(2S,3R,4E)-2-Amino-4-tetradecene-1,3-diol (CAS 24558-60-9)

(2S,3R,4E)-2-Amino-4-tetradecene-1,3-diol is a synthetic sphingolipid analog, meticulously designed to study the structural and functional aspects of bioactive lipids in cellular systems. This chemical embodies a unique molecular architecture, comprising a tetradecene chain with a trans-double bond (4E), and hydroxyl groups positioned on the first and third carbons, alongside an amino group on the second carbon. This configuration is critical as it mirrors the chirality and unsaturated nature of certain naturally occurring sphingolipids, allowing it to participate in and influence lipid-based signaling pathways. The presence of both amino and hydroxyl groups enables this compound to engage in hydrogen bonding and other types of interactions with cellular components, affecting membrane fluidity, permeability, and the formation of lipid domains. Researchers leverage this compound to dissect the roles of unsaturated lipid chains in cell signaling and membrane dynamics. Its ability to integrate into cellular membranes or interact with lipid-binding proteins provides valuable insights into how variations in lipid structure affect the behavior of lipid rafts and their associated signaling molecules. This sphingolipid analog is especially useful in studies aiming to understand the mechanisms by which lipid unsaturation and chain length dictate the organization and function of complex cellular membranes, thereby aiding in the exploration of lipid-mediated cellular communication and signaling responses.