Condition optimization and kinetic evaluation of Novozym 435-catalyzed synthesis of aroma pyridine esters

•A new method for rapid synthesis of pyridine esters without stirring based on Novozym 435 catalysis had been reported.•The RSM and a kinetic model were explored to obtain the process parameters of the reaction, which was expected to be applied in industrial production.•Sensory evaluation of the tar...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Molecular catalysis 2023-11, Vol.550, p.113532, Article 113532
Hauptverfasser: Zhao, Qianrui, Zhang, Xi, Zhou, Meng, Lai, Miao, Zhou, Dingxia, Wang, Yake, Liu, Fang, Zhao, Mingqin
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:•A new method for rapid synthesis of pyridine esters without stirring based on Novozym 435 catalysis had been reported.•The RSM and a kinetic model were explored to obtain the process parameters of the reaction, which was expected to be applied in industrial production.•Sensory evaluation of the target compounds was carried out by GC–MS-O, and three of them possessed prominent aroma characteristics.•The TG analysis results showed that the three aroma pyridine esters had good thermal stability and were expected to be applied in heat-processed food or cigarette flavoring. A new method for rapid synthesis of pyridine esters without stirring based on Novozym 435 catalysis had been reported, which was from pyridine methanols and vinyl esters. Based on single factor experiment, the optimization of the enzymatic transesterification was received by response surface methodology (RSM). The high yield of 82% was still reached when Novozym 435 had been recycled 12 times. Under optimal conditions, a total of 22 pyridine esters were synthesized. The kinetic model of Novozym 435-catalyzed transesterification of vinyl acetate with 3-pyridinemethanol was established by enzymatic assay. It was discovered that the reaction followed the Ping-Pong Bi-Bi mechanism, and 3-pyridinemethanol inhibited the reaction. Gas chromatography-mass spectrometry-olfactometry (GC–MS-O) was used to analyze the synthesized pyridine esters, of which pyridin-3-ylmethylhexanoate (3e), pyridin-3-ylmethylcinnamate (3i), and 2-(pyridin-2-yl)ethyl acetate (3 s) possessed strong and excellent aromas. These three flavor compounds (3e, 3i and 3 s) were found to have good stability at the specified temperature by thermogravimetric (TG) analysis. [Display omitted]
ISSN:2468-8231
2468-8231
DOI:10.1016/j.mcat.2023.113532