Cation delocalization and photo-isomerization enhance the uncaging quantum yield of a photocleavable protecting group

Literature Information

Publication Date 2023-12-14
DOI 10.1039/D3CC05055F
Impact Factor 6.222
Authors

Albert Marten Schulte, Lianne M. Smid, Georgios Alachouzos, Ben L. Feringa


View Original

Abstract

Photocleavable protecting groups (PPGs) enable the light-induced, spatiotemporal control over the release of a payload of interest. Two fundamental challenges in the design of new, effective PPGs are increasing the quantum yield (QY) of photolysis and red-shifting the absorption spectrum. Here we describe the combination of two photochemical strategies for PPG optimization in one molecule, resulting in significant improvements in both these crucial parameters. Furthermore, we for the first time identify the process of photo-isomerization to strongly influence the QY of photolysis of a PPG and identify the cis-isomer as the superior PPG.

Related Literature

An experimental and theoretical study of core–valence double ionisation of acetaldehyde (ethanal)

O. Vahtras, M. Mucke, P. Linusson, K. Jänkälä, H. Ågren

2015-11-23 Paper

DOI: 10.1039/C5CP05758B

The role of interparticle interaction and environmental coupling in a two-particle open quantum system

Robin P. Sagar, David G. Tempel, Alán Aspuru-Guzik

2015-11-23 Paper

DOI: 10.1039/C5CP05927E

Engineering of hydrogenated two-dimensional h-BN/C superlattices as electrostatic substrates

Zhun Liu, Xiaoliang Zhong, Hui Yan, Ru-Zhi Wang

2015-11-23 Paper

DOI: 10.1039/C5CP06037K

Nanoparticle induced miscibility in LCST polymer blends: critically assessing the enthalpic and entropic effects

Priti Xavier, Praveen Rao, Suryasarathi Bose

2015-11-09 Perspective

DOI: 10.1039/C5CP05852J

Thermodynamics of solvent interaction with the metal–organic framework MOF-5

Di Wu, Carl K. Brozek, Mircea Dincă

2015-11-26 Paper

DOI: 10.1039/C5CP05370F

Photobleaching and stabilization of carbon nanodots produced by solvothermal synthesis

Wenshuo Wang, Cornelia Damm, Johannes Walter, Thomas J. Nacken, Wolfgang Peukert

2015-11-17 Paper

DOI: 10.1039/C5CP04942C

Charge distribution and Fermi level in bimetallic nanoparticles

Nico Holmberg, Kari Laasonen, Pekka Peljo

2015-12-23 Paper

DOI: 10.1039/C5CP07116J

You might also like

Compound Q&A

What are the main uses of (3alpha,5alpha)-3-Hydroxypregnane-11,20-dione (CAS: 23930-19-0)?

(3alpha,5alpha)-3-Hydroxypregnane-11,20-dione is primarily used in the pharmaceu...

23930-19-0(3alpha,5alpha)-3-Hy...
Compound Q&A

What is the market or research trend for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4)?

The market for 4-Amino-6-chloro-2-pyridinecarboxylic acid (CAS: 546141-56-4) is ...

546141-56-44-Amino-6-chloro-2-p...
Compound Q&A

Are there alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in synthesis?

Alternatives to (2-Benzoylethyl)trimethylammonium chloride (CAS: 24472-88-6) in ...

24472-88-6(2-Benzoylethyl)trim...
Compound Q&A

Is N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) safe?

N-[4-Nitro-3-(trifluoromethyl)phenyl]acetamide (CAS: 393-12-4) is generally safe...

393-12-4N-[4-Nitro-3-(triflu...
Compound Q&A

Are there alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-14-5) in synthesis?

There are alternatives to N,N'-Bis(3-aminopropyl)-1,3-propanediamine (CAS: 4605-...

4605-14-5N,N'-Bis(3-aminoprop...
Compound Q&A

What precautions should be taken when handling Aluminium trihexadecanoate (CAS: 555-35-1)?

When handling Aluminium trihexadecanoate, it is important to use appropriate per...

555-35-1Aluminium trihexadec...
Compound Q&A

What is (1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid (CAS: 52188-11-1)?

(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetic acid is a chemical compound ...

52188-11-1(1,1-Dioxido-3-oxo-1...
Compound Q&A

Are there alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) in synthesis?

Several alternatives to 5,5-dimethyloxolan-2-one (CAS: 3123-97-5) can be used in...

3123-97-55,5-dimethyloxolan-2...

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.