6728-26-3Relevant articles and documents
Efficient Aerobic Oxidation of trans-2-Hexen-1-ol using the Aryl Alcohol Oxidase from Pleurotus eryngii
de Almeida,van Schie,Ma,Tieves,Younes,Fernández-Fueyo,Arends,Riul,Hollmann
, p. 2668 - 2672 (2019)
The selective oxidation of trans-2-hexen-1-ol to the corresponding aldehyde using a recombinant aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. Especially using the two liquid phase system to overcome solubility and product inhibition issues enabled to achieve more than 2.200.000 catalytic turnovers for the production enzyme as well as molar product concentrations, pointing towards an economic feasible reaction. (Figure presented.).
Biocatalytic synthesis of the Green Note trans-2-hexenal in a continuous-flow microreactor
Van Schie, Morten M.C.H.,De Almeida, Tiago Pedroso,Laudadio, Gabriele,Tieves, Florian,Fernández-Fueyo, Elena,No?l, Timothy,Arends, Isabel W.C.E.,Hollmann, Frank
, p. 697 - 703 (2018)
The biocatalytic preparation of trans-hex-2-enal from trans-hex-2-enol using a novel aryl alcohol oxidase from Pleurotus eryngii (PeAAOx) is reported. As O2-dependent enzyme PeAAOx-dependent reactions are generally plagued by the poor solubility of O2 in aqueous media and mass transfer limitations resulting in poor reaction rates. These limitations were efficiently overcome by conducting the reaction in a flow-reactor setup reaching unpreceded catalytic activities for the enzyme in terms of turnover frequency (up to 38 s-1) and turnover numbers (more than 300000) pointing towards preparative usefulness of the proposed reaction scheme.
Characterization of a new (Z)-3:(E)-2-hexenal isomerase from tea (Camellia sinensis) involved in the conversion of (Z)-3-hexenal to (E)-2-hexenal
Chen, Cong,Chen, Shuna,He, Puming,Li, Bo,Tu, Youying,Wang, Feiquan,Wang, Kaixi,Wen, Xinli,Wu, Yuanyuan,Yu, Fei,Zhang, Jianming
, (2022/03/14)
Two major green leaf volatiles (GLVs) in tea that contribute greatly to tea aroma, particularly the green odor, are (E)-2-hexenal and (Z)-3-hexenal. Until now, their formation and related mechanisms during tea manufacture have remained unclear. Our data showed that the contents of (E)-2-hexenal and (Z)-3-hexenal increased more than 1000-fold after live tea leaves were torn. Subsequently, a new (Z)-3:(E)-2-hexenal isomerase (CsHI) was identified in Camellia sinensis. CsHI irreversibly catalyzed the conversion of (Z)-3-hexenal to (E)-2-hexenal. Abiotic stresses including low temperature, dehydration, and mechanical wounding, did not influence the (E)-2-hexenal content in intact tea leaves during withering, but regulated the proportions of (Z)-3-hexenal and (E)-2-hexenal in torn leaves by modulating CsHI at the transcript level. For the first time, this work reveals the formation of (E)-2-hexenal during tea processing and suggests that CsHI may play a pivotal role in tea flavor development as well as in plant defense against abiotic stresses.
First synthesis of 3-S-glutathionylhexanal-d8 and its bisulfite adduct
Muhl, Jennifer R.,Pilkington, Lisa I.,Deed, Rebecca C.
supporting information, (2020/06/17)
3-Sulfanylhexan-1-ol (3SH) is an impact odorant of white wines, imparting tropical fruit aromas. A reliable synthetic pathway to 3-S-glutathionylhexanal (glut-3SH-al), a precursor to 3SH that has not been intensively studied, was developed starting from 1-butanol. Application of this synthesis to 1-butanol-d10, conserved eight deuteriums, producing glut-3SH-al-d8, which can be used as an internal standard for future work on the occurrence and evolution of glut-3SH-al in wine systems. Additionally, both glut-3SH-SO3 and glut-3SH-SO3-d8 were synthesised from the corresponding aldehyde, enabling further study of the role of these bisulfite adducts in 3SH biogenesis.