The chemistry of ibuprofen – brand names include Motrin, Advil. But “ibuprofen” is actually an informative generic name because it tells you about the chemistry inside (well, at least some of it). I’ve been majorly geeking out this morning so thought I’d share the o-chem behind ibuprofen, its stereoisomers (think right vs left hands), and how our bodies convert the inactive one to the active one using a couple enzymes as tiny organic chemists!
This post relates back to what I was talking about with the Nobel prize in chemistry for getting stereoselective reactions to occur quickly without enzymes. blog: https://bit.ly/asymmetriccatalysisprize ; YouTube: https://youtu.be/mrXlh3cq4Q8
It’s way more jargonny than my usual posts but I was way more geeking out, sorry.
if you want more, check out these articles:
Reichel C, Brugger R, Bang H, Geisslinger G, Brune K. Molecular cloning and expression of a 2-arylpropionyl-coenzyme A epimerase: a key enzyme in the inversion metabolism of ibuprofen. Mol Pharmacol. 1997 Apr;51(4):576-82. doi: 10.1124/mol.51.4.576. PMID: 9106621. https://molpharm.aspetjournals.org/content/51/4/576.long
Mazaleuskaya LL, Theken KN, Gong L, et al. PharmGKB summary: ibuprofen pathways. Pharmacogenet Genomics. 2015;25(2):96-106. doi:10.1097/FPC.0000000000000113 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4355401/