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574711

Sigma-Aldrich

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
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

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

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

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).

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

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Other Notes

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

Legal Information

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

Storage Class Code

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
Patricia Vuscan et al.
Frontiers in immunology, 15, 1323333-1323333 (2024-02-28)
Candida albicans cell wall component β-glucan has been extensively studied for its ability to induce epigenetic and functional reprogramming of innate immune cells, a process termed trained immunity. We show that a high-complexity blend of two individual β-glucans from Saccharomyces
Genome-Wide Association Study Reveals CLEC7A and PROM1 as Potential Regulators of Paracoccidioides brasiliensis-Induction of Cytokine Production in Peripheral Blood Mononuclear Cells.
de Figueiredo, et al.
Journal of Fungi, 9 (2023)
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
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