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566224 Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem

566224
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Overview

Replacement Information

Key Spec Table

Empirical Formula
C₂₂H₃₀FNO₁₄

Pricing & Availability

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566224-10MG
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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
      Quality LevelMQ100
      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.