Bisindolylmaleimide I, HCl (CAS 176504-36-2)

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Alternate Names: 3-[1-(Dimethylaminopropyl)indol-3-yl]-4-(indol-3-yl)maleimide hydrochloride

Application: Bisindolylmaleimide I, HCl is a water soluble inhibitor for all known isoforms of PKC

CAS Number: 176504-36-2

Purity: ≥98%

Molecular Weight: 448.94

Molecular Formula: C₂₅H₂₄N₄O₂•HCl

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

* Refer to Certificate of Analysis for lot specific data (including water content).

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Bisindolylmaleimide I, HCl is a water soluble form of Bisindolylmaleimide I (sc-24003); a staurosporine (sc-3510) inspired molecule, which has been shown to display equally potent inhibition, but with vastly superior selectivity for all of the known isoforms of PKC (IC₅₀ = 8-20 nM). Inhibition is competitive with respect to ATP, which suggests that Bisindolylmaleimide I occupies the ATP binding domain of the PKC isoforms. This compound has been used to selectively probe for PKC-mediated pathways for transduction of hormone, cytokine, and growth factor signals. Shown to inhibit PKC (protein kinase C) within intact platelets and T cells, Fas-mediated apoptosis, and T cell-mediated autoimmune diseases. Bisindolylmaleimide I, HCl is an inhibitor of PKC α, PKC β, PKCδ, PKC ε and PKC γ.

References

1. Toullec, D., et al. 1991. J. Biol. Chem. 266: 15771-15781. PMID: 1874734
2. Martiny-Baron, G., et al. 1993. J. Biol. Chem. 268: 9194-9197. PMID: 8486620
3. Kiss, Z., et al. 1995. Biochim. Biophys. Acta. 1265: 93-95. PMID: 7857990
4. Zhou, T., et al. 1999. Nat. Med. 5: 42-48. PMID: 9883838

Physical State :

Solid

Solubility :

Soluble in methanol (10 mg/ml), DMSO (100 mM), and water (10 mg/ml).

Storage :

Store at 4° C

Boiling Point :

685.6° C at 760 mmHg (Predicted)

Refractive Index :

n²⁰_D ~1.69

Ki Data :

protein kinase C: K_i= 10 nM; protein kinase A: K_i= 2 µM

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

PubChem CID :

6419775

MDL Number :

MFCD00236429

SMILES :

CN(C)CCCN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CNC5=CC=CC=C54.Cl

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Certificate of Analysis

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Bisindolylmaleimide I, HCl (CAS 176504-36-2) Product Citations

See how others have used Bisindolylmaleimide I, HCl (CAS 176504-36-2). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 13 total

PMID: # 31087358 2019. Mol. Carcinog. 58: 1492-1501.

PMID: # 28115242 Jeong, CH.|Seok, JS.|Petriello, MC.|Han, SG.| et al. 2017. Toxicology. 379: 31-39.

PMID: # 21148485 Chen S, Evans HG, Evans DR. et al. 2011. J Biol Chem. 286: 10201-10209.

PMID: # 15978263 Hamel, C. et al. 2005. Life Sci. 77: 1069-1081.

PMID: # 16227274 Chang, M. et al. 2005. J. Virol. 79: 13538-13547.

PMID: # 12361872 Hendricson, AW. et al. 2002. Hear. Res. 172: 99-99-109109.

PMID: # 12468027 Smith, FL. et al. 2002. Brain Res. 958: 28-35.

PMID: # 11882295 Nair, KS. et al. 2002. Curr. Biol. 12: 421-425.

PMID: # 10532947 Bodart, V. et al. 1999. Circ. Res. 85: 796-802.

Citations 1 to 10 of 13 total

Rated 5 out of 5 by MS from Chen Chen, et. al. (PubMed ID 21148485) tested HeLa cells with Bisindolylmaleimide I, HCl (sc-24004) at a concentration of 4 M for 4 hours, but found that it did not promote either the membrane association or dissociation of FAM129B. -SCBT Publication Review

Date published: 2015-03-05

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