ChemBioChem最新文献_第7页

Analysis and Prediction of Chymotrypsin Substrate Preferences through Large Data Acquisition with Target-Free mRNA Display. 通过无目标 mRNA 显示的大数据采集分析和预测糜蛋白酶底物偏好。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-15 DOI: 10.1002/cbic.202400760

Sabrina E Iskandar, Lindsey Guan, Rumit Maini, Christopher J Hipolito, Congliang Sun, Lisa A Vasicek, Dan Sindhikara, Adam Weinglass, S Adrian Saldanha

{"title":"Analysis and Prediction of Chymotrypsin Substrate Preferences through Large Data Acquisition with Target-Free mRNA Display.","authors":"Sabrina E Iskandar, Lindsey Guan, Rumit Maini, Christopher J Hipolito, Congliang Sun, Lisa A Vasicek, Dan Sindhikara, Adam Weinglass, S Adrian Saldanha","doi":"10.1002/cbic.202400760","DOIUrl":"10.1002/cbic.202400760","url":null,"abstract":"Oral delivery of peptide therapeutics is limited by degradation by gut proteases like chymotrypsin. Existing databases of peptidases are limited in size and do not enable systematic analyses of protease substrate preferences, especially for non-natural amino acids. Thus, stability optimization of hit compounds is time and resource intensive. To accelerate the stability optimization of peptide ligands, we generated large datasets of chymotrypsin-resistant peptides via mRNA display to create a predictive model for chymotrypsin-resistant sequences. Through analysis of enriched motifs, we recapitulate known chymotrypsin cleavage sites, reveal positionally dependent effects of monomers on peptide cleavage, and report previously unidentified protective and destabilizing residues. We then developed a machine-learning-based model predicting peptide resistance to chymotrypsin cleavage and validated both model performance and the NGS experimental data by measuring chymotrypsin half-lives for a subset of peptides. Finally, we simulated stability predictions on non-natural amino acids through a leucine hold-out model and observed robust performance. Overall, we demonstrate the utility of mRNA display as a tool for big data generation and show that pairing mRNA display with machine learning yields valuable predictions for chymotrypsin cleavage. Expansion of this workflow to additional proteases could provide complementary predictive models that focus future peptide drug discovery efforts.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400760"},"PeriodicalIF":2.6,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142637957","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

Towards Bacterial Resistance via the Membrane Strategy: Enzymatic, Biophysical and Biomimetic Studies of the Lipid cis-trans Isomerase of Pseudomonas aeruginosa. 通过膜策略实现细菌抗药性：铜绿假单胞菌脂质顺反异构酶的酶学、生物物理和生物模拟研究。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-14 DOI: 10.1002/cbic.202400844

Mickaël Mauger, Iryna Makarchuk, Yasmin Molter, Anna Sansone, Frédéric Melin, Philippe Chaignon, Philippe Schaeffer, Pierre Adam, Volker Schünemann, Petra Hellwig, Carla Ferreri, Chryssostomos Chatgilialoglu, Myriam Seemann

{"title":"Towards Bacterial Resistance via the Membrane Strategy: Enzymatic, Biophysical and Biomimetic Studies of the Lipid cis-trans Isomerase of Pseudomonas aeruginosa.","authors":"Mickaël Mauger, Iryna Makarchuk, Yasmin Molter, Anna Sansone, Frédéric Melin, Philippe Chaignon, Philippe Schaeffer, Pierre Adam, Volker Schünemann, Petra Hellwig, Carla Ferreri, Chryssostomos Chatgilialoglu, Myriam Seemann","doi":"10.1002/cbic.202400844","DOIUrl":"10.1002/cbic.202400844","url":null,"abstract":"The lipid cis-trans isomerase (Cti) is a periplasmic heme-c enzyme found in several bacteria including Pseudomonas aeruginosa, a pathogen known for causing nosocomial infections. This metalloenzyme catalyzes the cis-trans isomerization of unsaturated fatty acids in order to rapidly modulate membrane fluidity in response to stresses that impede bacterial growth. As a consequence, breakthrough in the elucidation of the mechanism of this metalloenzyme might lead to new strategies to combat bacterial antibiotic resistance. We report the first comprehensive biochemical, electrochemical and spectroscopic characterization of a Cti enzyme. This has been possible by the successful purification of Cti from P. aeruginosa (Pa-Cti) in favorable yields with enzyme activity of 0.41 μmol/min/mg when tested with palmitoleic acid. Through a synergistic approach involving enzymology, site-directed mutagenesis, Raman spectroscopy, Mössbauer spectroscopy and electrochemistry, we identified the heme coordination and redox state, pinpointing Met163 as the sixth ligand of the FeII of heme-c in Pa-Cti. Significantly, the development of an innovative assay based on liposomes demonstrated for the first time that Cti catalyzes cis-trans isomerization directly using phospholipids as substrates without the need of protein partners, answering the important question about the substrate of Cti within the bacterial membrane.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400844"},"PeriodicalIF":2.6,"publicationDate":"2024-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142613051","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

