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Amino acid interactions of spiropyran

Dalton, Gene (2008) Amino acid interactions of spiropyran. Master of Science thesis, Dublin City University.

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Abstract

A solution phase study was carried out to explore the interactions between the spiropyran molecule in its merocyanine zwitterionic merocyanine 'open' form and amino acids. The principal amino acids chosen for investigation were β-Alanine, L-Phenylalanine and 8-Aminocaprylic acid. Both single phase and two-phase switching experiments were undertaken to document the photochromic interconversion between spiropyran and merocyanine in the presence of these amino acids, compared to a water blank. A kinetics study was then carried out to examine how the rate of decay of the coloured merocyanine back to the closed spiropyran was affected by the presence of amino acids. Results show that there are significant differences in the decay rate depending on which amino acid was present. There are several factors which may be involved in how the different amino acids affect the decay rate of the merocyanine, such as the relative polarity of the solution. A significant stabilisation effect was also observed in the presence of water (i.e. no amino acid present), suggesting that hydrogen bonding may play an important role in stabilising the merocyanine isomer at the molecular level.

Item Type:Thesis (Master of Science)
Date of Award:November 2008
Refereed:No
Supervisor(s):Diamond, Dermot
Uncontrolled Keywords:sensors; amino acids; spiropyrans; photoswitches;
Subjects:Physical Sciences > Analytical chemistry
Physical Sciences > Chemical detectors
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Research Initiatives and Centres > National Centre for Sensor Research (NCSR)
Research Initiatives and Centres > CLARITY: The Centre for Sensor Web Technologies
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-No Derivative Works 3.0 License. View License
Funders:Irish Research Council for Science Engineering and Technology, Science Foundation Ireland
ID Code:573
Deposited On:10 Nov 2008 12:01 by Dermot Diamond. Last Modified 12 Nov 2010 12:18

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