• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

用于蛋白质标记的具有末端羧基的异鲁米诺衍生物的合成。

Synthesis of isoluminol derivatives with a terminal carboxyl group for protein labelling.

作者信息

Ma Qiao, Liu Lei, Luo Chunfeng, Wu Yue, Qin Fengshu, Du Kai

机构信息

Shenzhen New Industries Biomedical Engineering Co., Ltd, Reagent Key Raw Materials R&D and Production Center Pingshan District Shenzhen Guangdong 518122 P. R. China

出版信息

RSC Adv. 2025 May 28;15(22):17776-17780. doi: 10.1039/d5ra00677e. eCollection 2025 May 21.

DOI:10.1039/d5ra00677e
PMID:40438896
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12117363/
Abstract

-(4-Aminobutyl)--ethylisoluminol (ABEI) as an efficient label is widely used in automated immunoassays, yet the labelling process of ABEI onto biomacromolecules like proteins is not straightforward as the transformation of an amino group into a carboxyl group is needed. We report the synthesis of isoluminol derivatives with a terminal carboxyl group for protein labelling. And also, an -hydroxysuccinimide active ester of carboxylic acid as a direct protein labelling reagent was isolated with high purity. This labelling reagent was proved to have good chemiluminescence efficiency, be stable and possess high labelling efficacy with BSA. The introduction of the propyl sulfonic group as a hydrophilic functional group increased not only water solubility but also the chemiluminescence quantum yields. In addition, non-specific binding of magnetic microparticles was also decreased notably when water soluble labelling reagents were used.

摘要

(4-氨基丁基)-N-乙基异鲁米诺(ABEI)作为一种高效标记物,广泛应用于自动化免疫分析中。然而,将ABEI标记到蛋白质等生物大分子上的过程并不简单,因为需要将氨基转化为羧基。我们报道了用于蛋白质标记的具有末端羧基的异鲁米诺衍生物的合成。此外,还分离出了高纯度的羧酸N-羟基琥珀酰亚胺活性酯作为直接蛋白质标记试剂。该标记试剂被证明具有良好的化学发光效率、稳定性,并且对牛血清白蛋白具有高标记效率。引入丙基磺酸基团作为亲水性官能团,不仅增加了水溶性,还提高了化学发光量子产率。此外,使用水溶性标记试剂时,磁性微粒的非特异性结合也显著降低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/5c4ddc73e0be/d5ra00677e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/bb2a6565a985/d5ra00677e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/329b946ffdec/d5ra00677e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/7b7123e0a57d/d5ra00677e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/046e42ab94e2/d5ra00677e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/0671b0145b25/d5ra00677e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/5c4ddc73e0be/d5ra00677e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/bb2a6565a985/d5ra00677e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/329b946ffdec/d5ra00677e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/7b7123e0a57d/d5ra00677e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/046e42ab94e2/d5ra00677e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/0671b0145b25/d5ra00677e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0bad/12117363/5c4ddc73e0be/d5ra00677e-f4.jpg

相似文献

1
Synthesis of isoluminol derivatives with a terminal carboxyl group for protein labelling.用于蛋白质标记的具有末端羧基的异鲁米诺衍生物的合成。
RSC Adv. 2025 May 28;15(22):17776-17780. doi: 10.1039/d5ra00677e. eCollection 2025 May 21.
2
A graphene-based composite material noncovalently functionalized with a chemiluminescence reagent: synthesis and intrinsic chemiluminescence activity.基于石墨烯的复合非共价功能化化学发光试剂材料:合成及本征化学发光活性。
Chem Commun (Camb). 2012 Mar 18;48(23):2894-6. doi: 10.1039/c2cc17674b. Epub 2012 Feb 6.
3
Enhancement of the chemiluminescence of two isoluminol derivatives by nanoencapsulation with natural cyclodextrins.纳米包合天然环糊精增强两种异鲁米诺衍生物的化学发光。
J Phys Chem B. 2010 Aug 19;114(32):10541-9. doi: 10.1021/jp103546u.
4
N-(Aminobutyl)-N-(ethylisoluminol) and hemin dual-functionalized graphene hybrids with high chemiluminescence.N-(氨丁基)-N-(乙基异鲁米诺)和血红素双重功能化石墨烯杂交物具有高化学发光性。
Chem Commun (Camb). 2013 Oct 28;49(84):9794-6. doi: 10.1039/c3cc44765k.
5
Highly chemiluminescent gold nanopopcorns functionalized by N-(aminobutyl)-N-(ethylisoluminol) with lipoic acid as a co-stabilizing reagent.以硫辛酸作为共稳定剂,通过N-(氨基丁基)-N-(乙基异鲁米诺)功能化的高化学发光金纳米爆米花。
J Mater Chem B. 2013 Feb 21;1(7):970-977. doi: 10.1039/c2tb00375a. Epub 2012 Dec 6.
6
Highly Chemiluminescent Magnetic Beads for Label-Free Sensing of 2,4,6-Trinitrotoluene.用于 2,4,6-三硝基甲苯无标记传感的高化学发光磁性珠。
Anal Chem. 2017 Jul 5;89(13):7145-7151. doi: 10.1021/acs.analchem.7b01111. Epub 2017 Jun 15.
7
Chemiluminescent Nanogels as Intensive and Stable Signal Probes for Fast Immunoassay of SARS-CoV-2 Nucleocapsid Protein.化学发光纳米凝胶作为用于快速免疫测定新型冠状病毒核衣壳蛋白的强而稳定的信号探针
Anal Chem. 2022 Dec 13;94(49):17073-17080. doi: 10.1021/acs.analchem.2c03055. Epub 2022 Nov 30.
8
Evaluation of different progesterone-isoluminol conjugates for chemiluminescence immunoassay.用于化学发光免疫分析的不同孕酮-异鲁米诺缀合物的评估。
Clin Chim Acta. 1981 Sep;115(3):277-86. doi: 10.1016/0009-8981(81)90241-2.
9
Ultrasensitive label-free electrochemiluminescence immunosensor based on -(4-aminobutyl)--ethylisoluminol-functionalized graphene composite.基于-(4-氨基丁基)--乙基异鲁米诺功能化石墨烯复合材料的超灵敏无标记电化学发光免疫传感器。
Sci China Chem. 2015;58(3):425-432. doi: 10.1007/s11426-015-5320-2. Epub 2015 Jan 22.
10
Biothiols as chelators for preparation of N-(aminobutyl)-N-(ethylisoluminol)/Cu(2+) complexes bifunctionalized gold nanoparticles and sensitive sensing of pyrophosphate ion.生物硫醇作为螯合剂用于制备 N-(氨丁基)-N-(乙基异鲁米诺)/Cu(2+) 配合物双功能化金纳米粒子及对焦磷酸根离子的灵敏传感
ACS Appl Mater Interfaces. 2014 Oct 22;6(20):18104-11. doi: 10.1021/am504985w. Epub 2014 Oct 10.

