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356790 Glyphosine - CAS 2439-99-8 - Calbiochem

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      Overview

      Replacement Information

      Key Spec Table

      CAS #Empirical Formula
      2439-99-8C₄H₁₁NO₈P₂
      Description
      Overview

      This product has been discontinued.



      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.

      Catalogue Number356790
      Brand Family Calbiochem®
      SynonymsCp41845, Polaris, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid
      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
      Quality LevelMQ100
      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
      Global Trade Item Number
      Catalogue Number GTIN
      356790 0

      Documentation

      Glyphosine - CAS 2439-99-8 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Glyphosine - CAS 2439-99-8 - Calbiochem 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.

      Brochure

      Title
      New Products: Volume 3, 2012
      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, Polaris, N,N-bis(Phosphonomethyl)glycine, 2-(bis(Phosphonomethyl)amino)acetic acid
      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 Protect from light
      +2°C to +8°C
      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.
      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.