Difference between revisions of "Oxidative Properties of Lignan"

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Zelinda Taylor
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==Lignin Compounds==
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===[https://en.wikipedia.org/wiki/Lignin Lignin] Monomers===
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:[https://en.wikipedia.org/wiki/Paracoumaryl_alcohol p-coumaryl alcohol]
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:[https://en.wikipedia.org/wiki/Coniferyl_alcohol coniferyl alcohol]
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:[https://en.wikipedia.org/wiki/Sinapyl_alcohol sinapyl alcohol]
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===Abstract===
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The lignin polymer is synthesized via oxidative coupling of three basic monomers: p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol. These three monomers each possess a phenol group that stabilizes the radical intermediate generated during the oxidation reaction. Two radicals dimerize together to create lignan, which is biologically active and currently being tested for pharmacological properties such as, antiallergy effect, analgesic effect, and stress reducing activity. HPLC was used to study the oxidation of coniferyl alcohol, the monomeric lignan, and validate the formation of dimers. The mechanisms of this dimer formation were also studied to better understand the oxidative coupling of the lignin monomers.
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===Oxidation of Monomers===
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Beaker reactions with varying reaction conditions were completed to analyze the oxidation of each monomer. For each monomer, 100 mL of a 2 mM standard solution of the monomer was made using 50/50 dioxane/pH 5 buffer. Three reactions were then completed with varying concentrations of hydrogen peroxide in the presence of HRP. The first reaction was composed of 5 mL of the substrate, 10 µL of hydrogen peroxide (1 mM final concentration hydrogen peroxide) and 5 µL of HRP. The second reaction was composed of 5 mL of the substrate, 5 µL of hydrogen peroxide (0.5 mM final concentration hydrogen peroxide) and 5 µL of HRP. The third reaction was composed of 5 mL of the substrate, 5 µL of hydrogen peroxide (0.25 mM final concentration hydrogen peroxide) and 5 µL of HRP. These reactions were then analyzed on the HPLC for oxidation products of each monomer.
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===Lignan===
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Lignan is formed from the oxidative coupling of two lignin monomers.
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===Analysis of Monomer Oxidation===

Revision as of 15:19, 25 November 2019

Lignin Compounds

Lignin Monomers

p-coumaryl alcohol
coniferyl alcohol
sinapyl alcohol

Abstract

The lignin polymer is synthesized via oxidative coupling of three basic monomers: p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol. These three monomers each possess a phenol group that stabilizes the radical intermediate generated during the oxidation reaction. Two radicals dimerize together to create lignan, which is biologically active and currently being tested for pharmacological properties such as, antiallergy effect, analgesic effect, and stress reducing activity. HPLC was used to study the oxidation of coniferyl alcohol, the monomeric lignan, and validate the formation of dimers. The mechanisms of this dimer formation were also studied to better understand the oxidative coupling of the lignin monomers.

Oxidation of Monomers

Beaker reactions with varying reaction conditions were completed to analyze the oxidation of each monomer. For each monomer, 100 mL of a 2 mM standard solution of the monomer was made using 50/50 dioxane/pH 5 buffer. Three reactions were then completed with varying concentrations of hydrogen peroxide in the presence of HRP. The first reaction was composed of 5 mL of the substrate, 10 µL of hydrogen peroxide (1 mM final concentration hydrogen peroxide) and 5 µL of HRP. The second reaction was composed of 5 mL of the substrate, 5 µL of hydrogen peroxide (0.5 mM final concentration hydrogen peroxide) and 5 µL of HRP. The third reaction was composed of 5 mL of the substrate, 5 µL of hydrogen peroxide (0.25 mM final concentration hydrogen peroxide) and 5 µL of HRP. These reactions were then analyzed on the HPLC for oxidation products of each monomer.

Lignan

Lignan is formed from the oxidative coupling of two lignin monomers.

Analysis of Monomer Oxidation