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SML1253

Sigma-Aldrich

CASIN

≥98% (HPLC)

Synonym(s):

2-[(2,3,4,9-Tetrahydro-6-phenyl-1H-carbazol-1-yl)amino]ethanol, Cdc42 Activity-Specific Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C20H22N2O
CAS Number:
425399-05-9
Molecular Weight:
306.40
MDL number:
MFCD01853271
UNSPSC Code:
12352200
PubChem Substance ID:
329825745
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

, white to very dark brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OCCNC1CCCC2=C1NC3=C2C=C(C4=CC=CC=C4)C=C3

InChI

1S/C20H22N2O/c23-12-11-21-19-8-4-7-16-17-13-15(14-5-2-1-3-6-14)9-10-18(17)22-20(16)19/h1-3,5-6,9-10,13,19,21-23H,4,7-8,11-12H2

InChI key

RXIUMAOXORBRCY-UHFFFAOYSA-N

Application

CASIN has been used as a cell division control protein 42 homolog (Cdc42) inhibitor:
  • to study its effects on the stimulation of extracellular vesicles (EVs) in intestinal epithelial cells
  • to study its effects on mice jejunum
  • to study its effects on microbial adhesion-triggered endocytosis (MATE) vesicle morphology in segmented filamentous bacteria (SFB)-colonized mice

Biochem/physiol Actions

CASIN is an inhibitor of Cdc42 GTPase, a small GTPase of the Rho-subfamily that plays important roles in cytoskeleton organization, cell cycle progression, signal transduction, and vesicle trafficking. CASIN generated a rejuvenated phenotype of Hematopoietic stem cells (HSCs), reversing the aging-related and polarity phenotype of aged HSCs to that of young HSCs in vivo..

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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Yifan Zhao et al.
Toxicological sciences : an official journal of the Society of Toxicology, 165(1), 254-266 (2018-06-26)
Cadmium (Cd) is a toxic heavy metal that impairs the development of hematopoietic stem cells (HSCs) in mice, yet the mechanism of how Cd influences HSC remains elusive. Herein, we show that Cd activated non-canonical Wnt signaling pathway to impair
Camille Martin-Gallausiaux et al.
Frontiers in immunology, 11, 583644-583644 (2021-01-08)
Extracellular vesicles (EVs) derived from the gut microbiota are largely uncharacterized and their impacts on host intestinal physiology remain unresolved. Here, we isolated EVs from F. nucleatum for detailed characterization. Our analyses highlight the presence of the outer membrane protein
Mark S Ladinsky et al.
Science (New York, N.Y.), 363(6431) (2019-03-09)
Commensal bacteria influence host physiology, without invading host tissues. We show that proteins from segmented filamentous bacteria (SFB) are transferred into intestinal epithelial cells (IECs) through adhesion-directed endocytosis that is distinct from the clathrin-dependent endocytosis of invasive pathogens. This process
Timur Tuganbaev et al.
Cell, 182(6), 1441-1459 (2020-09-06)
Throughout a 24-h period, the small intestine (SI) is exposed to diurnally varying food- and microbiome-derived antigenic burdens but maintains a strict immune homeostasis, which when perturbed in genetically susceptible individuals, may lead to Crohn disease. Herein, we demonstrate that

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