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RESEARCH PRODUCT
Fluorescence labelling of organic acidic compounds with 4-bromomethyl-7-methoxycoumarin (Br-Mmc)
Karl-erhard MüllerChristoph PlachettaRainer PietschmannAxel MeyerRüdiger SehrMargit MüllerHedwig TussWolfgang Düngessubject
In situChemistrydigestive oral and skin physiologyClinical BiochemistryGeneral Medicine4-bromomethyl-7-methoxycoumarinBiochemistryFluorescenceAnalytical ChemistryCatalysischemistry.chemical_compoundYield (chemistry)LabellingOrganic chemistryGeneral Materials SciencePiperidineHeterocyclic Acidsdescription
4-Bromomethyl-7-methoxycoumarin (Br-Mmc) is introduced as a fluorescence marker for aromatic and heterocyclic acids. To investigate the applicability of this method on substances of different chemical classes, screening experiments with 110 compounds were carried out using a microrefluxer. Most aromatic and heterocyclic monocarboxylic acids gave Mmc-esters which are fluorescent on thin-layer plates, like the Mmc-esters of fatty acids, which have been previously investigated. Strong acids, alcohols, amides and most amines did not react, whereas certain cyclic amines such as piperidine gave strongly fluorescent derivatives. Mmc-phenyl ethers shows only weak fluorescence. A new standard procedure for quantitative derivatisation was introduced using crown ethers as catalysts. Here the yield was improved, while the reaction time was shortened. Typical Mmc-derivatives were prepared in mmole amounts. Determinations of picomole amounts of aromatic, heterocyclic and aliphatic acids are carried out by in situ fluorescence measurement of their Mmc-derivatives after thin-layer chromatographic separation.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1977-01-01 | Fresenius' Zeitschrift f�r Analytische Chemie |