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645890

Sigma-Aldrich

Trio N-Terminal RhoGEF Domain Inhibitor, ITX3

The Trio N-Terminal RhoGEF Domain Inhibitor, ITX3, also referenced under CAS 347323-96-0, controls the biological activity of Trio N-Terminal RhoGEF Domain. This small molecule/inhibitor is primarily used for Cell Structure applications.

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Synonym(s):
Trio N-Terminal RhoGEF Domain Inhibitor, ITX3, (2E)-(-2-((2,5-Dimethyl-1-phenyl-pyrrol-3-yl)methylene)thiazolo[3,2-a]benzimidazol-1-one, Inhibitor of Ttrio e Xchange 3
Empirical Formula (Hill Notation):
C22H17N3OS
CAS Number:
Molecular Weight:
371.45
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.32

Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 2 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C22H17N3OS/c1-14-12-16(15(2)24(14)17-8-4-3-5-9-17)13-20-21(26)25-19-11-7-6-10-18(19)23-22(25)27-20/h3-13H,1-2H3/b20-13+

InChI key

SJMYMKPBODEZSH-DEDYPNTBSA-N

General description

A cell-permeable thiazolo-benzimidazolone compound that inhibits Trio N-terminal RhoGEF domain- (TrioN) mediated RhoG activation (IC50 = 76 µM) and effectively reduces cellular Rac activation (by 80% with 50 µM ITX3) caused by TrioN, but not GEF337 (RhoA GEF), Tiam1 (Rac GEF), or Vav2 (Rac1/RhoA/Cdc42 GEF), overexpression in HEK293T cells. Culture treatment of ITX at 100 µM is shown to reduce NGF-induced neurite outgrowth of rat PC12 pheochromocytoma cells by 50% and block the formation of multinucleated myotubes by 78% in C2C12 mouse myoblasts cultures induced for differentiation, while the differentiation-associated Myogenin and Troponin T expressions in Trio knock-down C2C12 cells are not affected by ITX at the same concentration.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bouquier, N., et al. 2009. Chem. Biol.16, 657.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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