| Chemical Properties | Back Directory | [density ]
1.393±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: 2mg/mL, clear | [form ]
Solid | [pka]
8.68±0.20(Predicted) | [color ]
White to off-white | [Optical Rotation]
[α]/D -175.0 to -135.0°, c =1.0 in chloroform-d | [SMILES]
O=C(N1)C=CC2=C1C=CC(S(N[C@@H](C(N(CC3=CC=CS3)CC(OC)=O)=O)C4=C(C=CC=C4)OC)(=O)=O)=C2 |
| Hazard Information | Back Directory | [Uses]
OSMI-2 (Compound 1b) is a cell-permeable O-linked N-acetylglucosamine transferase (OGT) inhibitor. Cells contain a large nuclear pool of partially spliced OGT transcript, and OSMI-2 increases detained intron splicing in cells[1]. | [Biological Activity]
OSMI-2 is a cell-permeable precursor of an active site-targeting (Kd = 140 nM) O-GlcNAc transferase (OGT) inhibitor. Upon cell entryOSMI-2 is activated by cellular esterase to the active inhibitor th at effectively downregulates cellular protein O-GlcNAc level (20-40 μM for 4 h/HCT11650 μM for 24 h/HEK293T) and renders LNCaP prostate cancer cells dependent on CDK9 for growth (confluency post 96-hr treatment = 73% with 40 μM OSMI-256% with 0.5 μM AT751919% with co-treatment; control cells at 20% and 81% at 0 and 96 hrrespectively). | [References]
[1] Martin SES, et al. Structure-Based Evolution of Low Nanomolar O-GlcNAc Transferase Inhibitors. J Am Chem Soc. 2018 Oct 24;140(42):13542-13545. DOI:10.1021/jacs.8b07328 |
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| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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