New Business Development Aroma Ingredients , BASF SE , Chemiestraße 22 , 68623 Lampertheim , Germany.
Fraunhofer Institute for Molecular Biology and Applied Ecology , Winchester Straße 2 , 35394 Giessen , Germany.
J Agric Food Chem. 2019 Dec 11;67(49):13460-13469. doi: 10.1021/acs.jafc.9b01154. Epub 2019 Apr 29.
Fermentation broths of from the industrial production of riboflavin emit an intense floral, fruity, and nutty smell. Typical Ehrlich pathway products, such as 2-phenylethan-1-ol and 2-/3-methylbutan-1-ol, were detected in large amounts as well as some intensely smelling saturated and unsaturated lactones, e.g., γ-decalactone and γ-()-dodec-6-enlactone. An aroma extract dilution analysis identified 2-phenylethan-1-ol and γ-()-dodec-6-enlactone as the main contributors to the overall aroma, with flavor dilution factors of 32 768. The position of the double bonds of unsaturated lactones was determined by the Paternò-Büchi reaction, and reference compounds that were not available commercially were synthesized to elucidate the structures of the uncommon lactones. The absolute configuration and enantiomeric excess values of the lactones were determined by converting the lactones to their corresponding Mosher's esters. In addition, the odor impressions and odor thresholds in air were determined.
来自核黄素工业生产的发酵液散发出强烈的花香、果香和坚果香。大量检测到典型的艾氏途径产物，如 2-苯乙醇和 2-/3-甲基丁-1-醇，以及一些具有强烈气味的饱和和不饱和内酯，如γ-癸内酯和γ-()-十二烯-6-内酯。香气萃取稀释分析确定 2-苯乙醇和γ-()-十二烯-6-内酯是整体香气的主要贡献者，风味稀释因子为 32768。通过 Paternò-Büchi 反应确定不饱和内酯双键的位置，并合成了商业上不可用的参考化合物，以阐明不常见内酯的结构。通过将内酯转化为相应的莫舍尔酯来确定内酯的绝对构型和对映体过量值。此外，还测定了空气中的气味印象和气味阈值。
