Bisindolylmaleimide IX . methansulfonate [Ro 31-8220]

AdipoGen Life Sciences
Product Code: AG-CR1-0111
CodeSizePrice
AG-CR1-0111-M0011 mg£60.00
Quantity:
AG-CR1-0111-M0055 mg£160.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Ro 31-8220; BIM IX
Appearance:
Red solid.
CAS:
138489-18-6
EClass:
32160000
Form (Short):
liquid
InChi:
InChI=1S/C25H23N5O2S.CH4O3S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20;1-5(2,3)4/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32);1H3,(H,2,3,4)
InChiKey:
SAWVGDJBSPLRRB-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 138489-18-6. Formula: C25H23N5O2S . CH4O3S. MW: 457.6 . 96.1. Selective and cell permeable protein kinase C (PKC) inhibitor. Inhibits the stimulation of insulin secretion by glucose. Inhibits T cell activation. Apoptosis inducer. Potent glycogen synthase kinase-3 (GSK-3) inhibitor. Transcription inhibitor. Induces TNF receptor family-mediated cell death. Pim-1 kinase inhibitor. Antitumor compound.
MDL:
MFCD03788207
Molecular Formula:
C25H23N5O2S . CH4O3S
Molecular Weight:
457.6 . 96.1
Package Type:
Vial
Product Description:
Selective and cell permeable protein kinase C (PKC) inhibitor [1, 2, 3]. Inhibits the stimulation of insulin secretion by glucose [4, 11]. Inhibits T cell activation [5]. Apoptosis inducer [6, 8, 9,10, 13]. Potent glycogen synthase kinase-3 (GSK-3) inhibitor [7]. Transcription inhibitor [9]. Induces TNF receptor family-mediated cell death [10]. Pim-1 kinase inhibitor [12]. Antitumor compound [13].
Purity:
>98% (NMR)
SMILES:
CS(O)(=O)=O.CN1C=C(C2=C1C=CC=C2)C1=C(C(=O)NC1=O)C1=CN(CCCSC(N)=N)C2=C1C=CC=C2
Solubility Chemicals:
Soluble in DMSO.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.

References

Potent selective inhibitors of protein kinase C: P.D. Davis, et al.; FEBS Lett. 259, 61 (1989) | RO 31-8220 and RO 31-7549 show improved selectivity for protein kinase C over staurosporine in macrophages: P. Dieter & E. Fitzke; BBRC 181, 396 (1991) | Isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase C: S.E. Wilkinson, et al.; Biochem. J. 294, 335 (1993) | Inhibition of glucose-stimulated insulin secretion by Ro 31-8220, a protein kinase C inhibitor: S.J. Persaud & P.M. Jones; Endocrine 3, 285 (1995) | RO 31-8220, a novel protein kinase C inhibitor, inhibits early and late T cell activation events: L. Geiselhart, et al.; Transplantation 61, 1637 (1996) | Induction of apoptosis in glioblastoma cells by inhibition of protein kinase C and its association with the rapid accumulation of p53 and induction of the insulin-like growth factor-1-binding protein-3: L. Shen & R.I. Glazer; Biochem. Pharmacol. 55, 1711 (1998) | The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity: I. Hers, et al.; FEBS Lett. 460, 433 (1999) | The staurosporine analog, Ro-31-8220, induces apoptosis independently of its ability to inhibit protein kinase C: Z. Han, et al.; Cell Death Differ. 7, 521 (2000) | Bisindolylmaleimide IX facilitates tumor necrosis factor receptor family-mediated cell death and acts as an inhibitor of transcription: O.W. Rokhlin, et al.; J. Biol. Chem. 277, 33213 (2002) | Bisindolylmaleimide IX Induces Reversible and Time-Dependent Tumor Necrosis Factor Receptor Family-Mediated Caspase Activation and Cell Death: O.W. Rokhlin & M.B. Cohen; Cancer Biol. Ther. 2, 266 (2003) | Protein kinase C-independent effects of protein kinase D3 in glucose transport in L6 myotubes: J. Chen, et al.; Mol. Pharmacol. 67, 152 (2005) | Pim-1 ligand-bound structures reveal the mechanism of serine/threonine kinase inhibition by LY294002: M.D. Jacobs, et al.; J. Biol. Chem. 280, 13728 (2005) | Bisindolylmaleimide IX facilitates extrinsic and initiates intrinsic apoptosis in TNF-alpha-resistant human colon adenocarcinoma COLO 205 cells: B. Pajak, et al.; Apoptosis 13, 509 (2008)

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