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AB144208

Bisindolylmaleimide IV, PKC inhibitor

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MW 327.3 Da, Purity >98%. Potent cell-permeable PKC inhibitor (IC50 values are 0.1 - 0.55 μM). Inhibits PKA (IC50 values are 2 - 11.8 μM). Noncompetitive nAChR antagonist. Shows less potent antinicotinic effects than Bisindolylmaleimide II (ab144206). Induces apoptosis and shows antiproliferative effects.

View Alternative Names

14-3-3-zetaisoform, AI098070, Atypical protein kinase C-lambda/iota, C80388, CAM kinase 2 delta, CAM kinase II delta, CAMK 2d, CAMKD, CAMKI, CVID9, CaM kinase II delta subunit, CaM kinase II subunit delta, CaM-kinase II delta chain, CaMK-II delta subunit, CaMK-II subunit delta, Calcium / calmodulin dependent protein kinase 2 delta, Calcium / calmodulin dependent protein kinase II delta, Calcium/calmodulin-dependent protein kinase type II subunit delta, D14Ertd420e, DXS1179E, EC 2.7.11.13, EPK 2, KCC2D_HUMAN, KPCA_HUMAN, KPCB_HUMAN, KPCD1_HUMAN, KPCD3_HUMAN, KPCD_HUMAN, KPCE_HUMAN, KPCG_HUMAN, KPCI_HUMAN, KPCL_HUMAN, KPCT_HUMAN, KPCZ_HUMAN, Kinase PKC delta, May-01, MGC 5363, MGC125656, MGC125657, MGC126514, MGC141919, MGC26269, MGC26534, MGC49908, MGC57564, NU, OTTHUMP00000001368, OTTHUMP00000043364, OTTHUMP00000043365, OTTHUMP00000044160, OTTHUMP00000067291, PCKd, PKC, PKC 0, PKC 2, PKC MU, PKC ZETA, PKC d, PKC delta, PKC epsilon, PKC h, PKC lambda, PKC lambda/iota, PKC-A, PKC-B, PKC-L, PKC-alpha, PKC-beta, PKC-gamma, PKCC, PKCE, PKCG, PKCI, PKCM, PKCiota, PKCnu, PKD, PKD 3, PKM-zeta, included, PRK D3, PRKC D, PRKC delta, PRKC iota, PRKC-lambda/iota, PRKCA, PRKCB, PRKCB II, PRKCB1, PRKCB2, PRKCE, PRKCG, PRKCI, PRKCL, PRKCM, PRKCN, PRKCT, PRKCZ, PRKD 1, Pkcea, Pkcz, Prkch, Prkcq, Protein Kinase C alpha, Protein Kinase C delta, Protein kinase C, Protein kinase C alpha type, Protein kinase C beta, Protein kinase C beta type, Protein kinase C delta VIII, Protein kinase C delta type, Protein kinase C epsilon, Protein kinase C epsilon type, Protein kinase C eta, Protein kinase C eta type, Protein kinase C gamma, Protein kinase C gamma polypeptide, Protein kinase C gamma type, Protein kinase C iota, Protein kinase C iota type, Protein kinase C mu, Protein kinase C mu type, Protein kinase C nu, Protein kinase C nu type, Protein kinase C theta, Protein kinase C theta type, Protein kinase C zeta, Protein kinase C zeta form, Protein kinase C zeta type, Protein kinase D, Protein kinase D1, Protein kinase D3, Protein kinase EPK 2, R74924, RATCAMKI, SCA 14, Serine threonine protein kinase, Serine/threonine-protein kinase D1, Serine/threonine-protein kinase D3, Tyrosine protein kinase PRKCD, aPKC-lambda/iota, aPKCzeta, calcium/calmodulin-dependent protein kinase (CaM kinase) II delta, calcium/calmodulin-dependent protein kinase type II delta chain, nPKC-D1, nPKC-delta, nPKC-epsilon, nPKC-eta, nPKC-iota, nPKC-mu, nPKC-nu, nPKC-theta, nPKC-zeta, r14-3-3, zetaPKC

1 Images
Chemical Structure - Bisindolylmaleimide IV, PKC inhibitor (AB144208)
  • Chemical Structure

Lab

Chemical Structure - Bisindolylmaleimide IV, PKC inhibitor (AB144208)

2D chemical structure image of ab144208, Bisindolylmaleimide IV, PKC inhibitor

Key facts

CAS number

119139-23-0

Purity

>98%

Molecular weight

327.3 Da

Molecular formula

C<sub>2</sub><sub>0</sub>H<sub>1</sub><sub>3</sub>N<sub>3</sub>O<sub>2</sub>

PubChem

2399

Nature

Synthetic

Solubility

Soluble in ethanol to 50 mM

Soluble in DMSO to 50 mM

Biochemical name

Bisindolylmaleimide IV

Biological description

Potent cell-permeable PKC inhibitor (IC50 values are 0.1 - 0.55 μM). Inhibits PKA (IC50 values are 2 - 11.8 μM). Noncompetitive nAChR antagonist. Shows less potent antinicotinic effects than Bisindolylmaleimide II (ab144206). Induces apoptosis and shows antiproliferative effects.

Canonical smiles

C1=CC=C2C(=C1)C(=CN2)C3=C(C(=O)NC3=O)C4=CNC5=CC=CC=C54

InChi

InChI=1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)

InChiKey

DQYBRTASHMYDJG-UHFFFAOYSA-N

IUPAC Name

3,4-bis(1H-indol-3-yl)pyrrole-2,5-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The protein kinase C (PKC) family includes isoforms such as PKC delta PKC mu/PKD PKC epsilon PKC beta 2 PKC gamma PKC zeta PKC eta PKC theta/PRKCQ PKC iota PKC nu/PRKD3 and CaMKII delta. These isoforms play roles in signal transduction and involve phosphorylation. Each isoform has a distinct mass; for example PKC delta weighs around 77 kDa. PKC isoforms express in various tissues like the brain immune cells and muscle. Some PKCs have specific tissues where they are mostly active which helps in their functional specificity.
Biological function summary

PKCs function as enzymes that regulate cell activities including proliferation differentiation and apoptosis. These activities occur through their second messenger-dependent activation. PKC isoforms often exist as part of larger protein complexes that determine substrate specificity and cellular localization. For instance PKC iota associates within a complex that facilitates its activity in the cytoplasm. The bisindolylmaleimide compounds act as inhibitors to PKC functions by blocking their phosphorylation activity.

Pathways

Multiple signaling cascades incorporate PKC isoforms. Among them the MAPK/ERK and PI3K/AKT pathways engage PKCs extensively. In the MAPK/ERK pathway PKCs phosphorylate components that activate ERK impacting cell cycle regulation. Additionally PKCs relate to proteins such as RAF and MEK within these pathways emphasizing their roles in transmitting extracellular signals to intracellular responses. In the PI3K/AKT pathway PKCs help in mediating cell survival signals contributing to their significance in cellular homeostasis.

PKC isoforms have associations with cancer and type II diabetes. For instance aberrant PKC epsilon activity links to cancer progression due to its role in controlling cell proliferation. Moreover altered PKC beta 2 activity impacts insulin signaling pathways contributing to insulin resistance observed in diabetes. These proteins when dysregulated serve as therapeutic targets and inhibitors like bisindolylmaleimide facilitate the exploration of therapeutic interventions for such conditions.

Product protocols

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