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Merck

574711

Syk Inhibitor

The Spleen Tyrosine Kinase Inhibitor, also referenced under CAS 622387-85-3, controls the biological activity of Spleen Tyrosine Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

Syk Inhibitor, Spleen Tyrosine Kinase Inhibitor, 3-(1-Methyl-1H-indol-3-yl-methylene)-2-oxo-2,3-dihydro-1H-indole-5-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C18H15N3O3S
CAS Number:
622387-85-3
Molecular Weight:
353.40
MDL number:
MFCD07776820
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Syk Inhibitor, The Spleen Tyrosine Kinase Inhibitor, also referenced under CAS 622387-85-3, controls the biological activity of Spleen Tyrosine Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

SMILES string

[S](=O)(=O)(N)c1cc2c(cc1)NC(=O)C2=Cc3c4c([n](c3)C)cccc4

InChI

1S/C18H15N3O3S/c1-21-10-11(13-4-2-3-5-17(13)21)8-15-14-9-12(25(19,23)24)6-7-16(14)20-18(15)22/h2-10H,1H3,(H,20,22)(H2,19,23,24)

InChI key

MLKHXLFEYOOYEY-UHFFFAOYSA-N

assay

≥97% (sum of two isomers, HPLC)

form

solid

potency

14 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

deep orange

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: yes
EC50 = 313 nM against FcεRI-mediated degranulation in the rat basophilic leukemia cell line, RBL-2H3
Product competes with ATP.
Reversible: yes

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable oxindole compound that acts as a potent, reversible, and ATP-competitive Syk inhibitor (IC50 = 14 nM). Has been shown to effectively inhibit FcεRI-mediated degranulation in the rat basophilic leukemia cell line, RBL-2H3 (EC50 = 313 nM).
A cell-permeable, potent, reversible, and ATP-competitive Spleen Tyrosine Kinase (Syk) inhibitor (IC50 = 14 nM). Shown to effectively inhibit FcεRI-mediated degranulation in the rat basophilic leukemia cell line, RBL-2H3 (EC50 = 313 nM).

Other Notes

Lai, J.Y.Q., et al. 2003. Bioorg. Med. Chem. Lett.13, 3111.

Packaging

Packaged under inert gas

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

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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Tai Yeon Koo et al.
Cell biology international, 37(1), 19-28 (2013-01-16)
Atherosclerosis develops from cascades of inflammatory processes. Spleen tyrosine kinase (Syk) and monocyte chemotatic protein-1 (MCP-1) play important roles in the pathogenesis of atherosclerosis. Mycophenolic acid (MPA) has an anti-inflammatory effect. We have investigated whether MPA regulates Syk to repress
Lin Wang et al.
Nature genetics, 53(4), 500-510 (2021-03-31)
Spleen tyrosine kinase (SYK) is a critical immune signaling molecule and therapeutic target. We identified damaging monoallelic SYK variants in six patients with immune deficiency, multi-organ inflammatory disease such as colitis, arthritis and dermatitis, and diffuse large B cell lymphomas.
Omar Rafael Alemán et al.
Frontiers in immunology, 12, 657393-657393 (2021-06-01)
Human neutrophils express two unique antibody receptors for IgG, the FcγRIIa and the FcγRIIIb. FcγRIIa contains an immunoreceptor tyrosine-based activation motif (ITAM) sequence within its cytoplasmic tail, which is important for initiating signaling. In contrast, FcγRIIIb is a glycosylphosphatidylinositol (GPI)-linked
Sarit Cohen-Kedar et al.
European journal of immunology, 51(4), 864-878 (2021-02-23)
Intestinal epithelial cells (IECs) are the first to encounter luminal antigens and play an active role in intestinal immune responses. We previously reported that β-glucans, major fungal cell-wall glycans, induced chemokine secretion by IEC lines in a Dectin-1- and Syk-dependent
Liran Baram et al.
Journal of gastroenterology and hepatology, 29(12), 1976-1984 (2014-08-06)
Crohn's disease (CD) is characterized by loss of tolerance to intestinal microorganisms. This is reflected by serological responses to fungal glycans such as mannan and β-glucans. Fungal glycans have various effects on immune cells. However, the evidence for their effects

Global Trade Item Number

SKUGTIN
574711-5MGCN04055977189667

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