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HDMAPP (ammonium salt)

(Synonyms: HMBPP) 目录号 : GC43807

A phosphoantigen for Vγ9Vδ2 T cells

HDMAPP (ammonium salt) Chemical Structure

Cas No.:443892-56-6

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500μg
¥1,044.00
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1mg
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5mg
¥8,361.00
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10mg
¥14,629.00
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产品描述

HDMAPP is a metabolite of the microbial dioxyxylulose-phosphate pathway, which is analogous to the isopentenyl pyrophosphate pathway in mammals. It is a protease-resistant and phosphatase-sensitive pyrophosphate produced by bacteria and plants.[1] [2] HDMAPP is a non-peptide ligand, also called a phosphoantigen, that binds the T cell receptor on Vγ9Vδ2 peripheral blood lymphocytes with high affinity (EC50 = 0.39 nM).[3] It induces the expansion of human memory Vγ9Vδ2 T cells, but does not increase their ability to inhibit intracellular mycobacterial growth.[4][5] Neonatal Vγ9Vδ2 T cells require micromolar concentrations of HDMAPP to drive expansion.[6]

Reference:
[1]. Poupot, M., and Fournié, J.J. Non-peptide antigens activating human Vg9/Vd2 T lymphocytes. Immunology Letters 95, 129-138 (2004).
[2]. Tanaka, Y., Morita, C.T., Tanaka, Y., et al. Natural and synthetic non-peptide antigens recognized by humanγδT cells. Nature 375, 155-158 (1995).
[3]. Boëdec, A., Sicard, H., Dessolin, J., 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. Journal of Medicinal Chemistry 51, 1747-1754 (2008).
[4]. DeBarros, A., Chevas-Ferreira, M., d'Orey, F., et al. CD70-CD27 interactions provide survival and proliferative signals that regulate T cell receptor-driven activation of human γδ peripheral blood lymphocytes. European Journal of Immunology 41(1), 195-201 (2011).
[5]. Spencer, C.T., Abate, G., Blazevic, A., et al. Only a subset of phosphoantigen-responsive γ9δ2 T cells mediate protective TB immunity. Journal of Immunology 181(7), 4471-4484 (2008).
[6]. Moens, E., Brouwer, M., Dimova, T., et al. IL-23R and TCR signaling drives the generation of neonatal Vγ9Vδ2 T cells expressing high levels of cytotoxic mediators and producing IFN-γ and IL-17. Journal of Leukocyte Biology 89(5), 743-752 (2011).

Chemical Properties

Cas No. 443892-56-6 SDF
别名 HMBPP
化学名 mono[(2E)-hydroxy-3-methyl-2-butenyl] ester diphosphoric acid, triammonium salt
Canonical SMILES [O-]P(OP([O-])(OC/C=C(CO)\C)=O)([O-])=O.[NH4+].[NH4+].[NH4+]
分子式 C5H9O8P2•3NH4 分子量 313.2
溶解度 PBS (pH 7.2): 10 mg/ml 储存条件 Store at -20°C
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1 mM 3.1928 mL 15.9642 mL 31.9285 mL
5 mM 0.6386 mL 3.1928 mL 6.3857 mL
10 mM 0.3193 mL 1.5964 mL 3.1928 mL
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