• 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

DMAQ“笼锁”基团的单光子和双光子灵敏度的取代效应。

Substitution effect on the one- and two-photon sensitivity of DMAQ "caging" groups.

机构信息

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, Université Paris Descartes, France.

出版信息

Org Lett. 2012 Dec 21;14(24):6366-9. doi: 10.1021/ol3031704. Epub 2012 Dec 6.

DOI:10.1021/ol3031704
PMID:23214948
Abstract

The systematic SAR study of a "caging" group showed a strong influence of the position of the donor dimethylamino group on the efficiency of photolysis of the DMAQ (2-hydroxymethylene-(N,N-dimethylamino)quinoline) caged acetate under one-photon near-UV or two-photon near-IR excitation. Photorelease of l-glutamate by the most efficient 8-DMAQ derivative strongly and efficiently activated glutamate receptors, generating large, fast rising responses similar to those elicited by glutamate photoreleased from the widely used MNI-caged glutamate.

摘要

“笼锁”基团的系统 SAR 研究表明,供体二甲氨基的位置对 DMAQ(2-羟亚甲基-(N,N-二甲基氨基)喹啉)笼锁乙酸盐在单光子近 UV 或双光子近 IR 激发下光解效率有强烈影响。最有效的 8-DMAQ 衍生物的光释放谷氨酸强烈且有效地激活了谷氨酸受体,产生了类似于从广泛使用的 MNI-笼锁谷氨酸光释放的谷氨酸所引发的大、快速上升的反应。

相似文献

1
Substitution effect on the one- and two-photon sensitivity of DMAQ "caging" groups.DMAQ“笼锁”基团的单光子和双光子灵敏度的取代效应。
Org Lett. 2012 Dec 21;14(24):6366-9. doi: 10.1021/ol3031704. Epub 2012 Dec 6.
2
Substituent effects on the sensitivity of a quinoline photoremovable protecting group to one- and two-photon excitation.取代基对喹啉光可移除保护基对单光子和双光子激发的敏感性的影响。
J Org Chem. 2009 Feb 20;74(4):1721-9. doi: 10.1021/jo802658a.
3
Two-photon "caging" groups: effect of position isomery on the photorelease properties of aminoquinoline-derived photolabile protecting groups.双光子“笼蔽”基团:位置异构对氨基喹啉衍生光不稳定保护基团光解性质的影响。
Org Lett. 2015 Feb 6;17(3):402-5. doi: 10.1021/ol5035035. Epub 2015 Jan 27.
4
New caged neurotransmitter analogs selective for glutamate receptor sub-types based on methoxynitroindoline and nitrophenylethoxycarbonyl caging groups.基于甲氧基硝吲哚和硝基苯氧羰基笼状基团的新型笼状神经递质类似物,对谷氨酸受体亚型具有选择性。
Neuropharmacology. 2012 Sep;63(4):624-34. doi: 10.1016/j.neuropharm.2012.05.010. Epub 2012 May 17.
5
Quinoline-derived two-photon sensitive quadrupolar probes.喹啉衍生的双光子敏感四极探针。
Org Biomol Chem. 2014 Dec 28;12(48):9899-908. doi: 10.1039/c4ob01551g.
6
Styryl conjugated coumarin caged alcohol: efficient photorelease by either one-photon long wavelength or two-photon NIR excitation.苯乙烯基共轭香豆素笼状醇:通过单光子长波长或双光子近红外激发的高效光释放。
Org Lett. 2012 Jan 20;14(2):572-5. doi: 10.1021/ol203188h. Epub 2011 Dec 27.
7
Synthesis of a caged glutamate for efficient one- and two-photon photorelease on living cells.用于活细胞上高效单光子和双光子光释放的笼形谷氨酸的合成。
Chem Commun (Camb). 2005 Aug 7(29):3664-6. doi: 10.1039/b504922a. Epub 2005 Jun 13.
8
New photoremovable protecting groups for carboxylic acids with high photolytic efficiencies at near-UV irradiation. Application to the photocontrolled release of L-glutamate.用于羧酸的新型光可去除保护基团,在近紫外光照射下具有高光解效率。应用于L-谷氨酸的光控释放。
Chembiochem. 2006 Nov;7(11):1690-5. doi: 10.1002/cbic.200600111.
9
Synthesis and two-photon photolysis of 6-(ortho-nitroveratryl)-caged IP3 in living cells.6-(邻硝基藜芦基)-笼形肌醇三磷酸在活细胞中的合成与双光子光解
Chembiochem. 2006 Jan;7(1):174-80. doi: 10.1002/cbic.200500345.
10
Caged glutamates with π-extended 1,2-dihydronaphthalene chromophore: design, synthesis, two-photon absorption property, and photochemical reactivity.具有π-扩展1,2-二氢萘发色团的笼状谷氨酸:设计、合成、双光子吸收特性及光化学反应性
J Org Chem. 2014 Sep 5;79(17):7822-30. doi: 10.1021/jo501425p. Epub 2014 Aug 13.

