scholarly journals Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5325
Author(s):  
Jiahui Ma ◽  
Alexander Ripp ◽  
Daniel Wassy ◽  
Tobias Dürr ◽  
Danye Qiu ◽  
...  
Keyword(s):  
Controlled Release ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Uv Light ◽  
Adenine Nucleotides ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Spatio Temporal

Photocages have been successfully applied in cellular signaling studies for the controlled release of metabolites with high spatio-temporal resolution. Commonly, coumarin photocages are activated by UV light and the quantum yields of uncaging are relatively low, which can limit their applications in vivo. Here, syntheses, the determination of the photophysical properties, and quantum chemical calculations of 7-diethylamino-4-hydroxymethyl-thiocoumarin (thio-DEACM) and caged adenine nucleotides are reported and compared to the widely used 7-diethylamino-4-hydroxymethyl-coumarin (DEACM) caging group. In this comparison, thio-DEACM stands out as a phosphate cage with improved photophysical properties, such as red-shifted absorption and significantly faster photolysis kinetics.

Quantum chemical calculations for the determination of the molecular structure of conjugated compounds

1979 ◽  
Vol 51 ◽  
pp. 99-105 ◽  
Author(s):  
Roland Benedix ◽  
Peter Birner ◽  
Frieder Birnstock ◽  
Horst Hennig ◽  
Hans-Jörg Hofmann
Keyword(s):  
Molecular Structure ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Conjugated Compounds

On the error of approximations in quatum mechanics II. Some particular applications

1965 ◽  
Vol 257 (1081) ◽  
pp. 327-349 ◽  
Keyword(s):  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Preceding Paper ◽  
Quantum Mechanical Calculation ◽  
Quantum Mechanical ◽  
Mechanical Calculation ◽  
Matrix Calculus ◽  
General Basis ◽  
The Common

In the preceding paper (Hoffmann 1965) the author has developed the general basis of the estimation of the error in a quantum -mechanical calculation. The method based on the properties of the common trace-forming procedure in matrix calculus allowed the determination of the next approximating steps in a steepest descent process. The present paper supplies the results of applying the method to some cases usually applied in quantum -mechanical and quantum -chemical calculations.

Quantum Chemical Calculations of1JCCCoupling Constants for the Stereochemical Determination of Organic Compounds

2013 ◽  
Vol 15 (3) ◽  
pp. 654-657 ◽  
Author(s):  
Giuseppe Bifulco ◽  
Raffaele Riccio ◽  
Gary E. Martin ◽  
Alexei V. Buevich ◽  
R. Thomas Williamson
Keyword(s):  
Quantum Chemical Calculations ◽  
Organic Compounds ◽  
Quantum Chemical

scholarly journals An azobenzene container showing a definite folding – synthesis and structural investigation

2019 ◽  
Vol 15 ◽  
pp. 1534-1544
Author(s):  
Abdulselam Adam ◽  
Saber Mehrparvar ◽  
Gebhard Haberhauer
Keyword(s):  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Structural Investigation ◽  
Uv Light ◽  
Cd Spectroscopy ◽  
High Dispersion ◽  
Clockwise Rotation ◽  
Dispersion Energy ◽  
Different Types ◽  
Macrocyclic Peptides

The combination of photo-switchable units with macrocycles is a very interesting field in supramolecular chemistry. Here, we present the synthesis of a foldable container consisting of two different types of Lissoclinum macrocyclic peptides which are connected via two azobenzene units. The container is controllable by light: irradiation with UV light causes a switching process to the compact cis,cis-isomer, whereas by the use of visible light the stretched trans,trans-isomer is formed. By means of quantum chemical calculations and CD spectroscopy we could show that the trans→cis isomerization is spatially directed; that means that one of the two different macrocycles performs a definite clockwise rotation to the other, caused by irradiation with UV light. For the cis→trans isomerization counterclockwise rotations are found. Furthermore, quantum chemical calculations reveal that the energy of the cis,cis-isomer is only slightly higher than the energy of the cis,trans-isomer. This effect can be explained by the high dispersion energy in the compact cis,cis-isomer.

Synthesis and photophysical properties of fluorophore-labeled abscisic acid

2000 ◽  
Vol 78 (7) ◽  
pp. 963-974 ◽  
Author(s):  
X Hou ◽  
S R Abrams ◽  
J J Balsevich ◽  
N Irvine ◽  
T Norstrom ◽  
...  
Keyword(s):  
Abscisic Acid ◽  
Fluorescence Probe ◽  
Photophysical Properties ◽  
Fluorescence Decay ◽  
Quantum Yields ◽  
Excitation Spectra ◽  
Fluorescence Excitation ◽  
Fluorescence Quantum Yields ◽  
Fluorescence Excitation Spectra

The 8'-benzophenone, 8'-dansylhydrazone, 3'-S-(2-ethyldansylamide), and 3'-S-acetamidofluorescein derivatives of the plant hormone abscisic acid (ABA) have been synthesized for use in photoaffinity labeling (the benzophenone derivative) or fluorescence probe experiments and have been spectroscopically characterized. One of the three fluorescent compounds, the 3'-tethered fluorescein derivative, exhibits spectroscopic and photophysical properties which indicate that it could be an excellent fluorescent probe of ABA interactions in vivo. The 3'-tethered fluorescein and ABA moieties do not interact strongly, so that the fluorescence properties of the fluorescein-labelled hormone are very similar to those of fluorescein itself. Measurements of the absorption, emission, and fluorescence excitation spectra, fluorescence quantum yields, and fluorescence decay parameters of this derivative as a function of pH indicate that the photophysics is dominated by ground and excited state prototropic equilibria involving only the fluorescein moiety. The fluorescein dianion is the only significant absorber and emitter at pH > 6.7, whereas only the cation absorbs and emits at pH < 0. In the intervening pH range, strong emission from the monoanion and weak emission from two neutral species, tentatively assigned to the zwitterion and the lactone of the fluorescein moiety, is observed.Key words: abscisic acid, fluorescein, synthesis, photophysics.

Sign in / Sign up

Export Citation Format

Share Document