Deciphering the pH-dependence of ground- and excited-state equilibria of thienoguanine
文献信息
Pascal Didier, Jagannath Kuchlyan, Lara Martinez-Fernandez, Pauline Gosset, Jérémie Léonard, Yitzhak Tor, Roberto Improta, Yves Mély
The thienoguanine nucleobase (thGb) is an isomorphic fluorescent analogue of guanine. In aqueous buffer at neutral pH, thGb exists as a mixture of two ground-state H1 and H3 keto–amino tautomers with distinct absorption and emission spectra and high quantum yield. In this work, we performed the first systematic photophysical characterization of thGb as a function of pH (2 to 12). Steady-state and time-resolved fluorescence spectroscopies, supplemented with theoretical calculations, enabled us to identify three additional thGb forms, resulting from pH-dependent ground-state and excited-state reactions. Moreover, a thorough analysis allowed us to retrieve their individual absorption and emission spectra as well as the equilibrium constants which govern their interconversion. From these data, the complete photoluminescence pathway of thGb in aqueous solution and its dependence as a function of pH was deduced. As the identified forms differ by their spectra and fluorescence lifetime, thGb could be used as a probe for sensing local pH changes under acidic conditions.
期刊推荐

Mini-Reviews in Medicinal Chemistry

Advanced Engineering Materials

Journal of Enzyme inhibition and Medicinal Chemistry

Environmental Toxicology and Pharmacology

Molecular Diversity

Contact Lens & Anterior Eye

Current Pharmaceutical Biotechnology

Angewandte Chemie International Edition

Lab on a Chip

Green Chemistry
相关文献
An Sn-induced resonant level in β-As2Te3
Bartlomiej Wiendlocha, Jean-Baptiste Vaney, Christophe Candolfi, Anne Dauscher, Bertrand Lenoir, Janusz Tobola
DOI: 10.1039/C8CP00431E
Newly proposed proton-abstraction roundabout with backside attack mechanism for the SN2 reaction at the nitrogen center in F− + NH2Cl
Yongfang Li, Dunyou Wang
DOI: 10.1039/C8CP01201F
The reaction of fluorine atoms with methanol: yield of CH3O/CH2OH and rate constant of the reactions CH3O + CH3O and CH3O + HO2
Emmanuel Assaf, Coralie Schoemaecker, Luc Vereecken, Christa Fittschen
DOI: 10.1039/C7CP05770A
Voltage and partial pressure dependent defect chemistry in (La,Sr)FeO3−δ thin films investigated by chemical capacitance measurements
Alexander Schmid, Ghislain M. Rupp, Jürgen Fleig
DOI: 10.1039/C7CP07845E
H-Abstraction reactions by OH, HO2, O, O2 and benzyl radical addition to O2 and their implications for kinetic modelling of toluene oxidation
M. Pelucchi, C. Cavallotti, T. Faravelli, S. J. Klippenstein
DOI: 10.1039/C7CP07779C
Infrared laser dissociation of single megadalton polymer ions in a gated electrostatic ion trap: the added value of statistical analysis of individual events‡
Mohammad A. Halim, Christian Clavier, Xavier Dagany, Michel Kerleroux, Philippe Dugourd, Robert C. Dunbar, Rodolphe Antoine
DOI: 10.1039/C8CP00404H
Dynamical modes of two almost identical chemical oscillators connected via both pulsatile and diffusive coupling
DOI: 10.1039/C7CP08032H
Surface modification effects on defect-related photoluminescence in colloidal CdS quantum dots
TaeGi Lee, Kunio Shimura, DaeGwi Kim
DOI: 10.1039/C7CP07812A
A tethered bilayer lipid membrane that mimics microbial membranes
Jakob Andersson, Melanie A. Fuller, Kathleen Wood, Stephen A. Holt, Ingo Köper
DOI: 10.1039/C8CP01346B
您可能还喜欢
3 - (二氟甲基)-1 -氟苯(CAS号:26029-52-7)适用哪些法规指南?
3 - (二氟甲基)-1 -氟苯需遵循联合国全球化学品统一分类和标签制度(GHS),包括急性毒性、皮肤腐蚀/刺激、严重眼损伤/眼刺激等分类。同时,该化合物还需符...
3,5-二甲基苯胺(CAS号:108-69-0)通常如何合成?
3,5-二甲基苯胺通常通过乙苯的氨解反应合成。反应中使用硫酸作为催化剂,反应温度为120-130°C。乙苯在硫酸存在下与氨反应,生成3,5-二甲基苯胺和苯胺副产...
3-甲基异噻唑-5-胺(CAS号:24340-76-9)安全吗?
3-甲基异噻唑-5-胺在适当使用和储存条件下是相对安全的,但在操作时应注意防护措施。应避免吸入粉尘,避免与皮肤和眼睛直接接触。在操作过程中,应穿戴适当的防护装备...
3-(1,3-Thiazol-2-yl)-1H-indole(CAS号:135531-86-1)通常如何合成?
3-(1,3-噻唑-2-基)-1H-吲哚通常通过多步合成方法制备。首先,由噻唑-2-基溴化物和吲哚进行偶联反应,得到中间体。然后,通过还原反应将中间体转化为所需...
4-溴-2-氟苯甲基氯(CAS号:85510-82-3)的主要用途是什么?
4-溴-2-氟苯甲基氯主要用于有机合成中间体,特别是在医药、农药和染料等领域。作为一种具有特定结构的化合物,它在合成复杂有机分子时扮演重要角色。
处理Fmoc-β-(3-噻吩基)-D-Ala-OH(CAS号:220497-90-5)时应注意哪些实验室安全事项?
处理Fmoc-β-(3-噻吩基)-D-Ala-OH时,应佩戴防护手套、护目镜和实验服。操作应在通风橱内进行。如发生泄露,应立即用大量水冲洗,并通知实验室管理人员...
氮化硅(CAS号:12033-89-5)通常如何合成?
氮化硅通常通过氮化硅的直接反应合成,即在高温下将四氯化硅与氨气反应。具体步骤是将四氯化硅和氨气混合并加热至1300-1700℃,在该条件下,四氯化硅与氨气反应生...
Cetirizine EP Impurity B DiHCl(CAS号:1000690-91-4)通常如何合成?
Cetirizine EP Impurity B DiHCl通常通过一锅法合成,首先将4-氯苯基-苯甲基氯甲酸酯与1-哌嗪乙酸反应,生成相应的酸,然后与盐酸反应...
如何储存1-哌啶-4-基丁-1-酮(CAS号:3509-15-7)?
1-哌啶-4-基丁-1-酮应储存在阴凉、干燥的地方,避免阳光直射。存储容器应密封,并确保通风良好。建议储存温度不超过25℃,湿度保持在相对较低的水平。
如何处理含有VORUCICLIB(CAS号:1000023-04-0)的废料?
含有VORUCICLIB的废料应进行专业的收集和处理,包括使用适当的容器进行隔离,避免与其他化学品接触。处理方法通常包括化学中和、沉淀反应或吸附过程,随后进行焚...
来源期刊
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.


![4-Chloro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine structure 4-Chloro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine structure](https://cnstatic.chemtradehub.com/structs/869/869335-75-1-a9d0.webp)
![6-Benzyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3(2H)-one structure 6-Benzyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3(2H)-one structure](https://cnstatic.chemtradehub.com/structs/909/909187-64-0-f54f.webp)
![1-[3-(4-Morpholinylsulfonyl)phenyl]methanamine structure 1-[3-(4-Morpholinylsulfonyl)phenyl]methanamine structure](https://cnstatic.chemtradehub.com/structs/933/933989-32-3-51af.webp)