Photoactivatable O-GlcNAc Transferase Library Enables Covalent Chemical Capture of Solvent-Exposed TPR Domain Interactions. 可光活化的 O-GlcNAc 转移酶文库可对溶剂暴露的 TPR 结构域相互作用进行共价化学捕获。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-14 DOI: 10.1002/cbic.202400709

Cassandra M Joiner, Tiarra J Glogowski, Erin M NewRingeisen, Huy V Huynh, Melanie G Roberts, Madison M Rognerud, Hahns E Huebsch

{"title":"Photoactivatable O-GlcNAc Transferase Library Enables Covalent Chemical Capture of Solvent-Exposed TPR Domain Interactions.","authors":"Cassandra M Joiner, Tiarra J Glogowski, Erin M NewRingeisen, Huy V Huynh, Melanie G Roberts, Madison M Rognerud, Hahns E Huebsch","doi":"10.1002/cbic.202400709","DOIUrl":"10.1002/cbic.202400709","url":null,"abstract":"O-linked N-acetylglucosamine (O-GlcNAc) transferase (OGT) is an essential, stress-sensing enzyme responsible for adding the O-GlcNAc monosaccharide to thousands of nuclear and cytoplasmic proteins to regulate cellular homeostasis. OGT substrates are found in almost all intracellular processes, and perturbations in protein O-GlcNAc levels have been implicated in proteostatic diseases, such as cancers, metabolic disorders, and neurodegeneration. This broad disease activity makes OGT an attractive therapeutic target; however, the substrate diversity makes pan-inhibition as a therapeutic strategy unfeasible. Rather, a substrate-specific approach to targeting is more advantageous, but how OGT chooses its substrates remains poorly understood. Substrate specificity is controlled by the interactions between OGT's non-catalytic tetratricopeptide repeat (TPR) domain, rather than its glycosyltransferase domain. OGT's TPR domain forms a 100 Å superhelical structure, containing a lumenal surface, known as the substrate-binding surface, and a solvent-exposed surface. To date, there are no tools to site-selectively target regions of the domain and differentiate between the two binding surfaces. Here, we developed a library of recombinant OGT constructs containing site-specifically incorporated photoactivatable unnatural amino acids (UAAs) along the solvent-exposed surface of the TPR domain to covalently capture and map OGT's interactome.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400709"},"PeriodicalIF":2.6,"publicationDate":"2024-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142613046","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

Geranylation of Cyclic Dipeptides and Naphthols by the Fungal Prenyltransferase CdpC3PT_F253G. 真菌异戊烯基转移酶 CdpC3PT_F253G 对环状二肽和萘酚的香叶酯化作用。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-14 DOI: 10.1002/cbic.202400787

Dan Li, Yi Wang, Yuanyuan Xu, Hongping Long, Wenqing Min, Shangfeng Gao, Shu-Ming Li, Xia Yu

