{"title":"Metathesis Depolymerization of a Fluorogenic Self-Immolative Polymer","authors":"Gavin J. Giardino, Jia Niu","doi":"10.1021/acsmacrolett.5c00192","DOIUrl":null,"url":null,"abstract":"We report a self-immolative polymer (SIP) that generates a fluorescent response upon metathesis depolymerization. Functionally distinct from other degradable polymers, SIPs offer the ability to release many subunits per one signal molecule, making them advantageous for a variety of applications such as molecular detection and signal amplification. Utilizing robust copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) chemistry to orthogonally functionalize alkynes, fluorophore coumarin and quencher 4-((4-(dimethylamino)phenyl)azo) (DABCYL) were efficiently installed as side chains on the SIP. The depolymerization mediated by Grubbs 3rd-generation (G3) organoruthenium initiator enabled a fluorescence turn-on response under nanomolar SIP concentrations. To demonstrate the utility of the fluorogenic SIP, we showed a temperature-dependent fluorescence turn-on of this metathesis-triggered SIP using a thermally responsive Grubbs 2nd-generation (G2) organoruthenium initiator.","PeriodicalId":18,"journal":{"name":"ACS Macro Letters","volume":"30 1","pages":""},"PeriodicalIF":5.1000,"publicationDate":"2025-04-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Macro Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acsmacrolett.5c00192","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
引用次数: 0
Abstract
We report a self-immolative polymer (SIP) that generates a fluorescent response upon metathesis depolymerization. Functionally distinct from other degradable polymers, SIPs offer the ability to release many subunits per one signal molecule, making them advantageous for a variety of applications such as molecular detection and signal amplification. Utilizing robust copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) chemistry to orthogonally functionalize alkynes, fluorophore coumarin and quencher 4-((4-(dimethylamino)phenyl)azo) (DABCYL) were efficiently installed as side chains on the SIP. The depolymerization mediated by Grubbs 3rd-generation (G3) organoruthenium initiator enabled a fluorescence turn-on response under nanomolar SIP concentrations. To demonstrate the utility of the fluorogenic SIP, we showed a temperature-dependent fluorescence turn-on of this metathesis-triggered SIP using a thermally responsive Grubbs 2nd-generation (G2) organoruthenium initiator.
期刊介绍:
ACS Macro Letters publishes research in all areas of contemporary soft matter science in which macromolecules play a key role, including nanotechnology, self-assembly, supramolecular chemistry, biomaterials, energy generation and storage, and renewable/sustainable materials. Submissions to ACS Macro Letters should justify clearly the rapid disclosure of the key elements of the study. The scope of the journal includes high-impact research of broad interest in all areas of polymer science and engineering, including cross-disciplinary research that interfaces with polymer science.
With the launch of ACS Macro Letters, all Communications that were formerly published in Macromolecules and Biomacromolecules will be published as Letters in ACS Macro Letters.