SML2989
OSMI-2
≥98% (HPLC)
Synonym(s):
(R)-Methyl 2-(2-(2-methoxyphenyl)-2-(2-oxo-1,2-dihydroquinoline-6-sulfonamido)-N-(thiophen-2-ylmethyl)acetamido)acetate, OSMI 2, OSMI2
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Empirical Formula (Hill Notation):
C26H25N3O7S2
CAS Number:
Molecular Weight:
555.62
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
OSMI-2, ≥98% (HPLC)
SMILES string
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
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D -175.0 to -135.0°, c = 1.0 in chloroform-d
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
Quality Level
Related Categories
Biochem/physiol Actions
Cell-permeable precursor of an active-site O-GlcNAc transferase (OGT) inhibitor that effectively downregulates cellular protein O-GlcNAc level.
OSMI-2 is a cell-permeable precursor of an active site-targeting (Kd = 140 nM) O-GlcNAc transferase (OGT) inhibitor. Upon cell entry, OSMI-2 is activated by cellular esterase to the active inhibitor that effectively downregulates cellular protein O-GlcNAc level (20-40 μM for 4 h/HCT116, 50 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-2, 56% with 0.5 μM AT7519, 19% with co-treatment; control cells at 20% and 81% at 0 and 96 hr, respectively).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Sara E S Martin et al.
Journal of the American Chemical Society, 140(42), 13542-13545 (2018-10-05)
Reversible glycosylation of nuclear and cytoplasmic proteins is an important regulatory mechanism across metazoans. One enzyme, O-linked N-acetylglucosamine transferase (OGT), is responsible for all nucleocytoplasmic glycosylation and there is a well-known need for potent, cell-permeable inhibitors to interrogate OGT function.
Harri M Itkonen et al.
Molecular cancer research : MCR, 18(10), 1512-1521 (2020-07-03)
O-GlcNAc transferase (OGT) is a nutrient-sensitive glycosyltransferase that is overexpressed in prostate cancer, the most common cancer in males. We recently developed a specific and potent inhibitor targeting this enzyme, and here, we report a synthetic lethality screen using this
Zhi-Wei Tan et al.
Nucleic acids research, 48(10), 5656-5669 (2020-04-25)
Intron detention in precursor RNAs serves to regulate expression of a substantial fraction of genes in eukaryotic genomes. How detained intron (DI) splicing is controlled is poorly understood. Here, we show that a ubiquitous post-translational modification called O-GlcNAc, which is
Harri M Itkonen et al.
Theranostics, 9(8), 2183-2197 (2019-06-01)
O-GlcNAc transferase (OGT) is overexpressed in aggressive prostate cancer. OGT modifies intra-cellular proteins via single sugar conjugation (O-GlcNAcylation) to alter their activity. We recently discovered the first fast-acting OGT inhibitor OSMI-2. Here, we probe the stability and function of the
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service