本文引用的文献

1
Small-Molecule Fluorescent Probes for Binding- and Activity-Based Sensing of Redox-Active Biological Metals.用于基于结合和活性的氧化还原活性生物金属的小分子荧光探针。
Chem Rev. 2024 May 8;124(9):5846-5929. doi: 10.1021/acs.chemrev.3c00819. Epub 2024 Apr 24.
2
Small-molecule probes from bench to bedside: advancing molecular analysis of drug-target interactions toward precision medicine.从实验台到病床旁的小分子探针:推动药物-靶点相互作用的分子分析迈向精准医学。
Chem Soc Rev. 2023 Aug 14;52(16):5706-5743. doi: 10.1039/d3cs00056g.
3
A review: Small organic molecule dual/multi-organelle-targeted fluorescent probes.
综述:小分子双/多细胞器靶向荧光探针
Talanta. 2023 Jul 1;259:124529. doi: 10.1016/j.talanta.2023.124529. Epub 2023 Apr 7.
4
Radiolabelling small and biomolecules for tracking and monitoring.用于追踪和监测的小分子及生物分子放射性标记
RSC Adv. 2022 Nov 11;12(50):32383-32400. doi: 10.1039/d2ra06236d. eCollection 2022 Nov 9.
5
Recent development of small-molecule fluorescent probes based on phenothiazine and its derivates.基于吩噻嗪及其衍生物的小分子荧光探针的最新进展。
J Photochem Photobiol B. 2022 Sep;234:112528. doi: 10.1016/j.jphotobiol.2022.112528. Epub 2022 Jul 18.
6
Chemiluminescence for bioimaging and therapeutics: recent advances and challenges.用于生物成像和治疗的化学发光:最新进展与挑战。
Chem Soc Rev. 2020 Oct 7;49(19):6800-6815. doi: 10.1039/d0cs00348d. Epub 2020 Sep 15.
7
Mechanistic Insight into pH-Dependent Luminol Chemiluminescence in Aqueous Solution.机制洞察 pH 依赖型鲁米诺水溶液化学发光。
J Phys Chem B. 2020 Sep 3;124(35):7682-7693. doi: 10.1021/acs.jpcb.0c06301. Epub 2020 Aug 24.
8
Electrochemiluminescence Bioassays with a Water-Soluble Luminol Derivative Can Outperform Fluorescence Assays.水溶性鲁米诺衍生物的电化学发光生物分析比荧光分析更优越。
Angew Chem Int Ed Engl. 2018 Jan 8;57(2):408-411. doi: 10.1002/anie.201708630. Epub 2017 Dec 5.
9
Recent Advances in Electrochemiluminescence Analysis.电化学发光分析的最新进展
Anal Chem. 2017 Jan 3;89(1):358-371. doi: 10.1021/acs.analchem.6b04675. Epub 2016 Dec 13.
10
Synthesis and properties of chemiluminescent acridinium ester labels with fluorous tags.带有氟标签的化学发光吖啶酯标记物的合成与性质
Org Biomol Chem. 2014 Jun 21;12(23):3887-901. doi: 10.1039/c4ob00456f.