trans-Indole-3-acrylic acid

Synthetic. Chemical. CAS: 29953-71-7. Formula: C11H9NO2. MW: 187.2. Synthetic. Inflammation suppressor. Tryptophan metabolite produced by human microbiota (intestinal commensale Peptostreptococcus sp). Involved in keeping the intestinal barrier intact and works as anti-inflammatory molecule. Patients with Inflammatory bowel Disease (IBD) have an altered microbiota, with less Peptostreptococcus sp., and therefore reduced production of trans-indole-3-acrylic acid. Chromophoric L-Trp analog used to probe the allosteric properties of the internal aldimine of tryptophan synthas. Also shown to be a moderate inhibitor of tryptophan synthase, trypothan-2,3-dioxygenase, indoleamine-2,3-dioxygenase, L-dopachrome isomerase and xanthine oxidase. Reagent used as a matrix for MALDI-TOF mass spectroscopy in order to characterize and analyze polyphenols and synthetic polymers. Used as heterocyclic building block or intermediate for the synthesis of indolyl acrylamide-derived inhibitors, pharmaceuticals or agrochemicals.