Absolute Configuration Determination of Sugar: A Review of the Different Methods
João Rufino de Freitas Filho, Jucleiton José Rufino de Freitas, Juliano Carlo Rufino de Freitas, Mônica Freire Belian, Claudio Augusto Gomes da Camara, Pedro Ramos de Souza Neto, Alécia Regina Andresa Silva, Alex Sandro Nascimento da Silva Filho, Alice Mariana Souza de Almeida, Jonatas Tavares da Silva, Mirian Luzinete da Silva, Anne Gabrielle Marques da Silva, Marcílio Martins de Moraes, Clécio Souza Ramos, Ronaldo Nascimento de Oliveira
International Research Journal of Pure and Applied Chemistry · pp. 28–44 · Published 5 Feb 2024
10.9734/irjpac/2024/v25i1843Abstract
Determination of the stereochemistry of the stereocenter from the aglyconic part of carbohydrates is always one of the most important tasks for chemistry carbohydrates researchers. The absolute configuration (AC), a challenge for synthetic chemists, has attracted much attention. During the past few decades, many techniques and approaches have been developed to determine the AC of carbohydrates, including methods of X-ray diffraction (XRD), electronic and vibrational circular dichroism (ECD and VCD), Raman optical activity (ROA), nuclear magnetic resonance (NMR) utilizing anisotropic effects of chiral derivatizing agents, and quantum chemical calculations. On the other hand, none of the currently applied techniques can dominate AC determination, since they each have their respective limitations corresponding to the different structural features. This review summarizes most of the techniques and methods commonly used in AC assignment of carbohydrates (but specifically glycosides), in the last decades (2000-2023). GRAPHICAL ABSTRACT
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