{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T14:09:53Z","timestamp":1789135793206,"version":"build-2803163510"},"reference-count":52,"publisher":"American Chemical Society (ACS)","issue":"9","license":[{"start":{"date-parts":[[2026,8,14]],"date-time":"2026-08-14T00:00:00Z","timestamp":1786665600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003977","name":"Israel Science Foundation","doi-asserted-by":"publisher","award":["890\/24"],"award-info":[{"award-number":["890\/24"]}],"id":[{"id":"10.13039\/501100003977","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Israel health ministry through the ERA NET\/JPIAMR mechanism","award":["3-18841"],"award-info":[{"award-number":["3-18841"]}]},{"name":"ADAMA Center for Novel Delivery Systems in Crop Protection"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,11]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Farnesol is a quorum-sensing sesquiterpene produced by Candida albicans that inhibits filamentation, a morphogenetic transition underlying fungal invasion and virulence. Notably, several farnesyl-derived sesquiterpenes bearing functional groups other than the original alcohol of farnesol have also been reported to suppress filamentation, indicating that this activity is not unique to farnesol itself but may instead reflect shared properties of the farnesyl scaffold. This observation prompted us to probe whether differences in the intracellular distribution of farnesyl-derived molecules might accompany differences in their morphogenesis-suppressing activity. To address this question, we synthesized two fluorescent farnesyl-derived probes, F-1 and F-2, together with dodecyl-chain analogues as controls. Both probes preserve the native farnesyl isoprenoid scaffold but differ in fluorophore identity, with F-1 labeled with a tetramethylrhodamine (TAMRA) dye and F-2 labeled with a 7-diethylaminocoumarin dye. Counterintuitively, in live C. albicans cells, F-1, despite bearing the more sterically demanding TAMRA dye, inhibited filamentation and displayed broad cytosolic distribution with enrichment along the tubular mitochondrial network. Inhibition by F-1 was reversed by exogenous dbcAMP, consistent with a mechanism like that of farnesol involving the Ras1-cAMP signaling pathway. In contrast, F-2 showed no antifilamentation activity and localized predominantly to cytosolic membranous compartments with irregular morphology. Notably, F-1 retained mitochondrial enrichment and filamentation-inhibitory activity in drug-resistant strains, and its intracellular accumulation at biologically active concentrations was not substantially diminished by enhanced efflux. Together, these findings demonstrate that chemical modification of farnesyl-derived sesquiterpenes, including incorporation of substituents with substantial molecular weight and steric bulk, can preserve morphogenesis-inhibitory activity. These results support a model in which the pleiotropic morphogenesis-inhibitory effects of farnesyl-derived compounds involve not only plasma membrane-associated signaling but also access to intracellular compartments, including mitochondria.<\/jats:p>","DOI":"10.1021\/acsinfecdis.6c00671","type":"journal-article","created":{"date-parts":[[2026,8,15]],"date-time":"2026-08-15T03:01:20Z","timestamp":1786762880000},"page":"3265-3275","source":"Crossref","is-referenced-by-count":0,"title":["Fluorescent\nFarnesyl-Derived Probes Reveal Distinct\nIntracellular Localization Associated with Morphogenesis Suppression\nin\n                    <i>Candida albicans<\/i>"],"prefix":"10.1021","volume":"12","author":[{"given":"Ivan","family":"Voronov","sequence":"first","affiliation":[{"name":"Tel Aviv University , , ,","place":["Tel Aviv, Israel, 6997801"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0005-3063-851X","authenticated-orcid":true,"given":"Melissa","family":"Shbeta","sequence":"additional","affiliation":[{"name":"Tel