Lu Zhang , Xue Yao , Min Peng , Yu Ma , Yu Peng , Ya-Wen Wang
{"title":"一种基于hpq的近红外染料,用于ClO-的检测和细胞和小鼠肿瘤部位的原位准确成像。","authors":"Lu Zhang , Xue Yao , Min Peng , Yu Ma , Yu Peng , Ya-Wen Wang","doi":"10.1039/d4ob01599a","DOIUrl":null,"url":null,"abstract":"<div><div>A new fluorescent probe () with a large Stokes shift was designed and synthesized with 2-(2-hydroxyphenyl)-4(1<em>H</em>)-quinazolinone (HPQ) as the skeleton and <em>N</em>,<em>N</em>-dimethylthiocarbamate as the recognition site. It can detect hypochlorite ions (ClO<sup>−</sup>) through fluorescence spectroscopy based on the excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) mechanism. The probe has the advantages of strong diffusion resistance, good photostability and selectivity, and high imaging contrast, and can be used for the detection of ClO<sup>−</sup>. Meanwhile, due to its low toxicity and good biocompatibility in living cells, can be used for the detection of endogenous and exogenous ClO<sup>−</sup> in HeLa cells as well as for long-term <em>in vivo</em> imaging in tumor mice.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 3","pages":"Pages 721-727"},"PeriodicalIF":2.7000,"publicationDate":"2024-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An HPQ-based near-infrared dye for the detection of ClO− and accurate imaging of cells and mouse tumor sites in situ†\",\"authors\":\"Lu Zhang , Xue Yao , Min Peng , Yu Ma , Yu Peng , Ya-Wen Wang\",\"doi\":\"10.1039/d4ob01599a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A new fluorescent probe () with a large Stokes shift was designed and synthesized with 2-(2-hydroxyphenyl)-4(1<em>H</em>)-quinazolinone (HPQ) as the skeleton and <em>N</em>,<em>N</em>-dimethylthiocarbamate as the recognition site. It can detect hypochlorite ions (ClO<sup>−</sup>) through fluorescence spectroscopy based on the excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) mechanism. The probe has the advantages of strong diffusion resistance, good photostability and selectivity, and high imaging contrast, and can be used for the detection of ClO<sup>−</sup>. Meanwhile, due to its low toxicity and good biocompatibility in living cells, can be used for the detection of endogenous and exogenous ClO<sup>−</sup> in HeLa cells as well as for long-term <em>in vivo</em> imaging in tumor mice.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 3\",\"pages\":\"Pages 721-727\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-11-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052024010310\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024010310","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
An HPQ-based near-infrared dye for the detection of ClO− and accurate imaging of cells and mouse tumor sites in situ†
A new fluorescent probe () with a large Stokes shift was designed and synthesized with 2-(2-hydroxyphenyl)-4(1H)-quinazolinone (HPQ) as the skeleton and N,N-dimethylthiocarbamate as the recognition site. It can detect hypochlorite ions (ClO−) through fluorescence spectroscopy based on the excited-state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) mechanism. The probe has the advantages of strong diffusion resistance, good photostability and selectivity, and high imaging contrast, and can be used for the detection of ClO−. Meanwhile, due to its low toxicity and good biocompatibility in living cells, can be used for the detection of endogenous and exogenous ClO− in HeLa cells as well as for long-term in vivo imaging in tumor mice.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.