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B6292

Sigma-Aldrich

GF 109203X hydrochloride

≥95%

Synonym(s):

3-[1-(Dimethylaminopropyl)indol-3-yl]-4-(indol-3-yl)maleimide hydrochloride, Bisindolylmaleimide I hydrochloride

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250 μG
1 370,00 kr
1 MG
2 130,00 kr

1 370,00 kr

Please contact Customer Service for Availability
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250 μG
1 370,00 kr
1 MG
2 130,00 kr

About This Item

Empirical Formula (Hill Notation):
C25H24N4O2 · HCl
CAS Number:
176504-36-2
Molecular Weight:
448.94
MDL number:
MFCD00236429
UNSPSC Code:
12352200
PubChem Substance ID:
24891903
NACRES:
NA.77

1 370,00 kr

Please contact Customer Service for Availability
Request a Bulk Order

biological source

synthetic (organic)

Quality Level

200

Assay

≥95%

form

solid

solubility

methanol: 10 mg/mL, clear, orange to red

storage temp.

2-8°C

SMILES string

Cl.CN(C)CCCn1cc(C2=C(C(=O)NC2=O)c3c[nH]c4ccccc34)c5ccccc15

InChI

1S/C25H24N4O2.ClH/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20;/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31);1H

InChI key

XRAMWNCMYJHGGH-UHFFFAOYSA-N

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This Item
G2911361555203291
GF 109203X hydrochloride ≥95%

B6292

GF 109203X hydrochloride

GF 109203X synthetic, ≥90% (HPLC)

G2911

GF 109203X

GSK-3 Inhibitor XIII The GSK-3 Inhibitor XIII, also referenced under CAS 404828-08-6, controls the biological activity of GSK-3. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

361555

GSK-3 Inhibitor XIII

Bisindolylmaleimide I, Hydrochloride An enhanced water-soluble form of Bisindolylmaleimide I.

203291

Bisindolylmaleimide I, Hydrochloride

form

solid

form

-

form

solid

form

solid

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

methanol: 10 mg/mL, clear, orange to red

solubility

DMSO: soluble (~1 mg/ml)

solubility

DMSO: 5 mg/mL

solubility

water: 10 mg/mL, DMSO: 20 mg/mL

biological source

synthetic (organic)

biological source

synthetic

biological source

-

biological source

-

General description

GF 109203X prevents collagen-triggered adenosine and three phosphate (ATP) secretion. It also inhibits collagen and α-thrombin-induced platelet aggregation.[1] It functions as an inhibitor of glycogen synthase kinase-3 (GSK-3).[2] GF 109203X also functions as an anti-inflammatory agent.[3]

Application

GF 109203X hydrochloride has been used to inhibit protein kinase C in human neuroblastoma-derived kelly cells.[4]

Biochem/physiol Actions

Inhibitor of protein kinase C; potent inhibitor of GSK-3.

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SLCL4045
    SLCJ4137
    SLCG8952
    SLCD5882
    SLCC5963

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    Anti-inflammatory properties of the protein kinase C inhibitor, 3-[1-[3-(dimethylamino) propyl]-1H-indol-3-yl]-4 (1H-indol-3-yl)-1H-pyrrole-2, 5-dione monohydrochloride (GF109203X) in the PMA-mouse ear edema model
    Kuchera S, et al.
    Agents and Actions, 39(1), C169-C173 (1993)
    The bisindolylmaleimide GF 109203X is a potent and selective inhibitor of protein kinase C
    Toullec D1, et al.
    The Journal of Biological Chemistry, 266(24), 15771-15781 (1991)
    Phorbol-ester mediated suppression of hASH1 synthesis: multiple ways to keep the level down
    Benko E, et al.
    Frontiers in Molecular Neuroscience, 4(1), 1-1 (2011)
    The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity
    Hers I, et al.
    Febs Letters, 460(3), 433-436 (1999)
    D Toullec et al.
    The Journal of biological chemistry, 266(24), 15771-15781 (1991-08-25)
    Staurosporine is the most potent inhibitor of protein kinase C (PKC) described in the literature with a half-maximal inhibitory concentration (IC50) of 10 nM. Nevertheless, this natural product is poorly selective when assayed against other protein kinases. In order to
    View All Related Papers

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