566224 Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem

566224
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₂₂H₃₀FNO₁₄

      Pricing & Availability

      Catalog Number AvailabilityPackaging Qty/Pack Price Quantity
      566224-10MG
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          Glass bottle 10 mg
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          Description
          OverviewA cell-permeable sialylic acid analog that upon cellular uptake is transformed into a CMP-Neu5Ac (Cat. No. 233264) mimetic bearing a C3 fluorine substituent at the axial position, effectively inhibiting sialyltransferase in a donor substrate CMP-Neu5Ac-competitive manner. Shown to effectively abloishes HL-60 cell surface SLeX expression (by >95%; 200 µM for 5 days), resulting in dramatic reductions in cell surface E-selectin and P-selectin binding (by >95% and >80%, respectively), without affecting cell viability or proliferation.
          Catalogue Number566224
          Brand Family Calbiochem®
          Synonyms(1S,2R)-1-((3S,4R,5R,6S)-3-acetamido-4,6-diacetoxy-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate, 3Fax-Neu5Ac Prodrug
          References
          ReferencesRillahan, C., et al. 2012. Nat. Chem. Bio. 8, 661.
          Product Information
          FormWhite solid
          Hill FormulaC₂₂H₃₀FNO₁₄
          ReversibleY
          Structure formula ImageStructure formula Image
          Applications
          ApplicationSialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac, is a cell-permeable sialylic acid analog that is converted to a CMP-Neu5Ac and inhibits sialyltransferase.
          Biological Information
          Primary TargetSialyltransferase
          Purity≥98% by NMR
          Physicochemical Information
          Cell permeableY
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Dry Ice Only
          Toxicity Standard Handling
          Storage ≤ -70°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -70°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem SDS

          Title

          Safety Data Sheet (SDS) 

          Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem Certificates of Analysis

          TitleLot Number
          566224

          References

          Reference overview
          Rillahan, C., et al. 2012. Nat. Chem. Bio. 8, 661.
          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.

          Revision24-October-2012 JSW
          Synonyms(1S,2R)-1-((3S,4R,5R,6S)-3-acetamido-4,6-diacetoxy-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate, 3Fax-Neu5Ac Prodrug
          DescriptionA cell-permeable sialylic acid analog that upon cellular uptake is transformed into a CMP-Neu5Ac (a href=http://www.emdmillipore.com/products/EMD_BIO-233264target=_blank>233264) mimetic bearing a C3 fluorine substituent at the axial position, effectively inhibiting sialyltransferase in a donor substrate CMP-Neu5Ac-competitive manner. Shown to effectively abloishes HL-60 cell surface SLeX expression (by >95%; 200 µM for 5 days), resulting in dramatic reductions in cell surface E-selectin and P-selectin binding (by >95% and >80%, respectively), without affecting cell viability or proliferation.
          FormWhite solid
          Intert gas (Yes/No) Packaged under inert gas
          Structure formulaStructure formula
          Purity≥98% by NMR
          SolubilityDMSO (50 mg/ml)
          Storage ≤ -70°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -70°C.
          Toxicity Standard Handling
          ReferencesRillahan, C., et al. 2012. Nat. Chem. Bio. 8, 661.