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Chemistry & Biochemistry Faculty Publications

2021

Glucosamine

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Full-Text Articles in Chemistry

Fine-Tuning Of Molecular Structures To Generate Carbohydrate Based Super Gelators And Their Applications For Drug Delivery And Dye Absorption, Jonathan Bietsch, Mary Olson, Guijun Wang Jan 2021

Fine-Tuning Of Molecular Structures To Generate Carbohydrate Based Super Gelators And Their Applications For Drug Delivery And Dye Absorption, Jonathan Bietsch, Mary Olson, Guijun Wang

Chemistry & Biochemistry Faculty Publications

Carbohydrate-based low molecular weight gelators (LMWGs) exhibit many desirable properties making them useful in various fields including applications as drug delivery carriers. In order to further understand the structural connection to gelation properties, especially the influence of halide substitutions, we have designed and synthesized a series of para-chlorobenzylidene acetal protected D-glucosamine amide derivatives. Fifteen different amides were synthesized, and their self-assembling properties were assessed in multiple organic solvents, as well as mixtures of organic solvents with water. All derivatives were found to be gelators for at least one solvent and majority formed gels in multiple solvents at concentrations lower than …


Synthesis Of Carbohydrate Based Macrolactones And Their Applications As Receptors For Ion Recognition And Catalysis, Surya B. Adhikari, Anji Chen, Guijun Wang Jan 2021

Synthesis Of Carbohydrate Based Macrolactones And Their Applications As Receptors For Ion Recognition And Catalysis, Surya B. Adhikari, Anji Chen, Guijun Wang

Chemistry & Biochemistry Faculty Publications

Glycomacrolactones exhibit many interesting biological properties, and they are also important in molecular recognitions and for supramolecular chemistry. Therefore, it is important to be able to access glycomacrocycles with different sizes and functionality. A new series of carbohydrate-based macrocycles containing triazole and lactone moieties have been designed and synthesized. The synthesis features an intramolecular nucleophilic substitution reaction for the macrocyclization step. In this article, the effect of some common sulfonate leaving groups is evaluated for macrolactonization. Using tosylate gave good selectivity for monolactonization products with good yields. Fourteen different macrocycles have been synthesized and characterized, of which eleven macrocycles are …