Bioconjugate Chemistry最新文献

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IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
Cong Peng, Haopeng Luan, Qisong Shang, Wei Xiang, Parhat Yasin and Xinghua Song*, 
{"title":"","authors":"Cong Peng, Haopeng Luan, Qisong Shang, Wei Xiang, Parhat Yasin and Xinghua Song*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.5c00062","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390723","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
Caitlin Fawcett, Joe Watson, Stephen Richards, Alfred E. Doherty, Hikaru Seki, Elizabeth A. Love, Charlotte H. Coles, Diane M. Coe and Craig Jamieson*, 
{"title":"","authors":"Caitlin Fawcett, Joe Watson, Stephen Richards, Alfred E. Doherty, Hikaru Seki, Elizabeth A. Love, Charlotte H. Coles, Diane M. Coe and Craig Jamieson*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.5c00095","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390724","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mitigating Cannabidiol's Non-Selective Cytotoxicity via Subcellular Organelle Targeting: Exploring Mitochondrial Targeting Potential. 通过亚细胞细胞器靶向减轻大麻二酚的非选择性细胞毒性:探索线粒体靶向潜力。
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21 Epub Date: 2025-04-08 DOI: 10.1021/acs.bioconjchem.5c00012
Genglian Liu, Ru Li, Jingwei Gao, Cong Lin, Hongyuan Li, Yinghua Peng, Hongshuang Wang, Xiaohui Wang
{"title":"Mitigating Cannabidiol's Non-Selective Cytotoxicity via Subcellular Organelle Targeting: Exploring Mitochondrial Targeting Potential.","authors":"Genglian Liu, Ru Li, Jingwei Gao, Cong Lin, Hongyuan Li, Yinghua Peng, Hongshuang Wang, Xiaohui Wang","doi":"10.1021/acs.bioconjchem.5c00012","DOIUrl":"10.1021/acs.bioconjchem.5c00012","url":null,"abstract":"<p><p>Cannabidiol (CBD), a phytocannabinoid from <i>Cannabis sativa</i>, is renowned for its nonpsychoactive properties and therapeutic potential. However, its clinical application is limited by nonselective cytotoxicity, affecting microglia, oligodendrocytes, and other cells. To address this, subcellular organelle-targeting strategies were explored to minimize off-target effects and enhance CBD's therapeutic index. Three organelle-specific conjugates targeting mitochondria, endoplasmic reticulum, and lysosomes were synthesized. Among these, the mitochondria-targeting triphenylphosphonium (TPP)-modified CBD conjugates demonstrated reduced cytotoxicity and enhanced anti-inflammatory activity. Further optimization identified a four-carbon ether chain linker (<b>CBD-TPP-C4</b>) that increased antineuroinflammatory activity by 3-fold and reduced cytotoxicity by 1.6-fold, compared to unmodified CBD. <b>CBD-TPP-C4</b> also elevated mitochondrial ATP levels in vitro, improved mitochondrial morphology and locomotor function in <i>Caenorhabditis elegans</i>, and potentiated morphine analgesia in mice. These findings highlight subcellular targeting as a promising strategy to enhance CBD's safety and efficacy, paving the way for improved therapeutic applications.</p>","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":" ","pages":"980-992"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143801984","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Comparative Study of Click Handle Stability in Common Ligation Conditions. 常用结扎条件下点击手柄稳定性的比较研究。
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21 Epub Date: 2025-04-27 DOI: 10.1021/acs.bioconjchem.5c00095
Caitlin Fawcett, Joe Watson, Stephen Richards, Alfred E Doherty, Hikaru Seki, Elizabeth A Love, Charlotte H Coles, Diane M Coe, Craig Jamieson
{"title":"Comparative Study of Click Handle Stability in Common Ligation Conditions.","authors":"Caitlin Fawcett, Joe Watson, Stephen Richards, Alfred E Doherty, Hikaru Seki, Elizabeth A Love, Charlotte H Coles, Diane M Coe, Craig Jamieson","doi":"10.1021/acs.bioconjchem.5c00095","DOIUrl":"10.1021/acs.bioconjchem.5c00095","url":null,"abstract":"<p><p>Click chemistry efficiently ligates molecular building blocks in a robust and high-yielding manner and has found major application in the rapid modification of important molecular actors in biological systems. However, the high reactivity of click handles often correlates with decreased stability, which presents a significant challenge in the practical application of these systems. In the current study, we describe a survey of the stability of commonly deployed click manifolds across a range of widely used ligation conditions. Incompatible click handle and ligation condition combinations are identified, with kinetic half-lives and side products of each undesired reaction determined, including the assessment of stability over extended periods and in a protein environment. This data set provides researchers with a roadmap to expediently determine the most appropriate click reaction conditions for any given bioorthogonal application, thus elevating the probability of success of procedures that utilize click chemistry.</p>","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":" ","pages":"1054-1065"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12100641/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143954282","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Novel Approaches to Label the Surface of S. aureus with DBCO for Click Chemistry-Mediated Deposition of Sensitive Cargo 用DBCO标记金黄色葡萄球菌表面的新方法用于点击化学介导的敏感货物沉积
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21 DOI: 10.1021/acs.bioconjchem.4c0057510.1021/acs.bioconjchem.4c00575
Tsvetelina H. Baryakova, Chia-Chien Hsu, Laura Segatori and Kevin J. McHugh*, 
