary A. Uttke, Nicholas R. Silvaggi","doi":"10.1002/cbic.70488","DOIUrl":"10.1002/cbic.70488","url":null,"abstract":"Pyridoxal-5′-phosphate (PLP)-dependent L-arginine oxidases (PDAOs) catalyze 4-electron oxidations of L-arginine in the context of secondary metabolite biosynthesis. PDAOs are separated into two classes based on whether they hydroxylate or desaturate L-arginine. A detailed mechanistic understanding of these enzymes will extend our knowledge of natural products biosynthesis. Here, we present detailed transient kinetic analyses of representative hydroxylating and desaturating PDAOs: MppP from Streptomyces wadayamensis (SwMppP) and the Ind4 homolog from Pseudoalteromonas luteoviolacea (Plu4). While both SwMppP and Plu4 kinetics can be accurately predicted using the same kinetic model, they in fact use subtly different mechanisms. This work seeks to uncover how two enzymes that are so similar in terms of sequence, structure, and catalytic function can have different mechanisms. To this end, we determined the structure of an additional desaturating PDAO, the Ind4 homolog from Bacillus cereus (Bcer4). This brings the total number of PDAOs whose structures have been determined to four: two hydroxylases and two desaturases. Examination of the available structural data fails to point out any class-specific structural differences that could explain the mechanistic differences between the classes. The subtle mechanistic differences are likely due to differences in protein dynamics rather than structure.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148676251","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

Assessing Vancomycin-Formyl Peptide Conjugate Binding to the Surface of Resistant Staphylococcus aureus via Flow Cytometry 利用流式细胞术评估万古霉素-甲酰基肽偶联物与耐药金黄色葡萄球菌表面的结合。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-05 DOI: 10.1002/cbic.70495

Winfrey P. Y. Hoo, Jemma Gullick, Ryan F. Leung, Alex J. Fulcher, Rachel W. Cass, Julien Tailhades, Anton Y. Peleg, Jennifer A. E. Payne, Meredith O’Keeffe, Max J. Cryle

{"title":"Assessing Vancomycin-Formyl Peptide Conjugate Binding to the Surface of Resistant Staphylococcus aureus via Flow Cytometry","authors":"Winfrey P. Y. Hoo, Jemma Gullick, Ryan F. Leung, Alex J. Fulcher, Rachel W. Cass, Julien Tailhades, Anton Y. Peleg, Jennifer A. E. Payne, Meredith O’Keeffe, Max J. Cryle","doi":"10.1002/cbic.70495","DOIUrl":"10.1002/cbic.70495","url":null,"abstract":"Staphylococcus aureus strains have emerged with resistance mechanisms that reduce the efficacy of last resort antibiotics and evade the immune system. One strategy to combat antimicrobial resistance is to modulate host immunity to eliminate infections more effectively. This has led to the development of immunotherapeutics consisting of vancomycin conjugated to formyl peptides (fPeps), with vancomycin targeting the cell wall and the fPeps engaging host innate immunity. Here, we used flow cytometry to quantify the binding of vancomycin=fPep conjugates to S. aureus clinical isolates. This revealed reduced binding of vancomycin=fPeps compared to vancomycin alone and quantified the interaction between the conjugates and the bacterial cell surface, which is important to quantify to then control the chemotactic gradient established by the fPep cargo. The direct antimicrobial activity of these conjugates was also reduced when compared to vancomycin, reflecting the reduced binding of these conjugates to S. aureus. This flow cytometry method allows quantification of vancomycin=fPep binding to bacteria and will assist in future studies to understand how attached fPeps and other immune signalling cargoes can stimulate innate immune cell activation leading to bacterial phagocytosis.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13441204/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148676296","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Rational Design of Water-Soluble Dipyrroethene-Based Red-Light Emissive Chromophores for Rapid and Selective Recognition of Serum Albumins 快速选择性识别血清白蛋白的水溶性二吡咯乙烯红光发色团的合理设计。

IF 2.8 4区生物学

ChemBioChem Pub Date : 2026-08-05 DOI: 10.1002/cbic.70491

Debasish Mandal, Mangalampalli Ravikanth

{"title":"Rational Design of Water-Soluble Dipyrroethene-Based Red-Light Emissive Chromophores for Rapid and Selective Recognition of Serum Albumins","authors":"Debasish Mandal, Mangalampalli Ravikanth","doi":"10.1002/cbic.70491","DOIUrl":"10.1002/cbic.70491","url":null,"abstract":"Design and synthesis of water-soluble π-conjugated chromophores are one of the significant challenges due to the intrinsic hydrophobicity of the conjugated frameworks. Consequently, rational molecular design to access novel water-soluble biologically relevant organic chromophores with red-to-NIR emission, large Stokes’ shifts, and good fluorescent quantum yields always attracts significant attention. Here, we establish a straightforward synthetic strategy to access a novel class of water-soluble red-light-emissive (up to 645 nm) cationic dipyridyl dipyrroethene derivatives, achieved through strategic engineering of the (E)-dipyrroethene (DPE) core. The X-ray structures of cationic species 8 revealed a very interesting supramolecular nanoarchitectonics. These sets of molecules are showcasing a fluorescence in both the solid state and solution phase across a wide range of solvents, including water, with a decent fluorescent quantum yield and a large Stokes’ shift. Detailed spectroscopic and computational studies support that the balanced intramolecular charge transfer (ICT) leads to a redshift in its absorption/emission. We further expanded the applicability of the water-soluble chromophore 10 as a rapid, selective, and effective fluorescent-turn-on sensor for recognition of serum albumin proteins with a strong binding constant of 2.7 × 106 M–1. This work provides a fundamental platform for designing robust, bio-responsive water-soluble π-conjugated systems with tenable structural and electronic properties.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":"27 15","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148676270","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