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Changing dogma regarding the conformation of electron transferring menaquinone (MK)

dc.contributor.authorMagallanes, Estela Serrano, author
dc.contributor.authorCrans, Debbie C., advisor
dc.contributor.authorMenoni, Carmen S., committee member
dc.contributor.authorTsunoda, Susan, committee member
dc.date.accessioned2017-06-09T15:42:55Z
dc.date.available2018-06-06T22:59:22Z
dc.date.issued2017
dc.description.abstractMenaquinone-9 (MK-9) is the natural substrate containing a naphthoquinone and an isoprenyl side-chain with nine isoprene units that carry out the electron transfer for the Mycobacterium tuberculosis. We present studies aiming to understand the chemical and biochemical properties of hydrophobic MK molecules. Specifically, we are investigating the MK derivative with two isoprene units, MK-2, because it provides us with the base structure containing the naphthoquinone unit and the isoprene side-chain. Its synthesis is relatively simple because the precursors are commercially available, which allows for large scale preparation and detailed characterization of the molecular structure under different conditions. Using 1D and 2D 1H NMR studies we are establishing that MKs have different conformations depending on the specific environmental conditions. Similarly, we show using 1H-1H 2D NOESY NMR studies that the association of MK with the surfactant- water interface of reverse micelles, which is a model membrane system, modify the conformation of the menaquinone derivative. Finally, the redox potentials of MK-2 was measured in the three different solvents (DMSO, CH3CN and pyridine). We hypothesize that the redox potential is correlated to the conformational of the MK. We observed that the redox potentials varied with solvent. The observed folded structures of MK derivatives stand in contrast to the linear conformation shown in life science text books.
dc.format.mediumborn digital
dc.format.mediummasters theses
dc.identifierMagallanes_colostate_0053N_14169.pdf
dc.identifier.urihttp://hdl.handle.net/10217/181436
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relation.ispartof2000-2019
dc.rightsCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.
dc.subjectmenaquinone
dc.subjectcharacterization
dc.subjectMycobacterium tuberculosis
dc.titleChanging dogma regarding the conformation of electron transferring menaquinone (MK)
dc.typeText
dcterms.embargo.expires2018-06-06
dcterms.embargo.terms2018-06-06
dcterms.rights.dplaThis Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
thesis.degree.disciplineChemistry
thesis.degree.grantorColorado State University
thesis.degree.levelMasters
thesis.degree.nameMaster of Science (M.S.)

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