{"title":"Novel Approaches to Label the Surface of S. aureus with DBCO for Click Chemistry-Mediated Deposition of Sensitive Cargo","authors":"Tsvetelina H. Baryakova,&nbsp;Chia-Chien Hsu,&nbsp;Laura Segatori and Kevin J. McHugh*,&nbsp;","doi":"10.1021/acs.bioconjchem.4c0057510.1021/acs.bioconjchem.4c00575","DOIUrl":"https://doi.org/10.1021/acs.bioconjchem.4c00575https://doi.org/10.1021/acs.bioconjchem.4c00575","url":null,"abstract":"<p >The strain-promoted alkyne–azide cycloaddition (SPAAC) reaction can be used to modify the surface of bacteria for a variety of applications including drug delivery, biosensing, and imaging. This is usually accomplished by first installing a small azide group within the peptidoglycan and then delivering exogenous cargo (e.g., a protein or nanoparticle) modified with a cyclooctyne group, such as dibenzocyclooctyne (DBCO), for <i>in situ</i> conjugation. However, DBCO is comparatively bulky and hydrophobic, increasing the propensity of some payloads to aggregate. In this study, we sought to invert this paradigm by exploring two novel strategies for incorporating DBCO into the peptidoglycan of <i>Staphylococcus aureus</i> and compared them to an established approach using DBCO-vancomycin. We demonstrate that DBCO-modified small molecules belonging to all three classes─a sortase peptide substrate (LPETG), two <span>d</span>-alanine derivatives, and vancomycin─can selectively label the <i>S. aureus</i> surface to varying degrees. In contrast to DBCO-vancomycin, the DBCO–<span>d</span>-alanine variants do not adversely affect the growth of <i>S. aureus</i> or lead to off-target labeling or toxicity in HEK293T or RAW 264.7 cells. Finally, we show that, unlike IgG3-Fc labeled with DBCO groups, IgG3-Fc labeled with azide groups is stable (i.e., remains water-soluble) under normal storage conditions, retains its ability to bind the immune receptor CD64, and can be successfully attached to the surface of DBCO-modified <i>S. aureus</i>. We believe that the labeling strategies explored herein will expand the paradigm of specific, nontoxic SPAAC-mediated labeling of the surface of <i>S. aureus</i> and other Gram-positive bacteria, opening the door for new applications using azide-modified cargo.</p>","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 6","pages":"1157–1168 1157–1168"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144305897","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
In Silico-Driven THIOMAB Approach for Stable PROTAC Conjugates by Docking Payloads in Antibody Cavities. 通过对接有效载荷在抗体腔中稳定PROTAC偶联物的硅驱动THIOMAB方法。
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21 Epub Date: 2025-04-08 DOI: 10.1021/acs.bioconjchem.4c00588
Shiwei Song, Yahui Liu, Jiaqi Liu, Wanyi Tai
{"title":"<i>In Silico</i>-Driven THIOMAB Approach for Stable PROTAC Conjugates by Docking Payloads in Antibody Cavities.","authors":"Shiwei Song, Yahui Liu, Jiaqi Liu, Wanyi Tai","doi":"10.1021/acs.bioconjchem.4c00588","DOIUrl":"10.1021/acs.bioconjchem.4c00588","url":null,"abstract":"<p><p>The heterobifunctional proteolysis targeting chimeras (PROTACs) are a class of emerging therapeutic modalities that enable selective degradation of target proteins in cells. As antibody payloads, they offer several advantages compared to conventional chemical toxins, such as catalytic nature, potent and long-lasting activity, and precise selectivity to avoid systemic toxicity. However, the relatively large size and high hydrophobicity of these chimeric payloads may result in challenging the stability of antibodies, which complicates the in vivo performance. In this work, we use the highly hydrophobic GNE-987 as model PROTAC to evaluate a THIOMAB approach for mitigating the conjugate's hydrophobicity while maintaining the therapeutic potency. We describe an <i>in silico</i> method to select the less hydrophobic site in an antibody and employ the stable tetrapeptide-aminomethoxy linker to conjugate the PROTAC payloads. The resulting degrader-antibody conjugate (J591 DAC) displays antigen-dependent BRD4 degradation and potent cytotoxic activity in PSMA-positive cancer cells. Finally, this DAC, bearing two highly hydrophobic PROTACs, also exhibits a long blood retention and strong antitumor efficacy in mouse models, likely owing to the homogeneous and stable conjugation from the THIOMAB approach. This work provides an example of the design and construction of antibody conjugates with highly hydrophobic payloads.</p>","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":" ","pages":"960-970"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143801955","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
Shiwei Song, Yahui Liu, Jiaqi Liu and Wanyi Tai*, 
{"title":"","authors":"Shiwei Song,&nbsp;Yahui Liu,&nbsp;Jiaqi Liu and Wanyi Tai*,&nbsp;","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.4c00588","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390710","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
Célia Sahli,  and ,  Kenry*, 
{"title":"","authors":"Célia Sahli,&nbsp; and ,&nbsp; Kenry*,&nbsp;","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.4c00584","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390720","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
Stanley Sweeney-Lasch*, Marie Quillmann, Jens Hannewald, Stephan Dickgiesser, Nicolas Rasche, Min Shan, Carl Deutsch, Stefan Hecht, Jan Anderl, Harald Kolmar and Birgit Piater, 
{"title":"","authors":"Stanley Sweeney-Lasch*,&nbsp;Marie Quillmann,&nbsp;Jens Hannewald,&nbsp;Stephan Dickgiesser,&nbsp;Nicolas Rasche,&nbsp;Min Shan,&nbsp;Carl Deutsch,&nbsp;Stefan Hecht,&nbsp;Jan Anderl,&nbsp;Harald Kolmar and Birgit Piater,&nbsp;","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.bioconjchem.4c00579","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390721","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
IF 4 2区 化学
Bioconjugate Chemistry Pub Date : 2025-05-21
{"title":"","authors":"","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":29,"journal":{"name":"Bioconjugate Chemistry","volume":"36 5","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":4.0,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/bcv036i005_1937753","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144390722","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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