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SML2702

Sigma-Aldrich

ST045849

≥98% (HPLC)

Synonyme(s) :

2-[(4-Chlorophenyl)imino]tetrahydro-4-oxo-3-(2-tricyclo[3.3.1.13,7]dec-1-ylethyl)-2H-1,3-thiazine-6-carboxylic acid, 3-(2-Adamantanylethyl)-2-[(4-chlorophenyl)azamethylene]-4-oxo-l,3-thiazaperhyd roine-6-carboxylic acid, TT04

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About This Item

Formule empirique (notation de Hill):
C23H27ClN2O3S
Numéro CAS:
442665-87-4
Poids moléculaire :
446.99
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 2 mg/mL, clear

Température de stockage

−20°C

Chaîne SMILES 

O=C(N/1CCC23C[C@H](C4)C[C@H](C[C@H]4C3)C2)CC(SC1=N/C5=CC=C(C=C5)Cl)C(O)=O

Actions biochimiques/physiologiques

ST045849 (TT04) is an O-GlcNAc transferase (OGT) Inhibitor (IC50/human splice variant = 30 μM/sOGT & 53 μM/ncOGT; 6.25 μM UDP-GlcNAc, 500 μM peptide substrate KKKYPGGSTPVSSANMM). ST045849 is typically employed in the 1-100 μM range for probing O-GlcNAcylation-dependent cellular processes in cultures, although low 10-50 nM and high 1-20 mM dosing ranges have also been reported. Daily oral administration is reported to prevent embryos neural tube defects at E10.5 among diabetic pregnant mice (20 mg/kg/day p.o. from E6.5 to E9.5).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Shimeng Cheng et al.
Biochemical and biophysical research communications, 478(4), 1497-1502 (2016-08-18)
GNB2L1 is an intercellular scaffold protein of the Trp-Asp (WD) repeat protein family, and has been reported to play suppressive roles in the progression of gastric cancer. However, the regulatory mechanisms of GNB2L1 in gastric cancer still remain largely elusive.
Arim Min et al.
Microbes and infection, 20(6), 376-384 (2018-06-04)
Trichomonas vaginalis is a sexually-transmitted protozoan parasite that causes vaginitis and cervicitis. Although mast cell activation is important for provoking tissue inflammation during infection with parasites, information regarding the signaling mechanisms in mast cell activation and T. vaginalis infection is
Teresa Vanessa Fiorentino et al.
Cardiovascular research, 107(2), 295-306 (2015-06-04)
We hypothesized that a disproportionate activation of the glucosamine (GlcN) pathway, caused by a prolonged exposure to hyperglycaemia, could impair endothelial integrity promoting endoplasmic reticulum (ER) stress. We also tested the possibility that SRT1720 may be able to counteract GlcN-induced
Joshua A Moore et al.
Cellular signalling, 28(5), 384-390 (2016-02-09)
Resistance to insulin action is a key cause of diabetic complications, yet much remains unknown about the molecular mechanisms that contribute to the defect. Glucose-induced insulin resistance in peripheral tissues such as the retina is mediated in part by the
Benjamin J Gross et al.
Journal of the American Chemical Society, 127(42), 14588-14589 (2005-10-20)
O-GlcNAcylation of serine and threonine residues is a dynamic and essential post-translational modification involved in signaling pathways in eukaryotes. Studies of O-GlcNAcylation would be aided by small-molecule inhibitors of O-GlcNAc transferase (OGT), the sole enzyme know to mediate this modification
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