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Safety Information

B3931

Sigma-Aldrich

Bisindolylmaleimide X hydrochloride

≥90%, solid

Synonym(s):

Ro 31-8425

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About This Item

Empirical Formula (Hill Notation):
C26H24N4O2 · HCl
CAS Number:
145317-11-9
Molecular Weight:
460.96
MDL number:
MFCD04972010
UNSPSC Code:
12352111
PubChem Substance ID:
329773224
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥90%

form

solid

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

Cl.Cn1cc(C2=C(C(=O)NC2=O)c3c4CC(CN)CCn4c5ccccc35)c6ccccc16

InChI

1S/C26H24N4O2.ClH/c1-29-14-18(16-6-2-4-8-19(16)29)23-24(26(32)28-25(23)31)22-17-7-3-5-9-20(17)30-11-10-15(13-27)12-21(22)30;/h2-9,14-15H,10-13,27H2,1H3,(H,28,31,32);1H

InChI key

IMBOYWXMTUUYGZ-UHFFFAOYSA-N

Application

Bisindolylmaleimide X hydrochloride has been used as a protein kinase C (PKC) inhibitor:
  • in chemotaxis assays
  • to inhibit protein kinase C and to study its effects on the expression of EGR1, NAB2, ZEBRA, and Rta
  • in the culture to study its effects on the expression of the kinase-insert domain-containing receptor (KDR)-B1, protein kinase Cθ (PKCθ)-M1a or Abl-HTa and on cell yield in baculovirus (BV)-infected insect cells

Biochem/physiol Actions

Bisindolylmaleimide X hydrochloride/Ro 31-8425, a strong and selective protein kinase C (PKC) inhibitor, can reduce the superoxide burst caused by various agonists in neutrophils. It can suppress the responses induced by cell surface receptors and phorbol esters in T cells. In humans, Ro 31-8425 can prevent neutrophil PKC in vitro with an IC50 of 5nM.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

B3931-BULK:
B3931-VAR:
B3931-5MG:
B3931-1MG:
B3931-1MG-PW:
B3931-5MG-PW:

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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J E Merritt et al.
Cellular signalling, 9(1), 53-57 (1997-01-01)
Previous studies implicating a role for protein kinase C (PKC) in mediating stimulation of cellular responses by physiological agonists have relied on use of non-specific inhibitors or direct stimulation of PKC by phorbol esters. However, much of this evidence is
André Strauss et al.
Protein expression and purification, 56(2), 167-176 (2007-08-28)
As exemplified by three cases, we show that the addition of a small molecular weight inhibitor to the culture of Baculovirus-infected insect cells can dramatically improve the expression of a recombinant kinase. The expression of the tyrosine kinase KDR was
Markus Ackerknecht et al.
Frontiers in immunology, 6, 297-297 (2015-06-25)
Intravital imaging has revealed that T cells change their migratory behavior during physiological activation inside lymphoid tissue. Yet, it remains less well investigated how the intrinsic migratory capacity of activated T cells is regulated by chemokine receptor levels or other
Jianjiang Ye et al.
Journal of virology, 84(23), 12405-12418 (2010-09-24)
The Epstein-Barr virus (EBV) lytic activator genes bzlf1 and brlf1 are conventionally referred to as immediate-early (IE) genes. However, previous studies showed that the earliest expression of these genes was blocked by cycloheximide when the EBV lytic cycle was induced

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