Cost-efficient and user-friendly <sup>17</sup>O/<sup>18</sup>O labeling procedures of fatty acids using mechanochemistry
Jessica Špačková, Charlyn Fabra, Guillaume Cazals, Marie Hubert‐Roux, Isabelle Schmitz‐Afonso, Ieva Goldberga, Dorothée Berthomieu, Aurélien Lebrun, Thomas‐Xavier Métro, Danielle Laurencin
Abstract
Two mechanochemical procedures for 17O/18O-isotope labeling of fatty acids are reported: a carboxylic acid activation/hydrolysis approach and a saponification approach. The latter route allowed first-time enrichment of important polyunsaturated fatty acids (PUFAs) including docosahexaenoic acid (DHA). Overall, a total of 9 pure labeled products were isolated in high yields (≥80%) and with high enrichment levels (≥37% average labeling of C=O and C-OH carboxylic oxygen atoms), under mild conditions, and in short time (<half day).
Topics & Concepts
SaponificationChemistryHydrolysisMechanochemistryEnvironmentally friendlyIsotopeOrganic chemistryRadiochemistryPhysicsEcologyBiologyQuantum mechanicsCrystallography and molecular interactionsEnzyme Structure and FunctionChemical Synthesis and Analysis