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Photoisomerization of Trans-Resveratrol

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Photoisomerization of Trans-Resveratrol

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    1. Photoisomerization of Trans-Resveratrol By Alle Taylor and Caitlin Nealon

    2. Trans-Resveratrol Compound found naturally in grapes and nuts Phenolic antioxidant High concentration in “Japanese Knotweed” Thought to slow age-related deterioration and functional decline Cardiovascular Function

    3. Photochemistry: Photoisomerization Photochemistry is involved in important biochemical processes Photosynthesis Photochemical Reaction: Reactant ? Reactant* ? Product Photoisomerization: Interconversion between isomers by photoexcitiation Diabatic Process: The products are dictated by the interactions of two potential energy surfaces * = excited state * = excited state

    4. Experimental A 120µM solution of Trans-Resveratrol prepared The solution was irradiated and measurements were taken at 3, 8, 18, 33, and 48 minutes. Analysis was done by UV-Vis spectroscopy and NMR spectroscopy Percent Conversion over time from the trans to the cis isomer was determined.

    7. Table 1: Integration Values for Trans and Cis Isomers during Irradiation

    8. Table 1: Integration Values for Trans and Cis Isomers during Irradiation

    10. UV-Vis

    11. Calculating Molar Absorptivity for the trans isomer Equation:

    12. Percent Conversion Using the NMR data % conversion of trans to cis was calculated

    13. Table 2: Calculations of % Conversion

    14. Graph of Conversion vs. Time

    15. Concentration of Cis and Trans Isomers From percent conversion the concentration of both the cis and trans isomers were determined.

    16. Calculation of Molar Absorptivity Coefficient of the cis isomer Using % conversion at t = 3 the ecis was calculated

    17. Figure 1: Determination of Rate Constant

    18. Acknowledgments and References: Thank you to Dr. Yousef for his help and the rest of the intermediate lab II class! National Institutes of Health, "Resveratrol Found to Improve Health, But Not Longevity in Aging Mice on Standard Diet." NIH News. Thursday, July 3, 2008. National Institute on Aging. 5 Apr 2009

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