| Identification | Back Directory | [Name]
BISINDOLYLMALEIMIDE I HYDROCHLORIDE | [CAS]
176504-36-2 | [Synonyms]
BIS-I HCl
GO-6860 HCl
BIM 1 hydrochloride
GF 109203X hydrochloride >=95%
BisindolylMaleiMide I( Hydrochloride Salt)
BisindolylMaleiMide I . hydrochloride [GF-109203K
Bisindolylmaleimide I, Hydrochloride - CAS 176504-36-2 - Calbiochem
3-[1-(dimethylaminopropyl)indol-3-yl]-4-(indol-3-yl)maleimide hydrochloride
3-[1-[3-(dimethylamino)propyl]indol-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione
3-[1-[3-(Dimethylamino)propyl]-1H-indol-3-yl]-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione monohydrochloride | [Molecular Formula]
C25H24N4O2.HCl | [MDL Number]
MFCD00236429 | [MOL File]
176504-36-2.mol | [Molecular Weight]
448.95 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
DMF: 10 mg/mL; DMSO: 16 mg/mL; DMSO:PBS(pH 7.2) (1:4): 0.2 mg/mL | [form ]
Orange-red solid | [color ]
Orange to red | [biological source]
synthetic (organic) | [Water Solubility ]
water: 10mg/mL
DMSO: 20mg/mL | [InChIKey]
XRAMWNCMYJHGGH-UHFFFAOYSA-N | [SMILES]
Cl.CN(C)CCCn1cc(C2=C(C(=O)NC2=O)c3c[nH]c4ccccc34)c5ccccc15 |
| Hazard Information | Back Directory | [Description]
Bisindolylmaleimide I (BIM I) is a highly selective, cell-permeable, and reversible PKC inhibitor (Ki = 14 nM) that is structurally similar to the poorly selective PKC inhibitor staurosporine . It acts as a competitive inhibitor for the ATP binding site of PKC and shows high selectivity for PKCα, β1, β2, γ, δ, and ε isozymes. BIM I directly inhibits glycogen synthase kinase 3 (GSK3) in primary adipocyte lysates (IC50 = 360 nM) and in GSK3β immunoprecipitates derived from rat epididymal adipocytes (IC50 = 170 nM). It also competitively antagonizes the serotonin (5-HT) receptor subtype 5-HT3 with a Ki value of 61 nM. | [Uses]
GF 109203X hydrochloride has been used to inhibit protein kinase C in human neuroblastoma-derived kelly cells. | [General Description]
GF 109203X prevents collagen-triggered adenosine and three phosphate (ATP) secretion. It also inhibits collagen and α-thrombin-induced platelet aggregation. It functions as an inhibitor of glycogen synthase kinase-3 (GSK-3). GF 109203X also functions as an anti-inflammatory agent. | [Biochem/physiol Actions]
Inhibitor of protein kinase C; potent inhibitor of GSK-3. | [in vivo]
Bisindolylmaleimide I hydrochloride (0.02 mg/kg, i.p.) reduced the inceased NLRP3, P-PKCɑ, and PKCɑ levels in mechanical ventilation (MV) group[5].
Bisindolylmaleimide I hydrochloride (0-20 mg/kg, i.p.) reduces the mean frequency of Quinpirole-induced vomiting in shrews[6].
| Animal Model: | Quinpirole-treated shrews[2] | | Dosage: | 0-20 mg/kg | | Administration: | i.p. | | Result: | Reduced the mean frequency of Quinpirole-induced vomiting.
Blocked Quinpirole-mediated ERK1/2 phosphorylation in shrew brainstems.
|
| [IC 50]
Bovine brain PKC: 10 nM (IC50); PKC-βII: 16 nM (IC50); PKC-βI: 17 nM (IC50); PKCα: 20 nM (IC50); PKCγ: 20 nM (IC50); FDGFG: 65 μM (IC50) | [References]
[1] D. TOULLEC. The bisindolylmaleimide GF 109203X is a potent and selective inhibitor of protein kinase C.[J]. The Journal of Biological Chemistry, 1991, 12 1: 15771-15781. DOI: 10.1016/s0021-9258(18)98476-0
[2] INGEBORG HERS Richard M D Jeremy M Tavaré. The protein kinase C inhibitors bisindolylmaleimide I (GF 109203x) and IX (Ro 31-8220) are potent inhibitors of glycogen synthase kinase-3 activity[J]. FEBS Letters, 1999, 460 3: 433-436. DOI: 10.1016/s0014-5793(99)01389-7
[3] S J COULTRAP. Competitive antagonism of the mouse 5-hydroxytryptamine3 receptor by bisindolylmaleimide I, a “selective” protein kinase C inhibitor.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 290 1: 76-82.
|
|
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|