{"title":"Geranylation of Cyclic Dipeptides and Naphthols by the Fungal Prenyltransferase CdpC3PT_F253G.","authors":"Dan Li, Yi Wang, Yuanyuan Xu, Hongping Long, Wenqing Min, Shangfeng Gao, Shu-Ming Li, Xia Yu","doi":"10.1002/cbic.202400787","DOIUrl":"10.1002/cbic.202400787","url":null,"abstract":"Prenyl modification often improves the biological activities of compounds. Prenyltransferases have attracted attention as environmentally friendly biocatalysts for catalyzing prenyl modification of compounds. Compared to dimethylallyl modifications, research on geranyl modifications is relatively limited. To enrich biocatalytic toolboxes for generating potentially bioactive geranylated derivatives, this study developed methodologies to synthesize two types of geranylated compounds, i. e., geranylated tryptophan-containing cyclic dipeptides and geranylated naphthols, employing the F253G mutant of CdpC3PT, a cyclic dipeptide prenyltransferase from Neosartorya fischeri. The cyclic dipeptides (1-3) were transformed into C7-geranylated products (1G1-3G1), whereas 1-naphthol (4) and derivatives (5-6) yielded C4-geranylated products (4G1-6G1) and 2,7-dihydroxynaphthalene (7) generated a C3-geranylated product (7G1). All seven substrates and their geranylated products underwent antibacterial efficacy testing against Bacillus subtilis. Among them, five geranylated compounds (2G1 and 4G1-7G1) demonstrated antibacterial efficacies against Bacillus subtilis, with MIC values ranging from 4 to 32 μg/mL, surpassing their non-geranylated precursors. This research broadens the tools of geranyl-modifying biocatalysts, illustrates a case for developing highly efficient or function-altered biocatalysts and showcases the potential of prenyltransferases in the biosynthesis of bioactive small molecules.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400787"},"PeriodicalIF":2.6,"publicationDate":"2024-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142612908","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

Visual and Quantitative Analysis of Dietary Fiber-Microbiota Interactions via Metabolic Labeling In Vivo. 通过体内代谢标记对膳食纤维与微生物群相互作用进行可视化和定量分析

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-13 DOI: 10.1002/cbic.202400922

Ningning Xu, Huibin Lin, Liyuan Lin, Mi Tang, Zhidong Zhang, Chaoyong Yang, Wei Wang

{"title":"Visual and Quantitative Analysis of Dietary Fiber-Microbiota Interactions via Metabolic Labeling In Vivo.","authors":"Ningning Xu, Huibin Lin, Liyuan Lin, Mi Tang, Zhidong Zhang, Chaoyong Yang, Wei Wang","doi":"10.1002/cbic.202400922","DOIUrl":"10.1002/cbic.202400922","url":null,"abstract":"Dietary fiber (DF)-based interventions are crucial in establishing a health-promoting gut microbiota. However, directly investigating DFs' in vivo interactions with intestinal bacteria remains challenging due to the lack of suitable tools. Here, we develop an in vivo metabolic labeling-based strategy, which enables not only imaging and identifying the bacteria that bind with specific DF in the intestines, but also quantifying DF's impact on their metabolic status. Four DFs, including galactan, rhamnogalacturonan and two inulins, are fluorescently derivatized and used for in vivo labeling to visually record DFs' interactions with gut bacteria. The subsequent cell-sorting, 16S rDNA sequencing, and fluorescence in situ hybridization identify the taxa that bind each DF. We then select a DF-binding species newly identified herein and verify its DF-catabolizing capability in vitro. Furthermore, we find that the indigenous metabolic status of Gram-positive bacteria, whether inulin-binders or not, is significantly enhanced by the inulin supplement. This trend is not observed in Gram-negative microbiota, even for the inulin-binders, demonstrating the ability of our methods in differentiating the primary, secondary DF-degraders from cross-feeders, a question that is difficult to answer by using other methods. Our strategy provides a novel chemical biology tool for deciphering the complex DF-bacteria interactions in the gut.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400922"},"PeriodicalIF":2.6,"publicationDate":"2024-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142613058","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 and Biomedical Applications of Covalent Organic Frameworks for Disease Diagnosis and Therapy. 用于疾病诊断和治疗的共价有机框架的合成和生物医学应用。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-13 DOI: 10.1002/cbic.202400807

