Untitled

Giuliani, S.; Piana, C.; Setti, Leonardo; Hochkoeppler, A.; Pifferi, Pier Giorgio; Williamson, Gary; Faulds, Craig B.

doi:10.1023/a:1005629127480

Cited by 80 publications

(16 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The reported FAE-based modifications of hydroxycinnamic acids and their esters include their (trans)esterification with primary alcohols, e.g., 1-butanol, glycerol, or sugars in non-conventional media such as microemulsions of organic solvents characterized by low water content, solvent-free systems where the substrates function as reaction medium or single organic solvents. Specifically, lipophilization of FA has been performed by esterification with 1-pentanol using a type A FAE from Aspergillus niger in water-in-oil microemulsions (Giuliani et al 2001). Transesterification of methyl ferulate (MFA) with 1-butanol has been reported in detergentless microemulsions of n -hexane:1-butanol:buffer using various FAEs such as StFae-A and StFae-C from Sporotrichum thermophile ATCC 34628, FoFae-I from Fusarium oxysporum , AnFaeA from A. niger , multienzymatic preparations such as Ultraflo L or Depol 740 L from Humicola insolens , and Depol 670 L from Trichoderma reesei resulting in varying yields (3–97%) (Topakas et al 2003, 2004, 2005; Vafiadi et al 2008a, b).…”

Section: Introductionmentioning

confidence: 99%

Optimized synthesis of novel prenyl ferulate performed by feruloyl esterases from Myceliophthora thermophila in microemulsions

Αντωνοπούλου

Leonov

Jütten³

et al. 2017

Appl Microbiol Biotechnol

View full text Add to dashboard Cite

Five feruloyl esterases (FAEs; EC 3.1.1.73), FaeA1, FaeA2, FaeB1, and FaeB2 from Myceliophthora thermophila C1 and MtFae1a from M. thermophila ATCC 42464, were tested for their ability to catalyze the transesterification of vinyl ferulate (VFA) with prenol in detergentless microemulsions. Reaction conditions were optimized investigating parameters such as the medium composition, the substrate concentration, the enzyme load, the pH, the temperature, and agitation. FaeB2 offered the highest transesterification yield (71.5 ± 0.2%) after 24 h of incubation at 30 °C using 60 mM VFA, 1 M prenol, and 0.02 mg FAE/mL in a mixture comprising of 53.4:43.4:3.2 v/v/v n-hexane:t-butanol:100 mM MOPS-NaOH, pH 6.0. At these conditions, the competitive side hydrolysis of VFA was 4.7-fold minimized. The ability of prenyl ferulate (PFA) and its corresponding ferulic acid (FA) to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals was significant and similar (IC50 423.39 μM for PFA, 329.9 μM for FA). PFA was not cytotoxic at 0.8–100 μM (IC50 220.23 μM) and reduced intracellular reactive oxygen species (ROS) in human skin fibroblasts at concentrations ranging between 4 and 20 μM as determined with the dichloro-dihydro-fluorescein diacetate (DCFH-DA) assay.

show abstract

Section: Introductionmentioning

confidence: 99%

Optimized synthesis of novel prenyl ferulate performed by feruloyl esterases from Myceliophthora thermophila in microemulsions

Αντωνοπούλου

Leonov

Jütten³

et al. 2017

Appl Microbiol Biotechnol

View full text Add to dashboard Cite

show abstract

“…During the last 16 years, FAEs have gained increased attention as tools for the synthesis of novel hydroxycinnamates with enhanced anti-oxidant activity and tailor-made lipophilicity with potential applications in the food, pharmaceutical, and cosmetics industries [1][2][3][4][5][6][7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

The Synthetic Potential of Fungal Feruloyl Esterases: A Correlation with Current Classification Systems and Predicted Structural Properties

et al. 2018

View full text Add to dashboard Cite

Twenty-eight fungal feruloyl esterases (FAEs) were evaluated for their synthetic abilities in a ternary system of n-hexane: t-butanol: 100 mM MOPS-NaOH pH 6.0 forming detergentless microemulsions. Five main derivatives were synthesized, namely prenyl ferulate, prenyl caffeate, butyl ferulate, glyceryl ferulate, and L-arabinose ferulate, offering, in general, higher yields when more hydrophilic alcohol substitutions were used. Acetyl xylan esterase-related FAEs belonging to phylogenetic subfamilies (SF) 5 and 6 showed increased synthetic yields among tested enzymes. In particular, it was shown that FAEs belonging to SF6 generally transesterified aliphatic alcohols more efficiently while SF5 members preferred bulkier L-arabinose. Predicted surface properties and structural characteristics were correlated with the synthetic potential of selected tannase-related, acetyl-xylan-related, and lipase-related FAEs (SF1-2, -6, -7 members) based on homology modeling and small molecular docking simulations.

show abstract

“…12 Recently, the potential use of ternary water-organic solvent mixtures, [3][4][5][6]13 or oil-in-water microemulsions 14 as a reaction system for the esterification or transesterification of various cinnamic acids catalyzed by feruloyl esterases has been reported. Organic-water mixtures called surfactantless microemulsions, formed in ternary systems consisting of a hydrocarbon, short chain alcohol and water, represent thermodynamically stable and optically transparent dispersions of aqueous microdroplets in the hydrocarbon solvent and have been already shown to serve as appropriate media for enzymatic catalysis.…”

Section: Introductionmentioning

confidence: 99%