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Design and synthesis of analogs of the peptidylnucleoside antibiotics: the mureidomycins

dc.contributor.authorBender, David Michael, author
dc.contributor.authorWilliams, Robert M., advisor
dc.date.accessioned2022-11-28T17:44:50Z
dc.date.available2022-11-28T17:44:50Z
dc.date.issued1998
dc.description.abstractThe recent emergence of strains of bacteria which are resistant to many commercially available antibiotics requires a continual search for new drugs to combat infection. A new family of antibiotics, the mureidomycins, has recently been reported. These compounds have been shown exhibit activity against Pseudomonas aeruginosa through inhibition of phospho-N-acetylmuramyl translocase, an enzyme involved in the lipid cycle of peptidolycan biosynthesis. Progress toward the total synthesis of this series of natural products is described. Specifically, methodology for the production of 4',5'-unsaturated enamine nucleosides has been investigated. In addition, two unnatural amino acids, (S)-m-tyrosine and 2-amino-3-N-methylaminobuyric acid, have been synthesized in optically pure form. Molecular modeling was used to predict structural analogs of the mureidomycin antibiotics. These compounds are simple peptidylnucleosides and are derived from coupling of small amino acid subunits to an aminonucleoside core. The synthesis of these analogs is described, including a novel route to 3',5' -dideoxy-5'aminouridine.
dc.format.mediummasters theses
dc.identifier.urihttps://hdl.handle.net/10217/235836
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relationCatalog record number (MMS ID): 991004477269703361
dc.relationRS431.P37B45 1998
dc.relation.ispartof1980-1999
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.subjectPeptide antibiotics
dc.titleDesign and synthesis of analogs of the peptidylnucleoside antibiotics: the mureidomycins
dc.typeText
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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