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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.