Synthesis and characterization of 4-hydroxy-2-nonenal derivatives for gas chromatographic analysis with electron capture detection (GC-ECD).
4-Hydroxy-2-nonenal (HNE) has been prepared from the corresponding dimethylacetal (HNE-DMA), in turn synthesized by a conventional approach with a few modifications of the experimental protocol and some improvements in the purification of the final product. In order to exploit the sensitivity of gas-chromatography with electron capture detector (GC-ECD) in the analysis of HNE derivatives, reaction of HNE with 2,4,6-trichlophenylhydrazine (TCPH) and 3,5-dichloro-phenylhydrazine (DCPH) was tested. Reaction with TCPH afforded a mixture of products, whereas with DCPH a single major product was formed that was prepared on a millimolar scale and purified. (1)H-NMR analysis established that the derivative of HNE with DCPH is HNE 3,6-dichloro-phenylhydrazone, that can be used as standard for GC-ECD analysis.
Santaniello
Enzo
E
Dipartimento di Medicina, Chirurgia e Odontoiatra, Facoltà di Medicina e Chirurgia, Università degli Studi di Milano, Milano, Italy. enzo.santaniello@unimi.it
Repetto
Alessandro
A
Chiesa
Luca Maria
LM
Biondi
Pier Antonio
PA
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D002849:Chromatography, Gas; D006834:Hydrazines / Q000737:chemistry; D007202:Indicators and Reagents; D015203:Reproducibility of Results; D012680:Sensitivity and Specificity
D000447:Aldehydes; D006834:Hydrazines; D007202:Indicators and Reagents; C071044:2,4,6-trichlorophenylhydrazine; C027576:4-hydroxy-2-nonenal