ArticlePhysical chemistry chemical physics : PCCP2011
A direct comparison of azide and nitrile vibrational probes.
Article in Physical chemistry chemical physics : PCCP, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed, 69 citations in OpenAlex.
- Synthesis, SAR Analysis, and Antifungal Potency against Plant Pathogenic Fungi of New Azidopyrazoles.ACS omega · 2026Article
- Detecting Vibrational Energy Transfer into an Enzyme Active Site via a Transition State Analog.The journal of physical chemistry letters · 2026Article
- Fluorescent 'Turn-On' 1,2,3-Triazole Probe for Selective and Precise Pb²⁺ and CuJournal of fluorescence · 2026Article
- Background-Free Mid-Infrared Photothermal Microscopy via Single-Shot Measurement of Thermal Decay.Analytical chemistry · 2025Article
- Click-free imaging of carbohydrate trafficking in live cells using an azido photothermal probe.Science advances · 2024Article
- Visualizing partial solvation at the air-water interface.Chemical science · 2024Article
- Single-cell mapping of lipid metabolites using an infrared probe in human-derived model systems.Nature communications · 2024Article
- Inhibition of vibrational energy flow within an aromatic scaffold via heavy atom effect.The Journal of chemical physics · 2023Article
- Octahedral Molybdenum Cluster-Based Nanomaterials for Potential Photodynamic Therapy.Nanomaterials (Basel, Switzerland) · 2022Article
- Versatile Vibrational Energy Sensors for Proteins.Angewandte Chemie (International ed. in English) · 2022Article
- Transparent window 2D IR spectroscopy of proteins.The Journal of chemical physics · 2021Review
- Extending the vibrational lifetime of azides with heavy atoms.Physical chemistry chemical physics : PCCP · 2020Article
- Tuning Molecular Vibrational Energy Flow within an Aromatic Scaffold via Anharmonic Coupling.The journal of physical chemistry. A · 2019Article
- Paired Spectroscopic and Crystallographic Studies of Proteases.ChemistrySelect · 2019Article
- Isonitrile-Derivatized Indole as an Infrared Probe for Hydrogen-Bonding Environments.Molecules (Basel, Switzerland) · 2019Article
- Equilibrium versus Nonequilibrium Peptide Dynamics: Insights into Transient 2D IR Spectroscopy.The journal of physical chemistry. B · 2018Review
- Two-Dimensional Infrared Study of Vibrational Coupling between Azide and Nitrile Reporters in a RNA Nucleoside.The journal of physical chemistry. B · 2016Article
- Azidoethoxyphenylalanine as a Vibrational Reporter and Click Chemistry Partner in Proteins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2015Article
- Site-specific infrared probes of proteins.Annual review of physical chemistry · 2015Review
- Sensitive, site-specific, and stable vibrational probe of local protein environments: 4-azidomethyl-L-phenylalanine.The journal of physical chemistry. B · 2013Article
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
The synthesis of 2'-azido-5-cyano-2'-deoxyuridine, N(3)CNdU (1), from trityl-protected 2'-amino-2'-deoxyuridine was accomplished in four steps with a 12.5% overall yield. The IR absorption positions and profiles of the azide and nitrile group of N(3)CNdU were investigated in 14 different solvents and water/DMSO solvent mixtures. The azide probe was superior to the nitrile probe in terms of its extinction coefficient, which is 2-4 times larger. However, the nitrile IR absorbance profile is generally less complicated by accidental Fermi resonance. The IR frequencies of both probes undergo a substantial red shift upon going from water to aprotic solvents such as THF or DMSO. DFT calculations supported the hypothesis that the molecular origin of the higher observed frequency in water is primarily due to hydrogen bonds between the probes and water molecules.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.