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362330 GAG Antagonist, Surfen - Calbiochem

The GAG Antagonist, Surfen controls the biological activity of GAG. This small molecule/inhibitor is primarily used for Activators/Inducers applications.

GAG Antagonist, Surfen - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Gβγ Activator, 12155, NSC12155, bis-2-Methyl-4-amino-quinolyl-6-carbamide, diHCl, trihydrate, Glycosaminoglycans Antagonist

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      Overview

      Replacement Information

      Key Spec Table

      Empirical Formula
      C₂₁H₂₀N₆O • 2HCl • 3H₂O
      Description
      OverviewA symmetrical quinolyl-urea compound that binds GAGs (glycosaminoglycans) via electrostatic interaction with the negatively charged sulfate and carboxyl moieties present in heparan sulfate (HS), heparin, and dermatan sulfate, resulting in effective blockage of GAGs interactions with their protein binding partners. Surfen is shown to effectively neutralize HS- and heparin-mediated thrombin inhibition of Factor Xa activity as well as heparin's anti-clotting activity. Also reported to inhibit FGF2-induced Erk phosphorylation and tubulation in murine lung endothelial cultures (IC50 ~5 µM), fibronectin HS-binding domain-dependent CHO cell adhesion (IC50 = 3 µM), and HSV-1 infection of glucosaminyl 3-O-sulfotransferase-3A-expressing CHO cells (complete inhibition at 5 µM). Surfen analogs with improved potency may serve as promising candidates as less toxic alternatives to Protamine (Cat. No. 539122) in clinical applications.Reported to directly bind Gβγ subunit in a reversible manner, displace Gα-GDP from Gβγ, and acutely activate Gβγ signaling without Gα activation.
      Catalogue Number362330
      Brand Family Calbiochem®
      SynonymsGβγ Activator, 12155, NSC12155, bis-2-Methyl-4-amino-quinolyl-6-carbamide, diHCl, trihydrate, Glycosaminoglycans Antagonist
      References
      ReferencesSurve, C.R., et al. 2016. Sci. Signal. 9, ra22.
      Schuksz, M., et al. 2008. Proc. Natl. Acad. Sci. USA 105, 13074.
      Hunter, D.T. Jr., and Hill, J.M. 1961. Nature 191, 1378.
      Product Information
      FormWhite solid
      Hill FormulaC₂₁H₂₀N₆O • 2HCl • 3H₂O
      Chemical formulaC₂₁H₂₀N₆O • 2HCl • 3H₂O
      Hygroscopic Hygroscopic
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥98% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Hygroscopic Hygroscopic
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot into glass vials and freeze (-20°C). Stock solutions are stable for up to 6 months 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
      362330 0

      Documentation

      GAG Antagonist, Surfen - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      GAG Antagonist, Surfen - Calbiochem Certificates of Analysis

      TitleLot Number
      362330

      References

      Reference overview
      Surve, C.R., et al. 2016. Sci. Signal. 9, ra22.
      Schuksz, M., et al. 2008. Proc. Natl. Acad. Sci. USA 105, 13074.
      Hunter, D.T. Jr., and Hill, J.M. 1961. Nature 191, 1378.
      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.

      Revision05-October-2010 RFH
      SynonymsGβγ Activator, 12155, NSC12155, bis-2-Methyl-4-amino-quinolyl-6-carbamide, diHCl, trihydrate, Glycosaminoglycans Antagonist
      DescriptionA symmetrical quinolyl-urea compound that binds GAGs (glycosaminoglycans) via electrostatic interaction with the negatively charged sulfate and carboxyl moieties present in heparan sulfate (HS), heparin, and dermatan sulfate, resulting in effective blockage of GAGs interactions with their protein binding partners. Surfen is shown to effectively neutralize HS- and heparin-mediated thrombin inhibition of Factor Xa activity as well as heparin's anti-clotting activity. Also reported to inhibit FGF2-induced Erk phosphorylation and tubulation in murine lung endothelial cultures (IC50 ~5 µM), fibronectin HS-binding domain-dependent CHO cell adhesion (IC50 = 3 µM), and HSV-1 infection of glucosaminyl 3-O-sulfotransferase-3A-expressing CHO cells (complete inhibition at 5 µM). Surfen analogs with improved potency may serve as promising candidates as less toxic alternatives to Protamine (Cat. No. 539122) in clinical applications.
      FormWhite solid
      Intert gas (Yes/No) Packaged under inert gas
      Chemical formulaC₂₁H₂₀N₆O • 2HCl • 3H₂O
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Hygroscopic
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot into glass vials and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesSurve, C.R., et al. 2016. Sci. Signal. 9, ra22.
      Schuksz, M., et al. 2008. Proc. Natl. Acad. Sci. USA 105, 13074.
      Hunter, D.T. Jr., and Hill, J.M. 1961. Nature 191, 1378.