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About This Item
Empirical Formula (Hill Notation):
C4H11NO8P2
CAS Number:
Molecular Weight:
263.08
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (NMR)
Form:
solid
Quality Level
assay
≥98% (NMR)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated (hygroscopic), protect from light
color
white
solubility
water: 100 mg/mL
shipped in
ambient
storage temp.
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)
InChI key
OXHDYFKENBXUEM-UHFFFAOYSA-N
General description
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-Ag7 (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; ECmax = 500 nM) by modulating murine class II MHC I-Ag7-mediated B:9-23 presentation on APCs, without affecting the activation of anti-chromogranin T cells by chromogranin- I-Ag7 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-Ag7 binding groove as the glyphosine targeting site.
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 year at -20°C.
Other Notes
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.
Stadinski, B.D., et al. 2010. Proc. Natl. Acad. Sci. USA107, 10978.
Podesta, F.E., et al. 1987. Plant Cell Physiol.28, 375.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Corrosive (L)
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 356790-5GM | 04055977192810 |