Anyun Wang, Xinli Liu, Shujun Feng, Yanping Wang, Yujun Song, Yanfeng Gao

{"title":"Synthesis and Biomedical Applications of Covalent Organic Frameworks for Disease Diagnosis and Therapy.","authors":"Anyun Wang, Xinli Liu, Shujun Feng, Yanping Wang, Yujun Song, Yanfeng Gao","doi":"10.1002/cbic.202400807","DOIUrl":"10.1002/cbic.202400807","url":null,"abstract":"Covalent organic frameworks (COFs) have emerged as a distinguished class of porous materials. Owing to their ability to be constructed through covalent bonds involving light elements, such as hydrogen, boron, carbon, nitrogen, and oxygen, COFs offer greater stability and lower cytotoxicity than metal-organic frameworks do, addressing critical limitations in in vivo applications. Their unique attributes, such as high surface area, customizable pore sizes, and versatile surface functionalities, make them ideal for various biomedical applications. This review aims to provide an overview of the recent advancements in modern COFs for biomedical uses. First, a variety of methods for the synthesis of COFs are outlined, which ensures their suitability for medical use. Next, we delve into innovative biomedical applications, emphasizing their roles in disease diagnosis and therapies. Finally, challenges, such as clinical translation, biocompatibility, and controlled drug release, are critically discussed, providing comprehensive insight into the potential of COFs in revolutionizing biomedical technologies. Overall, this review offers a comprehensive overview of COFs' capabilities and future prospects in enhancing biomedical technologies.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400807"},"PeriodicalIF":2.6,"publicationDate":"2024-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142613049","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

Concise Affinity-Based Purification of Ligated mRNA for Structure-Activity Relationship Studies of Nucleosugar Modification Patterns. 基于亲和力的简易配位 mRNA 纯化，用于核糖修饰模式的结构-活性关系研究。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-12 DOI: 10.1002/cbic.202400711

Hiroki Yamada, Hiroto Iwai, Fumitaka Hashiya, Yasuaki Kimura, Hiroshi Abe, Junichiro Yamamoto

{"title":"Concise Affinity-Based Purification of Ligated mRNA for Structure-Activity Relationship Studies of Nucleosugar Modification Patterns.","authors":"Hiroki Yamada, Hiroto Iwai, Fumitaka Hashiya, Yasuaki Kimura, Hiroshi Abe, Junichiro Yamamoto","doi":"10.1002/cbic.202400711","DOIUrl":"10.1002/cbic.202400711","url":null,"abstract":"Position-specific nucleoside sugar modifications have been shown to improve the translational activity and stability of chemically synthesized mRNA. For pharmaceutical applications of chemically modified mRNAs, a rapid purification methodology is imperative to identify the optimal modification pattern. However, while the chemical synthesis of mRNAs can be accomplished by splint ligation of oligonucleotide fragments, the current purification method for ligated mRNAs based on denaturing polyacrylamide gel electrophoresis tends to be time consuming. In this study, we developed a two-step affinity purification method for rapid sample preparation. In this method, ligated mRNA is captured by oligo dT magnetic beads and streptavidin magnetic beads with 3'-biotinylated oligo DNA, which are complementary to the 3'-poly(A) and 5' terminal sequences of the target mRNA, respectively. Therefore, the target mRNA can be isolated from a complex mixture of splint ligations. Using this method, six sugar-modified mRNAs were simultaneously purified, and the translational activities of these mRNAs were evaluated immediately after purification. The results demonstrate that this methodology is suitable for the rapid preparation of various chemically synthesized mRNAs to identify their optimal modification patterns.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400711"},"PeriodicalIF":2.6,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142612918","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

NAD(P)-Dependent Glucose Dehydrogenases: Underestimated Multifunctional Biocatalysts. NAD(P)-Dependent 葡萄糖脱氢酶：被低估的多功能生物催化剂。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-12 DOI: 10.1002/cbic.202400716

Rohit Kumar, Samantha J Tambrini, Guangde Jiang

引用次数: 0

Enhanced Molecular Imaging through a Versatile Peptide Nanofiber for Self-Assembly and Precise Recognition. 通过自组装和精确识别的多功能肽纳米纤维增强分子成像。

