5.30030
Glutaminase Inhibitor II, BPTES
別名:
Glutaminase Inhibitor II, BPTES, N,Nʹ-(5,5ʹ-(2,2ʹ-Thio bis(ethane-2,1-diyl)) bis(1,3,4-thiadiazole-5,2-diyl)) bis(2-phenylacetamide), Kidney-Type Glutaminase Inhibitor II, GAC Inhibitor II, GLS1 Inhibitor II, KGA Inhibitor II
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この商品について
実験式（ヒル表記法）:
C24H24N6O2S3
CAS番号:
分子量:
524.68
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
assay
≥94% (HPLC)
Quality Segment
form
powder
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 50 mg/mL
storage temp.
−20°C
SMILES string
[s]1c(nnc1CCSCCc3[s]c(nn3)NC(=O)Cc4ccccc4)NC(=O)Cc2ccccc2
InChI
1S/C24H24N6O2S3/c31-19(15-17-7-3-1-4-8-17)25-23-29-27-21(34-23)11-13-33-14-12-22-28-30-24(35-22)26-20(32)16-18-9-5-2-6-10-18/h1-10H,11-16H2,(H,25,29,31)(H,26,30,32)
InChI key
MDJIPXYRSZHCFS-UHFFFAOYSA-N
General description
Glutaminase Inhibitor II,Bis-2-(5-phenylacetamido-1,2,4-thiadiazol-2-yl)ethyl sulfide (BPTES)is a cell-permeable bis-thiadiazole compound that selectivelyinhibits glutaminase-1(GLS1). It does not inhibit the liver-type GLS-2 mitochondrialglutaminase activity. It exerts its effect by inducing an inactive GLS1tetrameric conformation via a 2:1 inhibitor-to-tetramer stoichiometric binding.BPTES blocks the growth under aerobic/ normoxic conditions, and promotes celldeath under hypoxic conditions in P493 B-cell lymphoma cultures invitro, and effectively suppresses P493 tumor expansion in mice invivo.BPTES has been observedto be active in several cancer cells as it prevents cancer cellproliferation.
Application
Glutaminase Inhibitor II, BPTES has been used asa glutaminase inhibitor to study its effects on the release of extracellularvesicles (EVs) in human immunodeficiency virus (HIV-1) infected macrophages.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
kidney-type glutaminase
kidney-type glutaminase
Reversible: yes
Target IC50: 140 and 210 nM in HEK293 cells expressing wt-KGA and F318Y-cKGA, respectively
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Shukla, K., et al. 2012. J. Med. Chem.55, 10551.
Thangavelu, K., et al. 2012. Proc. Natl. Acad. Sci. USA109, 7705.
Le, A., et al. 2012. Cell Metab.15, 110.
DeLaBarre, B., et al. 2011. Biochemistry 50, 10764.
Seltzer, M.J., et al. 2010. Cancer Res.70, 8981.
Robinson, M.M., et al. 2007. Biochem. J.406, 407.
Thangavelu, K., et al. 2012. Proc. Natl. Acad. Sci. USA109, 7705.
Le, A., et al. 2012. Cell Metab.15, 110.
DeLaBarre, B., et al. 2011. Biochemistry 50, 10764.
Seltzer, M.J., et al. 2010. Cancer Res.70, 8981.
Robinson, M.M., et al. 2007. Biochem. J.406, 407.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
注意喚起語
Warning
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
標的臓器
Respiratory system
保管分類
11 - Combustible Solids
一体何が起きているの？
WGK 3
引火点 (F)
Not applicable
引火点（°C）
Not applicable