引用本文的文献

1
Breaking Bonds by Light: The Absorbance-Fragmentation Paradox.光致断键:吸光度-碎片化悖论
Chemistry. 2025 Aug 18;31(46):e01839. doi: 10.1002/chem.202501839. Epub 2025 Jul 22.
2
The Quinoline Photoremovable Group (PPG) Platform-A Medicinal Chemist's Approach for Photocage Development and Applications.喹啉光可去除基团(PPG)平台——药物化学家开发和应用光笼的方法。
Med Res Rev. 2025 Sep;45(5):1423-1451. doi: 10.1002/med.22111. Epub 2025 Apr 12.
3
A Transfer Hydrogenation Approach to Activity-Based Sensing of Formate in Living Cells.
一种基于转移氢化的活细胞中甲酸盐活性感应方法。
J Am Chem Soc. 2024 Apr 3;146(13):8865-8876. doi: 10.1021/jacs.3c09735. Epub 2024 Mar 12.
4
Synthesis, Electrochemical and Spectroscopic Characterization of Selected Quinolinecarbaldehydes and Their Schiff Base Derivatives.合成、电化学和光谱学表征选定的喹啉醛及其席夫碱衍生物。
Molecules. 2020 Apr 28;25(9):2053. doi: 10.3390/molecules25092053.
5
Dual-wavelength efficient two-photon photorelease of glycine by π-extended dipolar coumarins.通过π-扩展偶极香豆素实现甘氨酸的双波长高效双光子光释放
Chem Sci. 2019 Mar 13;10(15):4209-4219. doi: 10.1039/c9sc00148d. eCollection 2019 Apr 21.
6
Design of a ratiometric two-photon probe for imaging of hypochlorous acid (HClO) in wounded tissues.用于创伤组织中次氯酸(HClO)成像的比率型双光子探针的设计。
Chem Sci. 2018 May 18;9(28):6035-6040. doi: 10.1039/c8sc01697f. eCollection 2018 Jul 28.
7
Quinoline-Derived Two-Photon-Sensitive Octupolar Probes.喹啉衍生的双光子敏感八极探针。
ChemistryOpen. 2017 Jul 20;6(5):660-667. doi: 10.1002/open.201700097. eCollection 2017 Oct.
8
Two-photon sensitive protecting groups operating intramolecular electron transfer: uncaging of GABA and tryptophan.通过分子内电子转移起作用的双光子敏感保护基团:γ-氨基丁酸和色氨酸的光解作用
Chem Sci. 2015 Apr 16;6(4):2419-2426. doi: 10.1039/c4sc03775h. Epub 2015 Feb 3.
9
Dual Behavior of Iodine Species in Condensation of Anilines and Vinyl Ethers Affording 2-Methylquinolines.碘物种在苯胺与乙烯基醚缩合生成2-甲基喹啉反应中的双重行为
Molecules. 2016 Jun 25;21(7):827. doi: 10.3390/molecules21070827.