46118-02-9Relevant articles and documents
Very long-chain phenylpropyl and phenylbutyl esters from Taxus baccata needle cuticular waxes
Jetter, Reinhard,Klinger, Adelheid,Sch?ffer, Stefanie
, p. 579 - 587 (2002)
The cuticular wax of Taxus baccata L. needles was found to contain four different classes of long-chain esters that were identified by various chemical transformations with product assignment employing GC-MS. Homologous series of (1) 3-(4′-hydroxyphenyl)-propyl esters of C20-C36 fatty acids, (2) 4-(4′-hydroxyphenyl)-2-butyl esters of C18-C28 fatty acids, (3) 3-(3′,4′-dihydroxyphenyl)-propyl esters of C20-C32 fatty acids, and (4) 4-(3′,4′-dihydroxyphenyl)-2-butyl esters of C18-C28 fatty acids were identified. The four compound classes amounted to 0.1-3.6 μg/cm2 of needle surface area, corresponding to 0.2-7.6% of the wax mixture, respectively. While both phenylpropyl ester series had a maximum for the homolog containing tetracosanoic acid, in the phenylbutyl esters homologs containing eicosanoic and docosanoic acids predominated.
A biocompatible alkene hydrogenation merges organic synthesis with microbial metabolism
Sirasani, Gopal,Tong, Liuchuan,Balskus, Emily P.
, p. 7785 - 7788 (2014/08/05)
Organic chemists and metabolic engineers use orthogonal technologies to construct essential small molecules such as pharmaceuticals and commodity chemicals. While chemists have leveraged the unique capabilities of biological catalysts for small-molecule production, metabolic engineers have not likewise integrated reactions from organic synthesis with the metabolism of living organisms. Reported herein is a method for alkene hydrogenation which utilizes a palladium catalyst and hydrogen gas generated directly by a living microorganism. This biocompatible transformation, which requires both catalyst and microbe, and can be used on a preparative scale, represents a new strategy for chemical synthesis that combines organic chemistry and metabolic engineering. Reduction to practice: A hydrogenation reaction has been developed that employs hydrogen generated in situ by a microorganism and a biocompatible palladium catalyst to reduce alkenes on a synthetically useful scale. This type of transformation, which directly combines tools from organic chemistry with the metabolism of a living organism for small-molecule production, represents a new strategy for chemical synthesis.
Synthesis and structure/antioxidant activity relationship of novel catecholic antioxidant structural analogues to hydroxytyrosol and its lipophilic esters
Bernini, Roberta,Crisante, Fernanda,Barontini, Maurizio,Tofani, Daniela,Balducci, Valentina,Gambacorta, Augusto
experimental part, p. 7408 - 7416 (2012/10/08)
A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are
