Science history: Scientists use 'click chemistry' to watch molecules in living organisms — Oct. 23, 2007 Carolyn Bertozzi and colleagues laid out a way to make paradigm-shifting "click-chemistry" compatible with living cells, opening up a window into living organisms.

Move over, mole day: happy #bioorthogonal copper-free click chemistry day to all who celebrate! 🎉 www.livescience.com/chemistry/sc... @carolynbertozzi.bskyverified.social

How do you design #cyclooctynes that work in both #bioorthogonal and surface chemistry?🧠 Discover new functionalized cyclooctynes with high chemoselectivity, transannular compatibility & applications on Si(001) surfaces in our Account by Koert & co-workers🧪

Read more👉 buff.ly/b4S1znx

Love 💕 to see some #chemicalbiology #bioorthogonal chemistry 🧪 and #unnaturalAA incorporation enabling beautiful #biology here at #tcteac #photography #art

ACS Spring 2025

If you’re in San Diego for #ACSSpring2025, don’t miss our @acsbiol.bsky.social symposium featuring @chembiobryan.bsky.social, Jenn Prescher, & Carsten Schultz on Wed 3/26 from 2-5 pm in Room 31A to hear about awesome #lipidtime #bioorthogonal #chembio #synbio! acs.digitellinc.com/live/34/sess... 2/2

Fantastic kickoff to @euromedchem.bsky.social #EFMCISCB 2025 Peng Chen from Peking University sharing the diverse applications of #bioorthogonal de-caging reactions to #chembiol and #drugdiscovery

Metabolic Probing of Sialylated Glycoconjugates with Fluorine-Selenol Displacement Reaction (FSeDR) Dysregulated sialic acid biosynthesis is characteristic of the onset and progression of human diseases including hormone-sensitive prostate cancer and breast cancer. The sialylated glycoconjugates involved in this process are therefore important targets for identification and functional studies. To date, one of the most common strategies is metabolic glycoengineering, which utilizes N-acetylmannosamine (ManNAc) analogues such as N-azidoacetylmannosamine (ManNAz) to hijack sialic acid biosynthesis and label the sialylated glycoconjugates with “click chemistry (CuAAC)” tags. Yet, current chemical modifications including those CuAAC-based alkyne/azide tags are still big in size, and the resulting steric hindrance perturbs the mannosamine and sialic acid derivatives’ recognition and metabolism by enzymes involved in biosynthetic pathways. As a result, the peracetylated ManNAz has compromised incorporation to sialic acid substrates and manifests cellular growth inhibition and cytotoxicity. Herein, we show that the α-fluorinated peracetylated analogue ManN(F-Ac) displayed a satisfying safety profile in mammalian cell lines at concentrations as high as 500 μM. More importantly, aliphatic selenol-containing probes can efficiently displace α-fluorine in fluoroacetamide-containing substrates including ManN(F-Ac) at a neutral pH range (∼7.2). The combined use of peracetylated ManN(F-Ac) and the dethiobiotin-selenol probe as the fluorine-selenol displacement reaction (FSeDR) toolkit allowed for successful metabolic labeling of sialoglycoproteins in multiple prostate and cancer cell lines, including PC-3 and MDA-MB-231. More sialoglycoproteins in these cell lines were demonstrated to be labeled by FSeDR compared with the traditional CuAAC approach. Lastly, with FSeDR-mediated metabolic labeling, we were able to probe the cellular expression level and spatial distribution of sialylated glycoconjugates during the progression of these hormone-sensitive cancer cells. Taken together, the promising results suggest the potential of the FSeDR strategy to efficiently and systematically identify and study sialic acid substrates and potentially empower metabolic engineering on a diverse set of glycosylated proteins that are vital for human diseases.

Happy to share our latest studies of using fluorine-mediated steric-free #bioorthogonal labeling to study sialic acid biosynthesis during cancer cell progression. #glycotime #chembio
#chemsky

pubs.acs.org/doi/10.1021/...

Interesting discussion about #bioorthogonal chemistry teaching 👇 #chemsky

Great to see @lewislabmskcc.bsky.social here, they are pioneers of translational #bioorthogonal chemistry/in vivo click chemistry 😃

Sulfonated Hydroxyaryl‐Tetrazines with Increased pKa for Accelerated Bioorthogonal Click‐to‐Release Reactions in Cells Bioorthogonal reactions that enable switching molecular functions by breaking chemical bonds have gained prominence, with the tetrazine-mediated cleavage of trans-cyclooctene caged compounds (click-t....

#research #bioorthogonal #clickchemistry

Sulfonated Hydroxyaryl-Tetrazines with Increased pKa for Accelerated Bioorthogonal Click-to-Release Reactions in Cells (Vrábel) -
Angewandte Chemie International Edition: doi.org/10.1002/anie...

@iocbprague.bsky.social #CzechAcademyofSciences #tu_wien