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Merck

203291

Bisindolylmaleimide I, Hydrochloride

An enhanced water-soluble form of Bisindolylmaleimide I.

Synonym(s):

Bisindolylmaleimide I, Hydrochloride, 2-[1-(3-Dimethylaminopropyl)-1H-indol-3-yl]-3-(1H-indol-3-yl)maleimide, HCl

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About This Item

Empirical Formula (Hill Notation):
C25H24N4O2 · xHCl
CAS Number:
176504-36-2
Molecular Weight:
412.48 (free base basis)
UNSPSC Code:
12352111
NACRES:
NA.77
MDL number:
MFCD00236429

Product Name

Bisindolylmaleimide I, Hydrochloride, An enhanced water-soluble form of Bisindolylmaleimide I.

SMILES string

Cl.N1C(=O)C(=C(C1=O)c4c5c([nH]c4)cccc5)c2c3c([n](c2)CCCN(C)C)cccc3

InChI

1S/C25H24N4O2.ClH/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20;/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31);1H

InChI key

XRAMWNCMYJHGGH-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

orange-red

solubility

water: 10 mg/mL
DMSO: 20 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Protein kinase C
Product competes with ATP.
Reversible: yes
Target Ki: 10 nM against protein kinase C

Disclaimer

Toxicity: Standard Handling (A)

General description

A reversible and ATP-competitive inhibitor of protein kinase C (Ki = 10 nM). Inhibits protein kinase A at much higher concentrations (Ki = 2 µM). An enhanced water soluble form of Bisindolylmaleimide I (Cat. No. 203290).
An enhanced water-soluble form of Bisindolylmaleimide I (Cat. No. 203290 ). A reversible and ATP-competitive inhibitor of protein kinase C (Ki = 10 nM). May inhibit protein kinase A at much higher concentrations (Ki = 2 µM).

Other Notes

Le Panse, R., et al. 1994. Mol. Pharmacol.46, 445.
Kuchera, S., et al. 1993. Agents Actions 39, C169.
Wilkinson, S.E., et al. 1993. Biochem. J.294, 335.
Toullec, D., et al. 1991. J. Biol. Chem. 266, 15771.

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 6 months at 4°C.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K J Christopher et al.
The Journal of physiology, 515 ( Pt 2), 511-522 (1999-03-02)
1. During development, embryos of the pulmonate gastropod, Helisoma trivolvis, undergo a rotation behaviour due to the co-ordinated beating of three bands of ciliated epithelial cells. This behaviour is in part mediated by the neurotransmitter serotonin (5-HT) released from a
Stephen R Reeves et al.
Experimental physiology, 92(6), 1057-1066 (2007-08-07)
Protein kinase C (PKC) is a broadly expressed and critically important signalling protein with a wide range of functional roles, including central components of respiratory control. For example, systemic and targeted administration of PKC inhibitors within the nucleus of the

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