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Medicinal-Pharmaceutical Chemistry Commons

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Full-Text Articles in Medicinal-Pharmaceutical Chemistry

Upgrading Malic Acid To Bio-Based Benzoates Via A Diels–Alder-Initiated Sequence With The Methyl Coumalate Platform, Jennifer J. Lee, Gerald R. Pollock Iii, Donald Mitchell, Lindsay Kasuga, George A. Kraus Sep 2014

Upgrading Malic Acid To Bio-Based Benzoates Via A Diels–Alder-Initiated Sequence With The Methyl Coumalate Platform, Jennifer J. Lee, Gerald R. Pollock Iii, Donald Mitchell, Lindsay Kasuga, George A. Kraus

Chemistry Publications

The conversion of naturally-occurring malic acid to the 2-pyrone methyl coumalate was optimized using a variety of acid catalysts. Coupling methyl coumalate with electron-rich dienophiles in an inverse electron-demand Diels–Alder (IEDDA)/decarboxylation/elimination domino sequence resulted in an investigation of the scope and limitations of the methodology. The thermal, metal-free, and one-pot procedure allows regioselective access to diverse aromatic compounds including tricyclic, biphenyl, and pyridinyl systems for elaboration. A comparison with analogous pyrones demonstrates the striking efficacy of methyl coumalate as a versatile platform for the generation of biorenewable functionalized benzoates.


Synthesis And Functionalization Of Virus-Mimicking Cationic Block Copolymers With Pathogen-Associated Carbohydrates As Potential Vaccine Adjuvants, J. R. Adams, M. Goswami, N. L.B. Pohl, Surya K. Mallapragada Mar 2014

Synthesis And Functionalization Of Virus-Mimicking Cationic Block Copolymers With Pathogen-Associated Carbohydrates As Potential Vaccine Adjuvants, J. R. Adams, M. Goswami, N. L.B. Pohl, Surya K. Mallapragada

Chemical and Biological Engineering Publications

We report the synthesis of a family of amphiphilic pentablock polymers with different cationic blocks and with controlled architectures as potential vaccine carriers for subunit vaccines. The temperature and pH-dependent micellization and gelation of these pentablock copolymers can provide a depot for sustained protein and gene delivery. The amphiphilic central triblock promotes cellular endocytosis, good gene delivery and has been used effectively as a vaccine adjuvant. The pentablock copolymer outer blocks condense DNA spontaneously as a result of electrostatic interactions for sustained combinational therapy. This family of polymers with different cationic groups was evaluated based on DNA complexation-ability and cytotoxicity ...


Development Of A Scanning Angle Total Internal Reflection Raman Spectrometer, Kristopher J. Mckee, Emily A. Smith Apr 2010

Development Of A Scanning Angle Total Internal Reflection Raman Spectrometer, Kristopher J. Mckee, Emily A. Smith

Chemistry Publications

A scanning angle total internal reflection (SATIR) Raman spectrometer has been developed for measuring interfacial phenomena with chemical specificity and high axial resolution perpendicular to the interface. The instrument platform is an inverted optical microscope with added automated variable angle optics to control the angle of an incident laser on a prism/sample interface. These optics include two motorized translation stages, the first containing a focusing lens and the second a variable angle galvanometer mirror. The movement of all instrument components is coordinated to ensure that the same sample location and area are probed at each angle. At angles greater ...


Nmr Studies Of Lysozyme Surface Accessibility By Using Different Paramagnetic Relaxation Probes, Andrea Bernini, Ottavia Spiga, Vincenzo Venditti, Filippo Prischi, Luisa Bracci, Angela Pui-Ling Tong, Wing-Tak Wong, Neri Niccolai Jan 2006

Nmr Studies Of Lysozyme Surface Accessibility By Using Different Paramagnetic Relaxation Probes, Andrea Bernini, Ottavia Spiga, Vincenzo Venditti, Filippo Prischi, Luisa Bracci, Angela Pui-Ling Tong, Wing-Tak Wong, Neri Niccolai

Vincenzo Venditti

Paramagnetic probes, whose approach to proteins can be monitored by nuclear magnetic resonance (NMR) studies, have been found to be of primary relevance for investigating protein surfaces' accessibility. Here, a Gd(III) neutral complex which contains two metal ions, [Gd2(L7)(H2O)2], is suggested as a paramagnetic probe particularly suited for systematic NMR investigation of protein surface accessibility, due to an expected high relaxivity and to the lack of electric charge which could favor specific interactions. Hen egg white lysozyme has been used as a model system to verify the absence of preferential approaches of this paramagnetic probe to ...