Next Article in Journal
A Geometric Definition of Short to Medium Range Hydrogen-Mediated Interactions in Proteins
Next Article in Special Issue
Reconsidering Aromatase for Breast Cancer Treatment: New Roles for an Old Target
Previous Article in Journal
Physicochemical Insight into Coordination Systems Obtained from Copper(II) Bromoacetate and 1,10-Phenanthroline
Previous Article in Special Issue
Novel Pathway of Adenosine Generation in the Lungs from NAD+: Relevance to Allergic Airway Disease
 
Search for Articles:
Title / Keyword
Author / Affiliation
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
Journals
Molecules
Volume 25
Issue 22
10.3390/molecules25225325
molecules-logo
Submit to this Journal Review for this Journal Edit a Special Issue
► Article Menu

Article Menu

share announcement thumb_up
...
textsms
...
Open AccessCommunication

Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties

by
Jiahui Ma
1,
Alexander Ripp
1,2,
Daniel Wassy
1,
Tobias Dürr
1,
Danye Qiu
1,
Markus Häner
1,
Thomas Haas
1,
Christoph Popp
1,
Dominik Bezold
1,
Sabine Richert
3,
Birgit Esser
1,2 and
Henning J. Jessen
1,2,*
1
Institute of Organic Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany
2
Cluster of Excellence livMatS @ FIT—Freiburg Center for Interactive Materials and Bioinspired Technologies, University of Freiburg, Georges-Köhler-Allee 105, 79110 Freiburg, Germany
3
Institute of Physical Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany
*
Author to whom correspondence should be addressed.
Academic Editor: Marie Migaud
Molecules 2020, 25(22), 5325; https://doi.org/10.3390/molecules25225325
Received: 29 October 2020 / Revised: 7 November 2020 / Accepted: 13 November 2020 / Published: 15 November 2020
(This article belongs to the Special Issue From Cell Signalling to Anticancer Drug Discovery: A Theme Issue in Honor of Professor Barry Potter)
View Full-Text Download PDF
Browse Figures
Review Reports

Abstract

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. View Full-Text
Keywords: thio-DEACM; photocage; nucleotides; photochemistry thio-DEACM; photocage; nucleotides; photochemistry
►▼ Show Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited

Supplementary Material

SciFeed

Share and Cite

MDPI and ACS Style

Ma, J.; Ripp, A.; Wassy, D.; Dürr, T.; Qiu, D.; Häner, M.; Haas, T.; Popp, C.; Bezold, D.; Richert, S.; Esser, B.; Jessen, H.J. Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties. Molecules 2020, 25, 5325. https://doi.org/10.3390/molecules25225325

AMA Style

Ma J, Ripp A, Wassy D, Dürr T, Qiu D, Häner M, Haas T, Popp C, Bezold D, Richert S, Esser B, Jessen HJ. Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties. Molecules. 2020; 25(22):5325. https://doi.org/10.3390/molecules25225325

Chicago/Turabian Style

Ma, Jiahui; Ripp, Alexander; Wassy, Daniel; Dürr, Tobias; Qiu, Danye; Häner, Markus; Haas, Thomas; Popp, Christoph; Bezold, Dominik; Richert, Sabine; Esser, Birgit; Jessen, Henning J. 2020. "Thiocoumarin Caged Nucleotides: Synthetic Access and Their Photophysical Properties" Molecules 25, no. 22: 5325. https://doi.org/10.3390/molecules25225325

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Metrics

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop