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B3056

Sigma-Aldrich

Bisindolylmaleimide II

≥97% (Mixture of 2 isomers)

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About This Item

Empirical Formula (Hill Notation):
C27H26N4O2
CAS Number:
137592-45-1
Molecular Weight:
438.52
MDL number:
MFCD00236430
UNSPSC Code:
12352111
PubChem Substance ID:
329773212
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥97% (Mixture of 2 isomers)

form

powder

solubility

DMSO: soluble
ethanol: soluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

CN1CCCC1CCn2cc(C3=C(C(=O)NC3=O)c4c[nH]c5ccccc45)c6ccccc26

InChI

1S/C27H26N4O2/c1-30-13-6-7-17(30)12-14-31-16-21(19-9-3-5-11-23(19)31)25-24(26(32)29-27(25)33)20-15-28-22-10-4-2-8-18(20)22/h2-5,8-11,15-17,28H,6-7,12-14H2,1H3,(H,29,32,33)

InChI key

LBFDERUQORUFIN-UHFFFAOYSA-N

Application

Bisindolylmaleimide II (BIS II) has been used:
  • as a protein kinase C (PKC) inhibitor to study its effects on cardiomyocyte phenotypes
  • as a PKC inhibitor along with methanandamide (mAEA) to study its effects on murine gastric vagal afferent (GVA) mechanosensitivity
  • as a PKC/protein kinase A (PKA) inhibitor to study its effects on bone-marrow cells

Biochem/physiol Actions

Bisindolylmaleimide II (BIS II) acts as a dual protein kinase A/C (PKA/C) inhibitor.

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

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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S E Wang et al.
Oncogene, 29(23), 3335-3348 (2010-04-13)
Activating mutations in the tyrosine kinase domain of HER2 (ErbB2) have been identified in human cancers. Compared with wild-type HER2, mutant HER2 shows constitutively activate kinase activity and increased oncogenicity. Cells transformed by mutant HER2 are resistant to epidermal growth
Xiaojie Shi et al.
Brain research bulletin, 130, 138-145 (2017-01-25)
Carnosine is believed to be neuroprotective in cerebral ischemia. However, few reports concern its function on senescent astrocytes during cerebral ischemia. The aim of this study was to investigate the effects of carnosine on cell damage and glutamine synthetase (GS)
Ameneh Cheshmehkani et al.
Biochemical pharmacology, 146, 139-150 (2017-09-26)
Agonism of the G protein-coupled free-fatty acid receptor-4 (FFA4) has been shown to promote numerous anti-inflammatory effects in macrophages that arise due to interaction with β-arrestin partner proteins. Humans express functionally distinct short and long FFA4 splice variants, such that
Petr Heneberg et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 49(1), 54-67 (2018-10-06)
CD16 was previously suggested to be a new marker of basophils that is subject to downregulation by FcεRI crosslinking. Certain compounds, including supraoptimal concentrations of the PKC inhibitors, bisindolylmaleimides, decouple the release of granules containing CD203c, CD63 and histamine, and
Binh Thanh Nguyen et al.
Electrophoresis, 37(23-24), 3146-3153 (2016-10-27)
An assay for protein kinase C delta (PKCδ) activity based on the quantification of a synthetic substrate using capillary electrophoresis with laser-induced fluorescence detection was developed. The peptides labeled with fluorescein isothiocyanate F-ERK (where ERK is extracellular signal-regulated kinase) and
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