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566224 Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem

Overview

Replacement Information

Key Specifications Table

Empirical Formula
C₂₂H₃₀FNO₁₄

Products

Catalog NumberPackaging Qty/Pack
566224-10MG Glass bottle 10 mg
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
Global Trade Item Number
Catalog Number GTIN
566224-10MG 04055977191332

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 Protect from light
≤ -70°C
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.