dTDP-Qui3NAc

Synonyms dTDP-3-acetamido-3,6-dideoxy-α-D-glucose dTDP-D-Qui3NAc dTDP-Qui3NAc SMILES CC1(\C(=O)NC(N(\C=1)[C@H]3(C[C@H](O)[C@@H](COP(=O)([O-])OP(O[C@H]2(O[C@H](C)[C@@H](O)[C@H](NC(=O)C)[C@@H](O)2))(=O)[O-])O3))=O) InChI InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)13(19-9(3)22)14(24)8(2)33-17/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/p-2/t8-,10+,11-,12-,13+,14-,15-,17-/m1/s1 InChIKey InChIKey=CWQDRZJUANNJKC-NMSPNFBVSA-L dTDP-Qui3NAc (dTDP-3-acetamido-3,6-dideoxy-D-glucose) is a nucleotide sugar derivative involved in bacterial glycosylation processes. It plays a key role in the synthesis of complex glycans, specifically in the biosynthesis of polysaccharides in bacterial systems. Structure & Properties : Molecular Weight (MW) : Approximately 547 g/mol Chemical Formula : C17H28N3O14P2S Synonyms : dTDP-3-acetamido-3,6-dideoxy-D-glucose, dTDP-Qui3NAc, dTDP-3-amino-3,6-dideoxy-D-glucose Functional Groups : Contains an acetamido group at the 3-position, a dideoxy modification at the 6-position, and a thymidine diphosphate moiety. Biological Role : Biosynthesis Pathway : dTDP-Qui3NAc is synthesized from dTDP-3-amino-3,6-dideoxy-D-glucose via acetylation at the 3-position. It serves as an activated donor in bacterial polysaccharide biosynthesis. Function : This sugar nucleotide is utilized in glycan assembly, contributing to the formation of bacterial surface polysaccharides such as O-antigens, capsules, and exopolysaccharides. Applications : Bacterial Glycobiology : dTDP-Qui3NAc is an essential component in the biosynthesis of bacterial glycans, particularly those involved in virulence factors like lipopolysaccharides (LPS). Enzyme Studies : Researchers study the enzymes involved in dTDP-Qui3NAc synthesis and transfer, which are crucial for understanding bacterial cell wall biosynthesis. Significance in Research : Pathogen Recognition : dTDP-Qui3NAc is part of the polysaccharides that pathogens use to interact with host immune cells, making it a significant molecule in pathogen-host interactions. Structural Diversity of Glycans : Its incorporation into bacterial glycans adds to the structural diversity of bacterial cell surfaces, which can influence immune evasion and bacterial survival. Key Roles : Polysaccharide Biosynthesis : dTDP-Qui3NAc is incorporated into polysaccharides via glycosyltransferases, aiding in the assembly of complex bacterial glycans. Virulence Factor : The sugars produced from dTDP-Qui3NAc are involved in creating structures that help bacteria evade the host immune system and adhere to host tissues. Storage and Stability : Storage : Store at -20°C in a dry, sealed container to prevent moisture absorption and degradation. Stability : Stable under proper storage conditions but should be kept dry and protected from light to maintain its integrity. Research Applications : Antimicrobial Research : Enzymes involved in the synthesis of dTDP-Qui3NAc are potential targets for developing new antibiotics, particularly those that disrupt bacterial polysaccharide biosynthesis. Vaccine Development : Understanding the role of dTDP-Qui3NAc in polysaccharide biosynthesis can aid in designing vaccines targeting encapsulated bacteria. Potential Impact : Antibiotic Development : Inhibiting the biosynthesis or utilization of dTDP-Qui3NAc can impair the formation of key bacterial structures, reducing their ability to cause disease. Immune System Evasion : By altering the synthesis of dTDP-Qui3NAc-containing polysaccharides, researchers may develop strategies to reduce bacterial evasion of the immune system. dTDP-Qui3NAc is a critical molecule in bacterial glycosylation, involved in the formation of polysaccharides that contribute to the virulence and survival of bacterial pathogens. Its role in glycan biosynthesis makes it a target of interest in the development of therapeutic strategies against bacterial infections