362330 GAG Antagonist, Surfen - Calbiochem

362330
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₂₁H₂₀N₆O • 2HCl • 3H₂O

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      362330-100MG
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          Glass bottle 100 mg
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          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
          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

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          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 +2°C to +8°C
          Hygroscopic
          Protect from light
          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.