120601-69-6Relevant articles and documents
Identification and quantification of feruloylated mono-, Di-, and triacylglycerols from vegetable oils
Compton, David L.,Laszlo, Joseph A.,Berhow, Mark A.
, p. 753 - 758 (2006)
The use of HPLC-MS to separate and identify the feruloylated acylglycerols formed during the transesterification of ethyl ferulate with TAG was examined. Novozym 435 (Candida antarctica lipase B)-catalyzed transesterifications of ethyl ferulate and soybea
Comparative Study of Soybean Oil and the Mixed Fatty Acids as Acyl Donors for Enzymatic Preparation of Feruloylated Acylglycerols in Ionic Liquids
Sun, Shangde,Hu, Bingxue,Qin, Fei,Bi, Yanlan
, p. 7261 - 7269 (2015)
Feruloylated acylglycerols (FAGs) are the lipophilic derivatives of ferulic acid. In this work, soybean oil (SBO) and the mixed fatty acids (MFA) were selected as fatty acyl donors, and reacted with glyceryl monoferulate (GMF) to prepare FAGs in ionic liquids (ILs). Effect of various reaction parameters (time, temperature, enzyme concentration, and substrate ratio) and ILs on the GMF conversion and the reaction selectivity for FAGs formation were investigated. Response surface methodology (RSM) based on a 3-level-4-factor Box-Behnken experimental design was employed to evaluate the inactive effect of reaction parameters. For the esterification of GMF with MFA, the maximum GMF conversion (98.9 ± 0.9%) and FAG yield (88.9 ± 0.6%) were achieved in [C10mim]PF6. However, for the transesterification of GMF with SBO, the maximum GMF conversion (94.3 ± 0.7%) and FAG yield (83.8 ± 1.0%) were obtained in [C12mim]PF6. High FAG selectivities (～0.90) were also obtained using SBO or MFA as acyl donors.
Synthesis of Some Phenylpropanoid Monoglycerides via the Mitsunobu Protocol
Batovska, Daniela I.,Kishimoto, Takao,Bankova, Vassya S.,Kamenarska, Zornitsa G.,Ubukata, Makoto
, p. 552 - 558 (2020/05/13)
Natural monoglycerides of cinnamic, ferulic and p-coumaric acids were synthesized in good to high overall yields from isopropylidene glycerol via the Mitsunobu reaction and further deprotection of the corresponding acetonides with Amberlyst 15. The method avoids the need of protection of the phenolic hydroxyls. During the Mitsunobu esterifications a strong influence of the acid strength on the efficacy and outcome of the reaction was observed.
Suberin structure in potato periderm: Glycerol, long-chain monomers, and glyceryl and feruloyl dimers
Graca, Jose,Pereira, Helena
, p. 5476 - 5483 (2007/10/03)
Suberin in extractive-free potato periderm amounts to 25% determined by NaOCH3 methanolysis. Monomeric composition is characterized by glycerol (20% of monomers), long-chain α,ω-diacids, ω-hydroxyacids, alkanoic acids, and alkan-1-ols, with predominance of octadec-9-enodioic acid and 18-hydroxyoctadec-9-enoic acid (39 and 15% of long-chain monomers, respectively). Aromatic hydroxycinnamyl monomers were also present (2-catalyzed methanolysis solubilized ~10% of suberin aliphatics. GC-MS analysis showed the presence of monomers, dimers, and trimers (87, 12, and 1% of identified compounds, respectively). A total of 26 dimers were identified by EIMS: monoacylglyceryl esters of α,ω-diacids, ω-hydroxyacids, and alkanoic acids (with predominance of the 1- and 2-isomers of the monoacylglyceryl ester of the octadec-9-enodioic acid), as well as feruloyl esters of ω-hydroxyacids and alkan-1-ols and a small quantity of a monoferuloylglycerol. Following a discussion of suberin macromolecular structure, it is proposed that in suberized cell walls, the polyaliphatic polymers have a three-dimensional development ensured by glycerol and exist independently from the associated polyaromatics.
