cis-diol-containing biomolecules (None)

cis-diol-containing biomolecules are a diverse group of biological compounds defined by the presence of two hydroxyl groups on adjacent carbon atoms in a cis-planar orientation. This structural feature is ubiquitous in nature, appearing in essential molecules such as monosaccharides like glucose, ribonucleosides such as adenosine, and glycoconjugates like sialic acid (Source: Wikipedia, Cis-diol). In the field of therapeutic development, these molecules are targeted primarily through the use of boronic acid derivatives, which form reversible covalent cyclic boronate esters with the diol groups under physiological conditions (Source: Hall, D. G., Boronic Acids, 2011). This chemical recognition is utilized in diagnostic sensors for monitoring blood glucose in diabetes and in experimental drug delivery systems designed to target the hypersialylated glycans found on the surface of many cancer cells (Source: NCBI, PMC4861189). While several FDA-approved drugs like Bortezomib and Vaborbactam contain boronic acid moieties, their primary therapeutic effect often involves protein inhibition, though their interaction with systemic diols remains a critical factor in their pharmacological profile (Source: PubChem, CID 191628). The primary challenge in targeting this class is the lack of specificity, as the abundance of various cis-diols in the blood and tissues can lead to significant off-target binding and potential toxicity.

Other names

Vicinal diols1,2-diolsPolyolsGlycols

Reversible covalent binding through the formation of five- or six-membered cyclic boronate esters with vicinal hydroxyl groups (Source: Hall, D. G., Boronic Acids, 2011).