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Merck
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重要文件

SML2453

Sigma-Aldrich

GSK-A1

≥98% (HPLC)

同義詞:

5-(2-Amino-1-(4-morpholinophenyl)-1H-benzimidazol-6-yl)-N-(2-fluorophenyl)-2-methoxypyridine-3-sulfonamide, 5-(2-Amino-1-(4-morpholinophenyl)-1H-benzo[d]imidazol-6-yl)-N-(2-fluorophenyl)-2-methoxypyridine-3-sulfonamide, 5-[2-Amino-1-[4-(4-morpholinyl)phenyl]-1H-benzimidazol-6-yl]-N-(2-fluorophenyl)-2-methoxy-3-pyridinesulfonamide, Compound A1, PI4KA Inhibitor A1

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About This Item

經驗公式(希爾表示法):
C29H27FN6O4S
CAS號碼:
分子量::
574.63
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear

儲存溫度

−20°C

SMILES 字串

O=S(C1=CC(C2=CC=C3C(N(C4=CC=C(N5CCOCC5)C=C4)C(N)=N3)=C2)=CN=C1OC)(NC6=CC=CC=C6F)=O

InChI

1S/C29H27FN6O4S/c1-39-28-27(41(37,38)34-24-5-3-2-4-23(24)30)17-20(18-32-28)19-6-11-25-26(16-19)36(29(31)33-25)22-9-7-21(8-10-22)35-12-14-40-15-13-35/h2-11,16-18,34H,12-15H2,1H3,(H2,31,33)

InChI 密鑰

AJOGHKUZDLYXKS-UHFFFAOYSA-N

生化/生理作用

ATP site-targeting, highly potent and selective phosphatidylinositol 4-kinase type IIIα (PI4KA, PI4KIIIα) inhibitor.
GSK-A1 is an ATP site-targeting, highly potent and selective type III phosphatidylinositol 4-kinase PI4KA (PI4KIIIα) inhibitor (pIC50 = 8.5-9.8) that selectively downregulates cellular PtdIns(4)P, but not PtdIns(4,5)P2, level (HEK293 IC50 = 3 nM, complete depletion of HEK293 & COS-7 plasma membrane PtdIns(4)P by 100 nM post 10 min treatment) with much reduced potency toward PI4KB (pIC50 = 7.2-7.7), PI3KA/B/D/G (pIC50 = 7.3/7/7.1/7.8) or PI4K/2A/2B (pIC50 <5). GSK-A1 is a useful tool for probing PI4KA-dependent cellular processes and viral replication (typical culture treatment conc. range: 10-100 nM).

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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Rafael Gil de Rubio et al.
Science signaling, 11(547) (2018-09-13)
Phospholipase C (PLC) enzymes hydrolyze the plasma membrane (PM) lipid phosphatidylinositol 4,5-bisphosphate (PI4,5P2) to generate the second messengers inositol trisphosphate (IP3) and diacylglycerol (DAG) in response to receptor activation in almost all mammalian cells. We previously found that stimulation of
Gillian L Dornan et al.
Journal of molecular biology, 430(18 Pt B), 3129-3142 (2018-07-22)
Phosphatidylinositol 4-kinase IIIα (PI4KIIIα) is the lipid kinase primarily responsible for generating the lipid phosphatidylinositol 4-phosphate (PI4P) at the plasma membrane, which acts as the substrate for generation of the signaling lipids PIP2 and PIP3. PI4KIIIα forms a large heterotrimeric
C E Melia et al.
mBio, 9(2) (2018-04-19)
Picornaviruses induce dramatic rearrangements of endomembranes in the cells that they infect to produce dedicated platforms for viral replication. These structures, termed replication organelles (ROs), have been well characterized for the Enterovirus genus of the Picornaviridae However, it is unknown
Joshua A Lees et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(52), 13720-13725 (2017-12-13)
Plasma membrane (PM) phosphoinositides play essential roles in cell physiology, serving as both markers of membrane identity and signaling molecules central to the cell's interaction with its environment. The first step in PM phosphoinositide synthesis is the conversion of phosphatidylinositol
Cristina M Dorobantu et al.
mSphere, 1(3) (2016-06-16)
Positive-strand RNA [(+)RNA] viruses are true masters of reprogramming host lipid trafficking and synthesis to support virus genome replication. Via their membrane-associated 3A protein, picornaviruses of the genus Enterovirus (e.g., poliovirus, coxsackievirus, and rhinovirus) subvert Golgi complex-localized phosphatidylinositol 4-kinase IIIβ

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