Derivatization in aqueous solution, isolation and separation of tetrahydro-beta-carbolines and their precursors by liquid chromatography.

Derivatization of indole ethylamines and 1,2,3,4-tetrahydro-beta-carbolines in aqueous solution with methyl chloroformate has been used to facilitate the isolation of these compounds. The initial derivatization eliminated the potential for the artifactual formation of these compounds via the condensation of the indole ethylamine with an aldehyde or alpha-keto acid during the work-up procedure. The derivatized compounds possessed improved chromatographic properties which allowed for their facile separation by reversed-phase liquid chromatography and their fluorescent detection at the nanogram level.