356790 Glyphosine - CAS 2439-99-8 - Calbiochem

356790
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₄H₁₁NO₈P₂ 2439-99-8

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      356790-5GM
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          Glass bottle 5 gm
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          Description
          OverviewA 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.
          Catalogue Number356790
          Brand Family Calbiochem®
          SynonymsCp41845, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid, Polaris
          References
          ReferencesMichels, A.W., et al. 2011. J. Immunol. 187, 5921.
          Stadinski, B.D., et al. 2010. Proc. Natl. Acad. Sci. USA 107, 10978.
          Podesta, F.E., et al. 1987. Plant Cell Physiol. 28, 375.
          Product Information
          CAS number2439-99-8
          FormWhite solid
          Hill FormulaC₄H₁₁NO₈P₂
          Chemical formulaC₄H₁₁NO₈P₂
          Hygroscopic Hygroscopic
          Structure formula ImageStructure formula Image
          Applications
          Biological Information
          Purity≥98% by NMR
          Physicochemical Information
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          R PhraseR: 41

          Risk of serious damage to eyes.
          S PhraseS: 26

          In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Corrosive
          Hazardous Materials Attention: 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.
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Hygroscopic Hygroscopic
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 year at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          Certificates of Analysis

          TitleLot Number
          356790

          References

          Reference overview
          Michels, A.W., et al. 2011. J. Immunol. 187, 5921.
          Stadinski, B.D., et al. 2010. Proc. Natl. Acad. Sci. USA 107, 10978.
          Podesta, F.E., et al. 1987. Plant Cell Physiol. 28, 375.
          Data Sheet

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision04-June-2012 JSW
          SynonymsCp41845, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid, Polaris
          DescriptionA 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.
          FormWhite solid
          Intert gas (Yes/No) Packaged under inert gas
          CAS number2439-99-8
          Chemical formulaC₄H₁₁NO₈P₂
          Structure formulaStructure formula
          Purity≥98% by NMR
          SolubilityH₂O (100 mg/ml)
          Storage +2°C to +8°C
          Hygroscopic
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 year at -20°C.
          Toxicity Corrosive
          ReferencesMichels, A.W., et al. 2011. J. Immunol. 187, 5921.
          Stadinski, B.D., et al. 2010. Proc. Natl. Acad. Sci. USA 107, 10978.
          Podesta, F.E., et al. 1987. Plant Cell Physiol. 28, 375.