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-12 DOI: 10.1002/cbic.202400753

Limin Zhang, Jinge Zhao, Bokai Ma, Xin Wang, Jian Zhang, Weizhi Wang

{"title":"Enhanced Molecular Imaging through a Versatile Peptide Nanofiber for Self-Assembly and Precise Recognition.","authors":"Limin Zhang, Jinge Zhao, Bokai Ma, Xin Wang, Jian Zhang, Weizhi Wang","doi":"10.1002/cbic.202400753","DOIUrl":"10.1002/cbic.202400753","url":null,"abstract":"Designing molecules for multivalent targeting of specific disease markers can enhance binding stability which is critical in molecular imaging and targeted therapy. Through rational molecular design, the nanostructures formed by self-assembly of targeting peptides are expected to achieve multivalent targeting by increasing the density of recognition ligands. However, the balance between targeting peptide self-assembly and molecular recognition remains elusive. In this study, we designed a targeting-peptide-based imaging probe system TAP which consist of the signal unit, the recognition motif, the assembly motif and a Pro-leverage. It is verified that TAP could specifically binds to PD-L1-positive tumor cells in a multivalent manner to produce biological effects, and could also be combined with imaging probes through unique self-assembly strategies. By the balance between the peptide self-assembly and targeting recognition, the specificity and stability can be improved while the accumulation capacity of the probes at the tumor site can be greatly enhanced compared with the conventional strategy, thus reducing side effects, providing an effective tool for diagnostic and therapeutic integration of tumors.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400753"},"PeriodicalIF":2.6,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142612902","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

Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts. 阴离子和取代基对螺吡喃盐光谱动力学和生物特性的影响

IF 2.6 4区生物学

ChemBioChem Pub Date : 2024-11-12 DOI: 10.1002/cbic.202400800

Artem D Pugachev, Anastasiia S Kozlenko, Marina A Sazykina, Ivan S Sazykin, Irina A Rostovtseva, Nadezhda I Makarova, Gennady S Borodkin, Valery V Tkachev, Andrei N Utenyshev, Oleg P Demidov, Alexey E Matukhno, Arina M Ponyatovskaya, Tatiana N Azhogina, Shorena K Karchava, Maria V Klimova, Sergey M Aldoshin, Anatoly V Metelitsa, Ilya V Ozhogin

{"title":"Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts.","authors":"Artem D Pugachev, Anastasiia S Kozlenko, Marina A Sazykina, Ivan S Sazykin, Irina A Rostovtseva, Nadezhda I Makarova, Gennady S Borodkin, Valery V Tkachev, Andrei N Utenyshev, Oleg P Demidov, Alexey E Matukhno, Arina M Ponyatovskaya, Tatiana N Azhogina, Shorena K Karchava, Maria V Klimova, Sergey M Aldoshin, Anatoly V Metelitsa, Ilya V Ozhogin","doi":"10.1002/cbic.202400800","DOIUrl":"10.1002/cbic.202400800","url":null,"abstract":"Spiropyran salts containing a cationic vinyl-3H-indolium moiety are characterized by NIR absorption and fluorescence of their merocyanine forms. This feature makes them promising fluorescent probes and markers for bioimaging. The article focuses on the synthesis and study of the spectral, kinetic and toxic characteristics of such compounds with respect to various substituents in different moieties and the type of anion. A detailed analysis of the acquired data made it possible to draw some important conclusions regarding the influence of structural factors, which will be very useful for the further rational design of such derivatives. In particular, it was shown that the counterion has minimal effect on the spectral and kinetic characteristics of the dyes but dramatically affects the toxicity of the compounds. Following selection of the most appropriate compounds, bioimaging experiments were carried out to visualize planktonic bacteria and bacterial biofilms of E. coli and A. calcoaceticus. The ability to visualize biofilms is critical for the diagnosis of chronic diseases. By the results of molecular docking a theoretical interaction pattern between spiropyran molecules and DNA was proposed.","PeriodicalId":140,"journal":{"name":"ChemBioChem","volume":" ","pages":"e202400800"},"PeriodicalIF":2.6,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142612896","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