Skip to Content
Merck
CN

Key Documents

View All Documentation

R136

Ro 31-8220 methanesulfonate salt

solid

Synonym(s):

2-{1-[3-(Amidinothio)propyl]-1H-indol-3-yl}-3-(1-methylindol-3-yl)maleimide methanesulfonate salt, Bisindoylmaleimidine IX

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
C25H23N5O2S · CH3SO3H
CAS Number:
138489-18-6
Molecular Weight:
553.65
NACRES:
NA.77
PubChem Substance ID:
329824000
UNSPSC Code:
12352200
MDL number:
MFCD03788207
Assay:
≥98% (HPLC)
Form:
solid
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

solid

color

orange to red

solubility

H2O: 7.3 mg/mL

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.Cn1cc(C2=C(C(=O)NC2=O)c3cn(CCCSC(N)=N)c4ccccc34)c5ccccc15

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)

InChI key

SAWVGDJBSPLRRB-UHFFFAOYSA-N

General description

Ro 31-8220 is a bisindolylmaleimide derivative of staurosporine. Ro 31-8220 blocks MAP kinase phosphatase-1 (MKP-1) expression, induces c-Jun expression and stimulates Jun N-terminal Kinase (JNK1). It has immunosuppressive properties.

Biochem/physiol Actions

Inhibitor of GRK-5 (G protein-coupled receptor kinase); PKC (protein kinase C); MAPKAP kinase 1β and p70 S6 kinase.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GRKs, GSK-3, MAPKAPs and PKC pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Photosensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SLCP0157
SLCN5293
SLCM9461
SLCF4538
SLCC3838

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The selective protein kinase C inhibitor, Ro-31-8220, inhibits mitogen-activated protein kinase phosphatase-1 (MKP-1) expression, induces c-Jun expression, and activates Jun N-terminal kinase
Beltman J, et al.
The Journal of Biological Chemistry, 271(43), 27018-27024 (1996)
J Beltman et al.
The Journal of biological chemistry, 271(43), 27018-27024 (1996-10-25)
The role of protein kinase C (PKC) in inflammation, mitogenesis, and differentiation has been deduced in part through the use of a variety of PKC inhibitors. Two widely used inhibitors are the structurally related compounds GF109203X and Ro-31-8220, both of
Ro 31-8220, A Novel Protein Kinase C Inhibitor, Inhibits Early And Late T Cell Activation Events1
Geiselhart L, et al.
Transplantation, 61(11), 1637-1642 (1996)
Inhibition of PTH desensitization by inhibition of the G protein-coupled receptor kinase-5 enzyme with Ro 32-0432.
Moore, J.B., et al.
Faseb Journal, 12, A741-A741 (1998)
D R Alessi
FEBS letters, 402(2-3), 121-123 (1997-02-03)
The protein kinase C (PKC) inhibitors Ro 318220 and GF 109203X have been used in over 350 published studies to investigate the physiological roles of PKC. Here we demonstrate that these inhibitors are not selective for PKC isoforms as was
View All Related Papers

Global Trade Item Number

SKUGTIN
R136-1MG04061826132265
R136-5MG04061832449623

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service