Lipoteichoic acid

• CAT Number: I044962
• CAS Number: 56411-57-5
• Purity: ≥95%
• IUPAC Name: [(2S)-1-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3-acetamido-5-amino-4-hydroxy-6-methyloxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-heptanoyloxypropan-2-yl] (E)-pentadec-7-enoate
• InChI: InChI=1S/C39H70N2O13/c1-5-7-9-11-12-13-14-15-16-17-18-20-22-31(45)52-28(24-49-30(44)21-19-10-8-6-2)25-50-39-36(48)37(34(46)29(23-42)53-39)54-38-33(41-27(4)43)35(47)32(40)26(3)51-38/h14-15,26,28-29,32-39,42,46-48H,5-13,16-25,40H2,1-4H3,(H,41,43)/b15-14+/t26-,28-,29-,32+,33-,34-,35+,36-,37+,38+,39+/m1/s1
• InChIKey: PANDRCFROUDETH-YLSOAJEOSA-N
• SMILES: CCCCCCC/C=C/CCCCCC(=O)O[C@@H](CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)C)N)O)NC(=O)C)O)COC(=O)CCCCCC

Lipoteichoic acid (Cat No.:I044962) is a key component of the cell wall in Gram-positive bacteria, anchored to the cytoplasmic membrane via a lipid moiety. It consists of repeating glycerol or ribitol phosphate units and plays a crucial role in maintaining cell wall integrity, ion homeostasis, and cell division. LTA is also a potent immunostimulant, recognized by the host’s innate immune system via Toll-like receptor 2 (TLR2), triggering inflammatory responses. Its involvement in bacterial virulence and host-pathogen interactions makes it a significant target in the development of antibiotics and immunomodulatory therapies.