HDMAPP triammonium

• CAT Number: R064506
• CAS Number: 443892-56-6
• Molecular Formula: C5H21N3O8P2
• Molecular Weight: 313.18
• Purity: ≥95%
• Synonyms: azane;[(E)-4-hydroxy-3-methylbut-2-enyl] phosphono hydrogen phosphate
• InChI: InChI=1S/C5H12O8P2.3H3N/c1-5(4-6)2-3-12-15(10,11)13-14(7,8)9;;;/h2,6H,3-4H2,1H3,(H,10,11)(H2,7,8,9);3*1H3/b5-2+
• InChIKey: YPBALCNFFTVQJJ-JZWSQSCTSA-N
• SMILES: CC(=CCOP(=O)(O)OP(=O)(O)O)CO.N.N.N

HDMAPP triammonium is a potent phosphoantigen in the ammonium form and the pyrophosphate form of (E)-HDMAPP. HDMAPP is also a potent activator of γδ T cells and can induce T cell stimulation in vitro (EC50=0.39 nM, TNF-α)[1].
HDMAPP triammonium (compound 3E) (2 μM) increases TNF-α release levels in primary polyclonal human Vγ9Vδ2 T cells and has stimulatory bioactivity[1].
HDMAPP triammonium (compound 3E) (0.02-2.5 mg/kg; iv; 15 days) significantly increases γδ cells in a cynomolgus monkey model[1].

Reference

[1]. Boëdec A, et al. Synthesis and biological activity of phosphonate analogues and geometric isomers of the highly potent phosphoantigen (E)-1-hydroxy-2-methylbut-2-enyl 4-diphosphate. J Med Chem. 2008 Mar 27;51(6):1747-54.
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