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530266 Cytohesin Inhibitor II, Cyplecksin 2 - Calbiochem

Selectively and covalently modifies the pleckstrin homology domain of the cytohesin family (Kd ~ 2 µM to cytohesin-1) and irreversibly inhibits its function.

Cytohesin Inhibitor II, Cyplecksin 2 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 5-Benzyl-5-bromo-1-(4-chlorophenyl)pyrimidine-2,4,6(1H,3H,5H)-trione, Cytohesin pleckstrin homology domain inhibitor 2, Cyth PH Domain Inhibitor

Primary Target: pleckstrin homology domain of the cytohesin family
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Áttekintés

Replacement Information

Kulcsspecifikációk táblázata

Empirical Formula
C₁₇H₁₂BrClN₂O₃
Description
Overview

This product has been discontinued.



A cell-permeable 5-bromobarbiturate that selectively and covalently modifies the pleckstrin homology (PH) domain of the cytohesin family (Kd ~ 2 µM to cytohesin-1 labeled with Alexa647) and irreversibly inhibits its function. Prevents the interaction cytohesin-1 PH, and to cytohesins 1 and 2 lacking the short C-terminal polybasic region with PIP3 and PIP2. Blocks insulin-dependent cytohesin-2-GFP translocation to plasma membrane in HeLa cells (~50 µM). Does not recognize or show any binding to T-lymphoma invasive and metastasis inducing protein 1 (Tiam)-DH-PH and shows poor affinity towards Sec7 domain of cytohesin-2. Cytohesins Inhibitor SecinH3 is also available (Cat. No. 565725).

Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number530266
Brand Family Calbiochem®
Synonyms5-Benzyl-5-bromo-1-(4-chlorophenyl)pyrimidine-2,4,6(1H,3H,5H)-trione, Cytohesin pleckstrin homology domain inhibitor 2, Cyth PH Domain Inhibitor
References
ReferencesHussein, M., et al. 2013. Angew. Chem. Int. Ed., 52, 9529.
Product Information
FormWhite solid
Hill FormulaC₁₇H₁₂BrClN₂O₃
Chemical formulaC₁₇H₁₂BrClN₂O₃
ReversibleN
Quality LevelMQ100
Applications
Biological Information
Primary Targetpleckstrin homology domain of the cytohesin family
Purity≥97% by HPLC
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 Ambient Temperature Only
Toxicity Standard Handling
Storage -20°C
Protect from Light Protect from light
Protect from Moisture Protect from moisture
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-70°C). Stock solutions are stable for up to 6 months at -70°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Katalógusszám GTIN
530266 0

Documentation

Cytohesin Inhibitor II, Cyplecksin 2 - Calbiochem MSDS

Title

Safety Data Sheet (SDS) 

References

Hivatkozások áttekintése
Hussein, M., et al. 2013. Angew. Chem. Int. Ed., 52, 9529.
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.

Revision27-June-2014 JSW
Synonyms5-Benzyl-5-bromo-1-(4-chlorophenyl)pyrimidine-2,4,6(1H,3H,5H)-trione, Cytohesin pleckstrin homology domain inhibitor 2, Cyth PH Domain Inhibitor
DescriptionA cell-permeable 5-bromobarbiturate that targets the PH domain of cytohesin family small GEFs (Kd ~2 µM in binding assay using Cyth1 PH domain aa259-381) via covalent interaction and effectively competes against both PIP2 and PIP3 for Cyth PH domain binding (IC50 ≤10 µM against 30 nM PIP2; [Cyth1 PH] = 250 nM), while exhibiting no affinity toward Tiam1 DH-PH domain and displaying little potency against GEP100-PH/PIP2, DAGK- PH/PIP2, ARHGAP25-PH/PIP3, IRS1-PH/PIP2, Pleckstrin-PH/PIP3, or Akt2/PIP3 interaction even at concentrations as high as 100 µM. Overnight pretreatment (50 µM) prior to insulin stimulation (100 nM for 10 min) is shown to greatly inhibit insulin-induced Cyth2 plasma membrane translocation by 83% in HeLa Cyth2-GFP transfectants. Greatly complements the Sec7 domain-targeting SecinH3 (Cat. No. 565725) in studying Cytohesins-mediated cellular signaling events.
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
Chemical formulaC₁₇H₁₂BrClN₂O₃
Purity≥97% by HPLC
SolubilityEthanol (50 mg/ml)
Storage Protect from moisture
Protect from light
-20°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-70°C). Stock solutions are stable for up to 6 months at -70°C.
Toxicity Standard Handling
ReferencesHussein, M., et al. 2013. Angew. Chem. Int. Ed., 52, 9529.