(E)-C-HDMAPP (ammonium salt)

Description: Synthetic and natural alkyl phosphates, also known as phosphoantigens, stimulate the proliferation of gammadelta-T lymphocytes. Isopentenyl pyrophosphate, and related derivatives including (E)-hydroxy-dimethyl-allyl pyrophosphate ((E)-HDMAPP), are particularly effective activators of gammadelta-T cells. (E)-C-HDMAPP is the pyrophosphonate form of (E)-HDMAPP. The pyrophosphonate moiety in (E)-C-HDMAPP is much less susceptible to chemical or enzymatic hydrolysis than its pyrophosphate counterpart. As a result, (E)-C-HDMAPP is much more stable in solution and in vascular circulation. (E)-C-HDMAPP possesses comparable activity to (E)-HDMAPP, which is the most potent of the isoprenoid phosphoantigens. (E)-C-HDMAPP stimulates the synthesis of tumor necrosis factor (TNF-alpha) by gammadelta-T lymphocytes with an IC50 value of 0.91 nM. (E)-C-HDMAPP also significantly increases the number of circulating gammadelta-T cells in vivo, in cynomolgus monkeys. Target: Others. Smiles: OC/C(C)=C/CCP(OP(O)(O)=O)(O)=O.N.N.N