Nicolaou et al. (JACS)
Nicolaou et al. does some medicinal chemistry on prostaglandins. Take a look at this Bobbit‘s salt protocol for deprotection/oxidation combo. It seems like they overload the reaction, compared to the original paper, which used 3 equivalents of the oxidant, but who cares if it works?
Moragas et al (ACIE)
Unprecedented (c) sigmatropic rearrangement of aziridines into sulfoximines.
And De Kimpe’s rearrangement for comparison.
Li et al (ACIE)
I’m not sure I would buy the proposed mechanism for the conversion below. The authors skip ‘−H2‘ step and get away with it by simply writing “the imine intermediate 44 […] underwent tautomerization and a key decarboxylation to generate 45 with higher oxidation state.” Something else is clearly happening under that −CO2 arrow and it’s not mere tautomerization.
Wappes et al (ACIE)
So similar, yet so different halogens. I guess, NaF won’t give anything useful under these conditions.
While astronomers recently have been celebrating great discoveries (gravitational waves from colliding black holes keep rolling
), at the opposite end of matter size ruler things don’t look as brightly
. For instance, the search for ‘sterile’ neutrinos didn’t spot
anything, despite the IceCube
, a massive 2-km long neutrino detector buried in the Antarctic ice.
Continue reading “No fail no gain”
Couple of days ago I’ve come across a recent paper in Nature with quite an eyebrow-raising title “A trans-synaptic nanocolumn aligns neurotransmitter release to receptors“. The title made me think as if the authors have observed hitherto unknown structures in the synaptic cleft. That would be quite a sensation! But then this sentence comes in the abstract:
These presynaptic RIM nanoclusters closely align with concentrated postsynaptic receptors and scaffolding proteins4, 5, 6, suggesting the existence of a trans-synaptic molecular ‘nanocolumn’.
Now it looked like they propose some kind of neuroscience equivalent of dark matter. You know, something that nobody knows what it is, but that certainly must be there, otherwise there’s no explanation to what we see. Continue reading “Skepticism about synaptic nanocolumns”
I couldn’t find a free software that would easily do exactly what I want (see the subject). So here’s my ghetto solution, which can be easily automated. Continue reading “Extracting ChemDraw schemes as .cdx files from MS Word/Excel/PowerPoint documents”
Regular readers of this blog (all five of you, guys) have probably noticed that nothing appeared here in the past two months. As one could guess from the energy conservation law, my activity was mainly concentrated offline during this time. As a quick summary, I have left academia and landed an industry job as a research chemist in a small biotech company. And, quite surprisingly, this blog played a crucial role in this dramatic transition. Continue reading “Can blog writing get you a real job?”
It’s hard to imagine more intriguing title in Angewandte Chemie International Edition than “Astringent Mouthfeel as a Consequence of Lubrication Failure“. The first impression doesn’t deceive, and the paper is really interesting and fun to read. Somehow manifestations of molecular interactions in the macroscopic world never stop amusing me. And this communication is exactly about such emergent effect. Continue reading “Molecular tribology”
Simplification of complex structures is one way medicinal chemists avoid lengthy (and risky) synthetic routes to the analogs of natural products. And it’s absolutely rational, if one can get the same pharmacological effect with a simple molecule, why bother making a complex 3D scaffold? One classic med-chem textbook example is simplification of morphine scaffold to pethidine that led eventually to the development of fentanyl.
Continue reading “MedChem shortcuts”