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Search theses and dissertations gathered from participating repositories worldwide. Every result links back to the library that holds it. No account is needed.
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Showing 1 to 20 of 22 for “"Chemoenzymatic synthesis"”.
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Enantiodivergent chemoenzymatic synthesis of codeine
… of morphine alkaloids. An enantiodivergent synthesis of codeine utilizing a cis-cyclohexadiene diol derived from microbial whole cell oxidation of ~-bromoethylbenzene,as starting material is discussed. The total synthesis of (+)-codeine in 14 steps featuring a Mitsunobu inversion and two …
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Chemoenzymatic Synthesis of ent-Neopinone
The present thesis describes the chemoenzymatic synthesis of ent-neopinone. The total synthesis of neopinone was accomplished in 14 steps from B-bromoethylbenzene. The synthesis began with a microbial oxidation of bromobenzene by Escherichia coli JM109(pDTG601) and features a Heck reaction, aldol …
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Radical cyclization approach to a chemoenzymatic synthesis of morphine
A three component, convergent synthesis of the isoquinoline alkaloid morphine was designed which incorporated the ten-membered silicon-containing epoxide [figure 1], the diene diol [figure 2], and the known oxazolone [figure 3]. See: Figures 1, 2, and 3 Diene diol [figure 2] was isolated in the …
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Chemoenzymatic synthesis of an analogue of the potent antifungal mycosubtilin
… fatty acid, devoid of any hemolytic activity. A chemoenzymatic approach was used to synthesize the cyclic peptide, which involved the synthesis of the linear peptide chain of desired amino acid sequence, thiophenylderivatization of the peptide at the C-terminus, followed by its enzymatic …
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Two enantiodivergent syntheses of balanol and the chemoenzymatic synthesis of oseltamivir
… the Burgess reagent and its application to the synthesis of enantiomerically pure ~-amino alcohols. This methodology has been exploited in the formal enantiodivergent synthesis of the (+)- and (-)-isomers of balanol. Also described is a second generation approach to both balanol enantiomers; …
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Synthesis of unnatural analogues of narciclasine: Chemoenzymatic synthesis of 2-epi-1-hydroxymethylnarciclasine
An approach to the synthesis of novel C-1 analogues of narciclasine has been developed. The synthesis relies on chemoenzymatic dihydroxylation of an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap …
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Applications of dihydroarenediols to chemoenzymatic synthesis : approaches to total synthesis of morphine alkaloids
… as a primary goal, our recent progess toward the synthesis of morphine alkaloids from aromatic precursors. Model substrates were synthesized which allowed investigation into Diels-Alder, radical cascade, and palladium-catalyzed bond-forming reactions as possible routes to the morphine alkaloid …
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Synthesis of unnatural analogues of pancratistatin and narciclasine
Described herein is the chemoenzymatic synthesis of several different types of unnatural analogues of Amaryllidaceae constituents. Development and refinement of existing and design and execution of new approaches towards the synthesis of C-1 analogues of pancratistatin and A-ring heterocyclic …
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THE SYNTHESIS OF SILICON-MODIFIED LIPIDS AND THE INVESTIGATION OF THEIR SURFACE PROPERTIES
This work outlines the synthesis of three novel silatrane-functionalized lipids and the exploration of their capacity to undergo spontaneous particle formation in aqueous environments. The chemoenzymatic synthesis of the lipids required 1,3-diacylglycerides of octanoyl, lauroyl, and palmitoyl acyl …
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Characterizing and Engineering Thioesterases as Biocatalysts for Macrocyclization
… macrocyclization biocatalysts, enabling the chemoenzymatic synthesis of numerous macrocycles. In the context of the existing literature on TEs, we proposed two models to provide a rational framework for understanding TE-mediated macrocyclization. The research presented here describes the …
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In vitro evaluation of cytotoxicity and cellular uptake of alternating copolymers for use as drug delivery vehicles
… with poly(ethylene glycol). This chemoenzymatic synthesis is much faster and more convenient than an entirely chemical synthesis. Subsequent synthetic steps have been developed to attach ligands (for targeting), perfluorocarbons (19F MR imaging), fluorescent dyes (NIRF imaging), …
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Aplicaciones sintéticas de hidrolasas y oxidorreductasas para la preparación de compuestos orgánicos ópticamente activos. Desarrollo de procesos de resolución y asimetrización enzimáticos
… de investigación se encuentran recogidos en: "Chemoenzymatic synthesis of rivastigmine based on lipase-catalyzed processes". J. Org. Chem. 2009, 74, 5304-5310. En el segundo capítulo, se describe la preparación quimioenzimática de los enantiómeros de Miconazol y Econazol, dos fármacos …
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Total Synthesis of Naturally Occurring Antimicrobial Peptides
This thesis describes the first total synthesis of naturally occurring lanthipeptide tikitericin, as well as its N-terminal truncated analogues. The thesis also explores the total chemical synthesis of the lipopeptide antibiotic daptomycin and analogues along with evaluation of their antibacterial …
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Methods to enable the detection of targeted AmphDI glycosyltransferase mutants that transfer GDP-C2’epimycosamine to amphoteronolide
… standpoint. Therefore, development of a chemoenzymatic synthesis to C2’epiAmB would be imperative. We set out to determine an effective strategy to detect an active glycotransferase using AmB as a test substrate. AmphDI is the reversible glycotransferase responsible for glycosylation of …
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Priming and processing glycosyltransferases in bacterial N-linked glycosylation pathways
… these structures are very diverse, the biosynthesis of these glycoconjugates shares common themes. In particular, a priming glycosyltransferase or phosphoglycosyltransferase (PGT) initiates the biosynthesis of glycans by transferring a Cl'-phosphosugar onto a polyprenol phosphate substrate. …
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Application of Pd Catalyzed Alkylation: Synthesis of Bicyclic Furans, Isoxazolines and New Cyclopentane Amino acid Analogs
… as new methodology development, natural product synthesis, synthesis of polymers. Regio- and stereoselectivity is another facet of Pd catalyzed methodologies which has been extensively utilized in the last decade to obtain enantiopure compounds. The main emphasis of this work is to utilize Pd …
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Development of oxygenase biocatalysts for the production of synthetically useful cis-diol compounds
… are versatile synthons for chiral, asymmetric synthesis. The cis-dihydroxylation of ortho- and meta-substituted phenols by TDO produce cyclohexenone cis-diols. The keto group of cyclohexenone cis¬-diol tautomers increases the functionalisation and stability compared to other arene …
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