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SML0407

Sigma-Aldrich

ML 141

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C22H21N3O3S
Número de CAS:
71203-35-5
Peso molecular:
407.49
MDL number:
MFCD05987165
UNSPSC Code:
12352200
PubChem Substance ID:
329825402
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

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

storage temp.

2-8°C

SMILES string

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)

InChI key

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Intracellular periodontal pathogen exploits recycling pathway to exit from infected cells
Takeuchi H, et al.
Cellular Microbiology, 18(7), 928-948 (2016)
Local arrangement of fibronectin by myofibroblasts governs peripheral nuclear positioning in muscle cells
Roman W, et al.
Developmental Cell, 46(1), 102-111 (2018)
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)
Myosin VI-dependent actin cages encapsulate parkin-positive damaged mitochondria
Kruppa AJ, et al.
Developmental Cell, 44(4), 484-499 (2018)
Saba Rezaei-Lotfi et al.
Cell cycle (Georgetown, Tex.), 18(17), 2040-2054 (2019-07-10)
Self-organization is central to the morphogenesis of multicellular organisms. However, the molecular platform that coordinates the robust emergence of complex morphological patterns from local interactions between cells remains unresolved. Here we demonstrate that neural self- organization is driven by coupled
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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