Mammalian blood odorant and chirality: synthesis and sensory evaluation by humans and mice of the racemate and enantiomers of trans-4,5-epoxy-(E)-2-decenal
2015; Elsevier BV; Volume: 26; Issue: 15-16 Linguagem: Inglês
10.1016/j.tetasy.2015.06.011
ISSN1362-511X
AutoresKenji Mori, Kazumi Osada, Masayasu Amaike,
Tópico(s)Advanced Chemical Sensor Technologies
ResumoThe racemate and enantiomers of trans-4,5-epoxy-(E)-2-decenal 1, an odorant with a metallic blood smell, were synthesized. The detection threshold for humans was 0.019 ppb for (2E,4S,5S)-(−)-1 and 0.62 ppb for (2E,4R,5R)-(+)-1, respectively. The racemate (±)-1 made mice scared stiff at a dosage of approximately 1 mg, while the enantiomers were not significantly bioactive.
Referência(s)