356790

Glyphosine

A plant growth regulator that also enhances anti-B:9-23 TCR-dependent T cell activation by modulating murine class II MHC I-Ag7-mediated B:9-23 presentation on APCs.

• Sinônimo(s): Glyphosine, Cp41845, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid, Polaris, Cp41845, Polaris, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid
• Fórmula empírica (Notação de Hill): C₄H₁₁NO₈P₂
• Número CAS: 2439-99-8
• Peso molecular: 263.08
• Número MDL: MFCD00056670
• Código UNSPSC: 12352200

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (NMR)
• forma: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; desiccated (hygroscopic); protect from light
• cor: white
• solubilidade: water: 100 mg/mL
• Condições de expedição: ambient
• temperatura de armazenamento: 2-8°C
• InChI: 1S/C4H11NO8P2/c6-4(7)1-5(2-14(8,9)10)3-15(11,12)13/h1-3H2,(H,6,7)(H2,8,9,10)(H2,11,12,13)
• chave InChI: OXHDYFKENBXUEM-UHFFFAOYSA-N

Descrição

Descrição geral

A glycine-phosphonic acid compound, negatively charged at neutral pH, with immunomodulatory and anti-diabetic properties. Shown to enhance CD4⁺ T cell response to B-chain of insulin (amino acids 9-23) even at 10 nM levels (EC₅₀ = 70.6 nM). Occupies a pocket 9 of I-A^g7 (the class II molecules of the diabetes-prone NOD mice) and alters TCR/peptide-MHC affinity. Stimulates IL-10 secretion in splenocyes in non-obese diabetic (NOD) mice. Daily administration of glyphosine is shown to delay the onset of diabetes in NOD mice. Acts as a competitive inhibitor of phoshoenolpyruvate carboxylase in plants.

A plant growth regulator that also enhances anti-B:9-23 (aa 9 to 23 of insulin B chain) TCR-dependent T cell activation (EC₅₀ = 70.6 nM; EC_max = 500 nM) by modulating murine class II MHC I-A^g7-mediated B:9-23 presentation on APCs, without affecting the activation of anti-chromogranin T cells by chromogranin- I-A^g7 complex. Reported to augment B:9-23 in stimulating IL-10 production from splenocytes of diabetic NOD mice and PBMCs of type 1 diabetic individuals with HLA-DQ8, and effectively prevent the onset of diabetes in NOD mice (80 mg/kg via daily i.p.). Computer structural docking analysis indicates pocket 9 of the I-A^g7 binding groove as the glyphosine targeting site.

Embalagem

Packaged under inert gas

Advertência

Toxicity: Corrosive (L)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 year at -20°C.

Outras notas

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Michels, A.W., et al. 2011. J. Immunol.187, 5921.
Stadinski, B.D., et al. 2010. Proc. Natl. Acad. Sci. USA107, 10978.
Podesta, F.E., et al. 1987. Plant Cell Physiol.28, 375.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Pictogramas: GHS05
• Palavra indicadora: Danger
• Frases de perigo: H318
• Declarações de precaução: P280 - P305 + P351 + P338
• Classificações de perigo: Eye Dam. 1
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable