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Key Documents

SML0407

Sigma-Aldrich

ML 141

≥98% (HPLC)

Synonyme(s) :

4-[4,5-Dihydro-5-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-1-yl]-benzenesulfonamide

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About This Item

Formule empirique (notation de Hill):
C22H21N3O3S
Numéro CAS:
Poids moléculaire :
407.49
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL (warmed, clear solution)

Température de stockage

2-8°C

Chaîne SMILES 

NS(C1=CC=C(C=C1)N2N=C(C3=CC=CC=C3)CC2C4=CC=C(OC)C=C4)(=O)=O

InChI

1S/C22H21N3O3S/c1-28-19-11-7-17(8-12-19)22-15-21(16-5-3-2-4-6-16)24-25(22)18-9-13-20(14-10-18)29(23,26)27/h2-14,22H,15H2,1H3,(H2,23,26,27)

Clé InChI

QBNZBMVRFYREHK-UHFFFAOYSA-N

Application

ML 141 has been used:
  • to inhibit CDC42 GTPase in human immortalized gingival epithelial (HIGE) cells
  • as inhibitors of Rho kinase to study the role of small Rho GTPases on localization of peripheral nuclei
  • as actin regulator inhibitor, to determine which actin regulators and nucleators are involved in the assembly of F-actin cages around damaged mitochondria
  • as a selective, non-competitive inhibitor of Cdc42 to treat CCD-1070Sk cells

Actions biochimiques/physiologiques

ML 141 is a potent, selective inhibitor of the Rho family GTPase cdc42. The IC50 for inhibition of enzymatic activity is 200 nM, with no activity against Rho family members Rac, Ras or Rab. Cdc42 has been implicated in the regulation of actin polymerization through its direct binding to Neural Wiskott-Aldrich syndrome protein (N-WASP), which subsequently activates Arp2/3 complex. This complex mediates the polymerization of actin into branched networks and regulates important functions including cell adhesion, cytoskeletal arrangement, phagocytosis and host-pathogen interactions, motility, migration, and membrane protein trafficking.

Caractéristiques et avantages

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GTP Binding Proteins (Low Molecular Weight) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Multiple routes of endocytic internalization of PDGFR beta contribute to PDGF-induced STAT3 signaling
Jastrzkebski K, et al.
Journal of Cell Science, 130(3), 577-589 (2017)
Local arrangement of fibronectin by myofibroblasts governs peripheral nuclear positioning in muscle cells
Roman W, et al.
Developmental Cell, 46(1), 102-111 (2018)
Intracellular periodontal pathogen exploits recycling pathway to exit from infected cells
Takeuchi H, et al.
Cellular Microbiology, 18(7), 928-948 (2016)
Brennan D Gerlach et al.
Cell death and differentiation, 27(2), 525-539 (2019-06-22)
Inflammation-resolution is a protective response that is mediated by specialized pro-resolving mediators (SPMs). The clearance of dead cells or efferocytosis is a critical cellular program of inflammation-resolution. Impaired efferocytosis can lead to tissue damage in prevalent human diseases, like atherosclerosis.
Benjamin Ledoux et al.
Science advances, 9(50), eade1660-eade1660 (2023-12-13)
In their environment, cells must cope with mechanical stresses constantly. Among these, nanoscale deformations of plasma membrane induced by substrate nanotopography are now largely accepted as a biophysical stimulus influencing cell behavior and function. However, the mechanotransduction cascades involved and

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