Chemical and enzymatic oxidative coupling of 5-hydroxy-N,N-dimethyltryptamine with amines.
Journal of medicinal chemistry July 1, 1987 DOI: 10.1021/jm00390a020 via PubMed
Summary
AI-generated from the abstractAn oxidative coupling method was developed to covalently label serotonin receptors. Oxidizing bufotenine with MnO2 or human ceruloplasmin, then adding dansylcadaverine or dansyllysine, produced a fluorescent adduct with a fused oxazole structure. This approach offers a way to attach fluorescent tags to serotonin derivatives for studying receptor binding.
Study at a glance
| Characteristics | Experimental study Peer reviewed |
|---|---|
| Citations | 13 |
| Key finding | Oxidation of bufotenine followed by Michael addition with amino compounds yields a fluorescent fused oxazole adduct. |
Abstract
As part of a program aiming to obtain a covalent labeling of serotoninergic receptors we have studied the oxidative coupling of serotonin derivatives with amino compounds. The oxidation of bufotenine (2) by MnO2 and human ceruloplasmin followed by the Michael type addition with dansylcadaverine and dansyllysine gave a fluorescent adduct identified as fused oxazole structure 4.