Aviv University , , ,","place":["Tel Aviv, Israel, 6997801"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2009-7490","authenticated-orcid":true,"given":"Micha","family":"Fridman","sequence":"additional","affiliation":[{"name":"Tel Aviv University , , ,","place":["Tel Aviv, Israel, 6997801"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,14]]},"reference":[{"key":"2026091109092702300_cit1","doi-asserted-by":"publisher","first-page":"293","DOI":"10.1007\/s11745-004-1233-3","article-title":"Isoprenoids: Remarkable Diversity of Form and Function","volume":"39","author":"Holstein","year":"2004","journal-title":"Lipids"},{"key":"2026091109092702300_cit2","doi-asserted-by":"publisher","first-page":"51","DOI":"10.1021\/cb500791f","article-title":"Protein Prenylation: Enzymes, Therapeutics,\nand Biotechnology\nApplications","volume":"10","author":"Palsuledesai","year":"2015","journal-title":"ACS Chem. 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Biol."},{"issue":"1","key":"2026091109092702300_cit5","doi-asserted-by":"publisher","first-page":"128","DOI":"10.1021\/jacsau.1c00426","article-title":"Determinants of\nMembrane Orientation Dynamics in Lipid-Modified\nSmall GTPases","volume":"2","author":"Prakash","year":"2022","journal-title":"JACS Au"},{"issue":"7","key":"2026091109092702300_cit6","doi-asserted-by":"publisher","first-page":"2982","DOI":"10.1128\/AEM.67.7.2982-2992.2001","article-title":"Quorum\nSensing in the Dimorphic Fungus Candida albicans Is Mediated by Farnesol","volume":"67","author":"Hornby","year":"2001","journal-title":"Appl. Environ. Microbiol."},{"issue":"8","key":"2026091109092702300_cit7","doi-asserted-by":"publisher","first-page":"743","DOI":"10.1016\/S1074-5521(03)00158-3","article-title":"Quorum Sensing in Candida albicans: Probing Farnesol\u2019s Mode of Action with 40 Natural and Synthetic\nFarnesol Analogs","volume":"10","author":"Shchepin","year":"2003","journal-title":"Chem. 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Environ. Microbiol."},{"issue":"8","key":"2026091109092702300_cit31","doi-asserted-by":"publisher","first-page":"4938","DOI":"10.1128\/AEM.71.8.4938-4940.2005","article-title":"Farnesol\nConcentrations Required to Block Germ Tube Formation in Candida albicans in the Presence and Absence of Serum","volume":"71","author":"Mosel","year":"2005","journal-title":"Appl. Environ. 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Agents Chemother."},{"issue":"4","key":"2026091109092702300_cit48","doi-asserted-by":"publisher","DOI":"10.1371\/journal.ppat.1000040","article-title":"Stimulation of\nChitin Synthesis Rescues Candida albicans from Echinocandins","volume":"4","author":"Walker","year":"2008","journal-title":"PLoS Pathog."},{"issue":"5","key":"2026091109092702300_cit49","doi-asserted-by":"publisher","first-page":"1197","DOI":"10.1046\/j.1365-2958.2002.02814.x","article-title":"A Common Drug-Responsive\nElement Mediates the Upregulation of the Candida albicans ABC Transporters CDR1 and CDR2, Two Genes Involved in Antifungal\nDrug Resistance","volume":"43","author":"Micheli","year":"2002","journal-title":"Mol. Microbiol."},{"issue":"7","key":"2026091109092702300_cit50","doi-asserted-by":"publisher","first-page":"1482","DOI":"10.1128\/AAC.41.7.1482","article-title":"Increased\nmRNA Levels of ERG16, CDR, and MDR1 Correlate with Increases in Azole\nResistance in Candida albicans Isolates\nfrom a Patient Infected with Human Immunodeficiency Virus","volume":"41","author":"White","year":"1997","journal-title":"Antimicrob. Agents Chemother."},{"issue":"10","key":"2026091109092702300_cit51","doi-asserted-by":"publisher","first-page":"3625","DOI":"10.1529\/biophysj.105.075408","article-title":"Competitive Binding\nof Cholesterol and Ergosterol to the Polyene Antibiotic Nystatin.\nA Fluorescence Study","volume":"90","author":"Silva","year":"2006","journal-title":"Biophys. 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