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Merck
CN

217505

CBP-CREB Interaction Inhibitor

The CBP-CREB Interaction Inhibitor, also referenced under CAS 92-78-4, controls the biological activity of CBP-CREB.

Synonym(s):

CBP-CREB Interaction Inhibitor, Luciferase Inhibitor III, N-(4-Chlorophenyl)-3-hydroxy-2-naphthamide, KIX-KID Interaction Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C17H12ClNO2
CAS Number:
Molecular Weight:
297.74
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
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Quality Level

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

beige

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

Clc1ccc(cc1)NC(=O)c2cc3c(cc2O)cccc3

InChI

1S/C17H12ClNO2/c18-13-5-7-14(8-6-13)19-17(21)15-9-11-3-1-2-4-12(11)10-16(15)20/h1-10,20H,(H,19,21)

InChI key

OHAXNCGNVGGWSO-UHFFFAOYSA-N

General description

A cell-permeable naphthamide compound that effectively blocks the interaction between the KIX domain of CBP and the KID domain of CREB in HEK293T-based and cell-free Renilla luciferase (RLuc) complementation assays (IC50 = 2.26 and 2.9 µM, respectively) by directly binding to CBP′s KIX domain (Kd ~8.6 µM using a recombinant KIX). Shown to inhibit CRE- (cAMP response element) dependent transcription activity induced by forskolin (Cat. No. 344270) in a HEK293T-based RLuc reporter assay (IC50<2.5 µM), while exhibiting little effect against the KID-independent CREB-VP16 transcription activity. Also reported to inhibit the enzymatic activity of Firefly luciferase (IC50 ~1 µM), but not that of RLuc.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Li, B.X. and Xiao, X., 2009. ChemBioChem10, 2721.
Best, J.L., et al. 2004. Proc. Natl. Acad. Sci. USA101, 17622.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 1



Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
217505-250MG04055977219371