Projects per year
Abstract / Description of output
The fraction of sp 3 -hybdrised carbons (Fsp 3 ) in drug candidates and other biologically relevant compounds has been proposed to be an important physicochemical consideration within medicinal chemistry. Currently available small-molecule probes for Raman imaging are not optimised for biological applications. We sought to improve upon the highly Raman-active, yet rigid, lipophilic, and aggregative, bisarylbutadiyne (BADY) motif by introducing Fsp 3 character. BADY analogues were designed, efficiently synthesised, and analysed by mass spectrometry – revealing a statistical correlation between compound aggregation and cLog P , but no correlation with sp 3 . However, X-ray crystallography demonstrated that the modifications to the BADY structure had a marked effect on crystal packing, suggesting Fsp 3 may still be important in reducing intermolecular stacking, and thus aggregation, of BADY. Cellular imaging by stimulated Raman scattering (SRS) microscopy allowed comparison of the intracellular distribution of the tags, guiding the design of future Raman probes.
Original language | English |
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Journal | European Journal of Organic Chemistry |
Early online date | 17 Jun 2022 |
DOIs | |
Publication status | E-pub ahead of print - 17 Jun 2022 |
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Dive into the research topics of 'Design, Synthesis, and Analytical Evaluation of Fsp3‐Inspired Raman Probes for Cellular Imaging'. Together they form a unique fingerprint.Projects
- 1 Finished
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New Bioorthogonal Raman Tags As Tools For Preclinical Oncology Drug Development
1/06/19 → 31/10/22
Project: Research
Equipment
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Advanced Imaging Resource
Ann Wheeler (Manager), Laura Murphy (Other), Martin Lee (Other), Helen Caldwell (Other), Matthew Pearson (Other) & James Iremonger (Other)
Deanery of Molecular, Genetic and Population Health SciencesFacility/equipment: Facility