Investigation of lipoic acid – 4-methoxybenzyl alcohol reaction and evaluation of its analytical usefulness

Turkowicz, Monika Joanna; Jastrzębska, Izabella; Hryniewicka, Marta; Kotowska, Urszula; Gudalewska, Diana; Karpińska, Joanna

doi:10.1016/j.foodchem.2019.125750

Cited by 6 publications

(5 citation statements)

References 25 publications

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“…1). In addition, LA is proposed as terminal dendron in one of the dendrimers to act as an adsorbent agent of heavy metals [6,10].…”

Section: Dendrimer Synthesismentioning

confidence: 99%

Synthesis and characterization of a citric and lipoic acids-derived dendrimer

Singh¹,

Delgado²,

Paredes³

et al. 2023

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The paper describes the synthesis and characterization of two third generation dendrimers from citric acid and a variant with a dendron terminated with lipoic acid. FTIR and C NMR confirmed the presence of signals characteristic for the dendrimer functional groups OH, C-O, C=O, C-H and C-S. DSC showed that, unlike citric acid, the dendrimer is amorphous. SEM revealed changes in the structure of citric acid particles in each dendrimer generation. In addition, the structure was more homogeneous. Dendrimers are hydrophobic due to ester linkages. Contact angle > 90° confirms their hydrophobic character. Moreover, the dendrimer with a dendron terminated with lipoic acid absorbs Cu+2 and Fe+3metal ions, so it can be used as an adsorbent for heavy metals.

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“…1). In addition, LA is proposed as terminal dendron in one of the dendrimers to act as an adsorbent agent of heavy metals [6,10].…”

Section: Dendrimer Synthesismentioning

confidence: 99%

Synthesis and characterization of a citric and lipoic acids-derived dendrimer

Singh¹,

Delgado²,

Paredes³

et al. 2023

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“…Plots of Equations (17) and (18) are presented in Figure 12. From the slopes of the lines, the relevant values were obtained.…”

Section: Interfacial Tension Experiments and Theoretical Considerationsmentioning

confidence: 99%

“…Lipoic acid (LA, Figure 1) is a virtually unknown nutrient [17,18]. Lipoic acid is a sulfur-containing chemical produced in plants and animals that acts as a naturally occurring thiol antioxidant.…”

Section: Introductionmentioning

confidence: 99%

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The Equilibria in Lipid–Lipoic Acid Systems: Monolayers, Microelectrophoretic and Interfacial Tension Studies

2020

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In this examination, we investigated the effect of lipoic acid (LA) on the properties of biological membrane models (monolayers, bilayers, and liposomes) formed from phosphatidylcholine (PC) or phosphatidylserine (PS) using the Langmuir, microelectrophoresis, and interfacial tension methods. The Langmuir technique allowed us to calculate the π–A isotherms and determine the molecular surface areas of pure and mixed monolayers. Using mathematical equations, we established that LA and the lipids formed complexes at a 1:1 ratio. The interfacial tension method was based on Young and Laplace’s equation. We assumed the formation of a 1:1 complex in the PC–LA system. Using the mathematical relationships, we derived the parameters characterizing the resulting complex, i.e., the surface occupied by the complex and the interfacial tension and stability constant of the formed complex. The microelectrophoretic method was used to determine the dependence of the zeta potential of the lipid membranes as a function of the pH (pH 2 to 10) of the electrolyte solution. The results indicate that modification of PC or PS membranes with LA affects changes in the zeta potential and the isoelectric point values.

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“…LA belongs to a group of compounds absorbed from food and it is widely known as the “universal antioxidant” and “antioxidant of antioxidants”. − LA and dihydrolipoic acid (DHLA), which is a reduced form of LA, meet all of the criteria for a perfect antioxidant. They can easily scavenge ROS, chelate metals, and do not present any serious side effects.…”

Section: Introductionmentioning

confidence: 99%

Estimation of Lipoyllysine Content in Meat and Its Antioxidative Capacity

Kamińska

Chwatko

2020

J. Agric. Food Chem.

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During this research a simple, accurate, and environmentally friendly method to determine lipoyllysine and lipoic acid in meat was developed and validated. The presented approach was based on the hydrolysis of the proteins containing lipoic acid, reduction of disulfide bonds with tris(hydroxymethyl)phosphine, and precolumn derivatization of free thiol groups with 1-benzyl-2-chloropyridinium bromide long-term followed by HPLC separation with a diode-array detector. The method has been validated in accordance with the U.S. FDA guidelines and was linear in the range of 0.1–10 μmol/L in concentration with R 2 values ≥0.9997 for both analytes. For lipoyllysine and lipoic acid, intra- and interday precision values were lower than 10%. The intraday accuracy values ranged from 91.0% to 99.4% for lipoyllysine and from 99.1% to 107.3% for lipoic acid, whereas the interday accuracy values for lipoyllysine and lipoic acid were 92.0–95.6% and 93.5–98.8%, respectively. Additionally, in this research the antioxidant activity of lipoyllysine and reduced lipoyllysine compound using spectrophotometric method with 1,1-diphenyl-2-picrylhydrazyl was examined for the first time. The data showed that dihydrolipoyllysine exhibits stronger antioxidant capacity than lipoyllysine based on a lower value of concentration required to achieve a 50% antioxidant effect in 1,1-diphenyl-2-picrylhydrazyl radical scavenging test.

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Investigation of lipoic acid – 4-methoxybenzyl alcohol reaction and evaluation of its analytical usefulness

Cited by 6 publications

References 25 publications

Synthesis and characterization of a citric and lipoic acids-derived dendrimer

Synthesis and characterization of a citric and lipoic acids-derived dendrimer

The Equilibria in Lipid–Lipoic Acid Systems: Monolayers, Microelectrophoretic and Interfacial Tension Studies

Estimation of Lipoyllysine Content in Meat and Its Antioxidative Capacity

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