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The title compound, {2-[(2-carbamoylethyl)amino]-3-methylpentanoic acid}, C9H18N2O3, is of interest with respect to its biological activity. It was formed during an addition reaction between acrylamide and the amino acid isoleucine. The crystal structure is a three-dimensional network built up by intermolecular N–H···O and O–H···N hydrogen bonds.
The validation of a robust quantification procedure for EtG in hair using GC–NCI–MS is presented. Aqueous extraction is followed by complete lyophylization of the extract and derivatization with pentafluoropropionic anhydride (PFPA) under controlled temperature and duration. Clean-up of extracts was dispensable and standard single quadrupole MS displayed sufficient selectivity and sensitivity. The method displayed a wide linearity range and enabled LOD of 0.68 pg/mg, LOQ of 2.4 pg/mg, and precision below 8.12%. Since EtG was seen to display prolonged stability in the aqueous extracts and after derivatization with PFPA this straightforward procedure allows a routine throughput of large quantities of samples with little proneness to procedural scatter of results. The method was applied to demonstrate the homogeneity of two hair reference materials with mean EtG contents of 8.48 pg/mg and 22.0 pg/mg. Aside from the application in homogeneity studies of hair reference materials predominantly in the concentration range of 10–50 pg/mg the method was also designed for daily routine quantification of real-world sample with regard to drinking behavior assessment.