用于选择性生物硫醇传感和生物成像的氨基对苯二甲酸基单苯荧光团含氨基酯和脂类

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC
Ankita Sinha , Subhadeep Banerjee , Arka Bagchi , Sumiran Kasturi , Arnab Banerjee
{"title":"用于选择性生物硫醇传感和生物成像的氨基对苯二甲酸基单苯荧光团含氨基酯和脂类","authors":"Ankita Sinha ,&nbsp;Subhadeep Banerjee ,&nbsp;Arka Bagchi ,&nbsp;Sumiran Kasturi ,&nbsp;Arnab Banerjee","doi":"10.1002/ajoc.202500040","DOIUrl":null,"url":null,"abstract":"<div><div>We report here the preparation of eight new AmTN SBFs which feature amino esters with an N‐terminal fluorophore and also lipophilic dyes, consisting of a push‐pull AmTN moiety. Spectrofluorimetric and NMR titration investigations reveal the preference of the terephthalonitirle ring in mono AmTNs towards rapid sensing of N‐acetyl cysteine, as opposed to the dipeptide carnosine. This has significance in the field of bioanalysis whereby the AmTNs could show their potential as thiol sensing platforms. Also, one of the lipophilic green emissive AmTNs featuring two cyclohexyl units proved its worth in fluorescence imaging using C2 C12 cells, where it localized electively inside the cell cytoplasm at concentration of 1 μM.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 5","pages":"Article e202500040"},"PeriodicalIF":2.8000,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Amino‐Terephthalonitrile Based Single Benzene Fluorophores Bearing Amino Esters and Lipids for Selective Biothiol Sensing and Bioimaging\",\"authors\":\"Ankita Sinha ,&nbsp;Subhadeep Banerjee ,&nbsp;Arka Bagchi ,&nbsp;Sumiran Kasturi ,&nbsp;Arnab Banerjee\",\"doi\":\"10.1002/ajoc.202500040\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We report here the preparation of eight new AmTN SBFs which feature amino esters with an N‐terminal fluorophore and also lipophilic dyes, consisting of a push‐pull AmTN moiety. Spectrofluorimetric and NMR titration investigations reveal the preference of the terephthalonitirle ring in mono AmTNs towards rapid sensing of N‐acetyl cysteine, as opposed to the dipeptide carnosine. This has significance in the field of bioanalysis whereby the AmTNs could show their potential as thiol sensing platforms. Also, one of the lipophilic green emissive AmTNs featuring two cyclohexyl units proved its worth in fluorescence imaging using C2 C12 cells, where it localized electively inside the cell cytoplasm at concentration of 1 μM.</div></div>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 5\",\"pages\":\"Article e202500040\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2025-05-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2193580725001060\",\"RegionNum\":4,\"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":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725001060","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

我们在这里报道了八种新的AmTN SBFs的制备,其特征是氨基酯具有N端荧光基团和亲脂性染料,由推拉AmTN部分组成。荧光光谱和核磁共振滴定研究表明,相对于二肽肌肽,单链AmTNs中的对苯二甲酸环更倾向于快速检测N -乙酰半胱氨酸。这在生物分析领域具有重要意义,其中amtn可以显示其作为硫醇传感平台的潜力。此外,一种具有两个环己基单位的亲脂性绿色发射AmTNs在C2 C12细胞的荧光成像中也证明了它的价值,它在浓度为1 μM时选择性地定位在细胞质内。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Amino‐Terephthalonitrile Based Single Benzene Fluorophores Bearing Amino Esters and Lipids for Selective Biothiol Sensing and Bioimaging
We report here the preparation of eight new AmTN SBFs which feature amino esters with an N‐terminal fluorophore and also lipophilic dyes, consisting of a push‐pull AmTN moiety. Spectrofluorimetric and NMR titration investigations reveal the preference of the terephthalonitirle ring in mono AmTNs towards rapid sensing of N‐acetyl cysteine, as opposed to the dipeptide carnosine. This has significance in the field of bioanalysis whereby the AmTNs could show their potential as thiol sensing platforms. Also, one of the lipophilic green emissive AmTNs featuring two cyclohexyl units proved its worth in fluorescence imaging using C2 C12 cells, where it localized electively inside the cell cytoplasm at concentration of 1 μM.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信