Structural determination and odor characterization of N-(2-mercaptoethyl)-1,3-thiazolidine, a new intense popcorn-like-smelling odorant.
The chemical structure of a novel, roasty, popcorn-like-smelling aroma compound formed from the reaction of fructose with cysteamine was studied by high-resolution mass spectrometry and nuclear magnetic resonance experiments. The structure of N-(2-mercaptoethyl)-1,3-thiazolidine exhibiting the extremely low odor threshold of 0.005 ng/L in air was finally confirmed by synthesis.
Engel
Wolfgang
W
Deutsche Forschungsanstalt für Lebensmittelchemie, Lichtenbergstrasse 4, D-85748 Garching, Germany.
Schieberle
Peter
P
D003543:Cysteamine / Q000737:chemistry; D005632:Fructose / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D006358:Hot Temperature; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009812:Odorants / Q000032:analysis*; D012903:Smell; D013844:Thiazoles / Q000032:analysis / Q000737:chemistry*; D053778:Thiazolidines; D014867:Water; D003313:Zea mays
C466901:N-(2-mercaptoethyl)-1,3-thiazolidine; D013844:Thiazoles; D053778:Thiazolidines; D014867:Water; D005632:Fructose; D003543:Cysteamine