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567741 Sphingosine Kinase 1 Inhibitor II, PF-543 - CAS 1415562-82-1 - Calbiochem

Sphingosine Kinase 1 Inhibitor II, PF-543, CAS 1415562-82-1, is a cell-permeable, competitive inhibitor of sphingosine kinase-1/SphK1-catalyzed sphingosine phosphorylation (IC50 = 2.0 nM).

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: SK Inhibitor II, (R)-(1-(4-((3-Methyl-5-(phenylsulfonylmethyl)phenoxy)methyl)benzyl)-pyrrolidin-2-yl)methanol, Sphingosine Kinase Inhibitor II

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567741
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Overview

Replacement Information

Products

Catalog NumberPackaging Qty/Pack
567741-5MG Glass bottle 5 mg
Description
OverviewA cell-permeable hydroxymethylpyrrolidine compound that inhibits sphingosine kinase-1/SphK1-catalyzed Sphingosine phosphorylation (IC50 = 2.0 nM; [sphingosine] = 3 µM) in a reversible and sphingosine-competitive manner (Ki = 3.6 nM), exhibiting no affinity toward S1P receptors and much reduced inhibitory activity against Sphk2 (6.8% inhibition at 10 µM) or 46 other lipid and portein kinases (IC50 >10 µM). Effectively depletes cellular S1P (by 90% with 1 h 200 nM or 7 d 1 µM drug exposure in 1483 cultures) with concomitant elevation of sphingosine level and no detectable cytotoxicity.
Catalogue Number567741
Brand Family Calbiochem®
SynonymsSK Inhibitor II, (R)-(1-(4-((3-Methyl-5-(phenylsulfonylmethyl)phenoxy)methyl)benzyl)-pyrrolidin-2-yl)methanol, Sphingosine Kinase Inhibitor II
References
ReferencesSchnute, M.E., et al. 2012. Biochem. J. 444, 79.
Product Information
CAS number1415562-82-1
EC number465.6
FormOff-white solid
Hill FormulaC₂₇H₃₁NO₄S
Chemical formulaC₂₇H₃₁NO₄S
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
ApplicationSphingosine Kinase 1 Inhibitor II, PF-543, CAS 1415562-82-1, is a cell-permeable, competitive inhibitor of sphingosine kinase-1/SphK1-catalyzed sphingosine phosphorylation (IC50 = 2.0 nM).
Biological Information
Purity≥95% 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
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
567741-5MG 04055977190922

Documentation

Sphingosine Kinase 1 Inhibitor II, PF-543 - CAS 1415562-82-1 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Sphingosine Kinase 1 Inhibitor II, PF-543 - CAS 1415562-82-1 - Calbiochem Certificates of Analysis

TitleLot Number
567741

References

Reference overview
Schnute, M.E., et al. 2012. Biochem. J. 444, 79.
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.

Revision11-March-2013 JSW
SynonymsSK Inhibitor II, (R)-(1-(4-((3-Methyl-5-(phenylsulfonylmethyl)phenoxy)methyl)benzyl)-pyrrolidin-2-yl)methanol, Sphingosine Kinase Inhibitor II
DescriptionA cell-permeable hydroxymethylpyrrolidine compound that acts as a high affinity (Kd = 5 nM, koff t1/2 = 8.5 min), but poor, sphingosine kinase-1/SphK1 substrate (1/1,500 of sphingosine processivity) and potently inhibits against SphK1-catalyzed sphingosine-to-S1P conversion (IC50 = 2.0 nM; [sphingosine] = 3 µM) in a reversible, sphingosine-, but not ATP-, competitive manner (Ki = 3.6 nM), exhibiting 132-fold selectivity over SphK2, no affinity toward S1P receptors (S1P1, S1P2, S1P3, S1P5), and much reduced or no inhibitory activity against a panel of 46 other lipid and protein kinases (IC50 >10 µM), including the structurally related diacylglyerol kinase α/DAGKα (3.7% inhibition at 10 µM). PF-543 exposure in 1483 squamous cultures is reported to result in intracellular S1P depletion (by 90% upon 1 h 200 nM or 7 d 1 µM drug exposure) with concomitant elevation of sphingosine level and no detectable cytotoxicity (1 µM for 7 to 9 d in 1483, A549, Jurkat, LN229, MCF7, or U937 cultures). Also active in human whole blood assays in the presence human & bovine serum proteins (IC50 = 26.7 nM against cellular C17-S1P formation from exogenously added 20 µM C17-sphingosine in 10 min with 30 min drug preincubation).
FormOff-white solid
Intert gas (Yes/No) Packaged under inert gas
CAS number1415562-82-1
EC number465.6
Chemical formulaC₂₇H₃₁NO₄S
Structure formulaStructure formula
Purity≥95% by HPLC
SolubilityDMSO (50 mg/ml)
Storage Protect from light
+2°C to +8°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 -20°C.
Toxicity Standard Handling
ReferencesSchnute, M.E., et al. 2012. Biochem. J. 444, 79.