Our Research

The key underlying question for this research program is:

How do carbohydrates modulate cellular function?

In order to address this question,
chemistry as the vector into biology is emphasized.

Why Carbohydrates?

Guidelines for O-Glycoside Formation from First Principles Peter R. Andreana and David Crich ACS Central Science 2021 7 (9), 1454-1462 DOI: 10.1021/acscentsci.1c00594

Carbohydrates are one the essential building blocks of all life. Understanding how they interact and their significance in biological pathways leads to enhance therapeutics, drug discovery, vaccine development, and more!

In addition, studying the glycosidic bond formation is crucial in the central reaction of glycochemistry and glycosciences as carbohydrates play significant roles in biological events and the progress of various diseases. 

Research Focus

Synthesis of Naturally Occurring Carbohydrates / Polysaccharides

Preparation of well-defined zwitterionic polysaccharides (ZPS), in which the oligosaccharide is amenable to chemical modifications for the development of bioprobes.

Carbohydrate-Based, Diversity Oriented Synthesis

Examination of a diversity oriented synthesis (DOS) approach toward the construction of a class of compounds containing carbohydrate scaffolds as potential therapeutic agents.

Rachael E. Hohol, Holly Arcure, Zbigniew J. Witczak, Roman Bielski, Kristin Kirschbaum, Peter Andreana, Donald E. Mencer, One-pot synthesis of carbohydrate exo-cyclic enones and hemiketals with 6,8-dioxabicyclo-[3.2.1]octane moieties. Serendipitous formation of a spironolactone when 2-pyridinecarboxaldehyde is used as the reactant. Part II, Tetrahedron, Volume 74, Issue 51, 2018, Pages 7303-7309, ISSN 0040-4020, https://doi.org/10.1016/j.tet.2018.10.049.
Carbohydrate-Based Vaccines

Our objective is to prepare well-known carbohydrate antigens, such as the well-defined polysaccharide (Man9GlcNAc2-HIV gp120), in which the oligosaccharides are linked to a T-cell inducing ZPS for the development of carbohydrate-based vaccines.

Hossain, F.; Nishat, S.; Ghosh, S.; Boga, S.; Hymel, G. T.; Andreana, P. R. (2020) Synthesis of Glycoimmunogen Tn-Thr-PS A1 via Hydrazone Bond and Stability Optimization of PS A1 Monosaccharide Mimics Under Vaccine Development Conditions. Journal of Carbohydrate Chemistry 39: 107-129.
Combinatorial Carbohydrate Libraries and Carbohydrate-Based Micro Arrays

To determine whether an alternating charge character is necessary to elicit a T-cell response using solid support, split-pool concept of combinatorial chemistry and develop a carbohydrate-based library with electrostatic charge character. It is of great interest to determine, systematically, how the electrostatic charges of ZPSs interact with various modulators of APCs.

Hossain, F., & Andreana, P. R. (2019). Developments in Carbohydrate-Based Cancer Therapeutics. Pharmaceuticals, 12(2), 84. https://doi.org/10.3390/ph12020084
Small Molecule Synthesis

The proposed small molecule synthesis ties in extremely well with a platform for the development of modulators (Chemical Genetics) of the immune pathway to determine mechanistic insights of carbohydrate processing in the antigen presenting cell or dendrite cell.

Kleski, K.A.; Trabbic, K.R.; Shi, M.; Bourgault, J.-P.; Andreana, P.R. Enhanced Immune Response Against the Thomsen-Friedenreich Tumor Antigen Using a Bivalent Entirely Carbohydrate Conjugate. Molecules 2020, 25, 1319. https://doi.org/10.3390/molecules25061319

Impact

Ground-breaking Therapeutic Solutions

Our study of carbohydate and glycoconjucate structures and function enables the development of numerous therapeutic approaches that target the disease-associated enzymes and events in which they are involved.

Vaccine Development

The therapeutic potential of carbohydrates is vast. Glycoconjugates are essential for recognition and adhesion in living cells. Our goal is sythesize more effective and targeted carbohydrate vaccine antigens.

Enhanced Cancer Therapeutics

Discoveries that have lead to more effective carbohydrate-based cancer treatments, including vaccine design and the development of glycoconjugate prodrugs, glycosidase inhibiting iminosugars, and early cancer diagnosis.

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