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SML1621

Sigma-Aldrich

OSMI-1

≥98% (HPLC), powder, OGT inhibitor

Synonyme(s) :

(αR)-α-[[(1,2-Dihydro-2-oxo-6-quinolinyl)sulfonyl]amino]-N-(2-furanylmethyl)-2-methoxy-N-(2-thienylmethyl)-benzeneacetamide, OSMI 1

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About This Item

Formule empirique (notation de Hill):
C28H25N3O6S2
Numéro CAS:
1681056-61-0
Poids moléculaire :
563.64
Code UNSPSC :
51111800
ID de substance PubChem :
329825506
Nomenclature NACRES :
NA.77

product name

OSMI-1, ≥98% (HPLC)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

O=C(N1)C=CC2=C1C=CC(S(N[C@H](C3=C(OC)C=CC=C3)C(N(CC4=CC=CS4)CC5=CC=CO5)=O)(=O)=O)=C2

InChI

1S/C28H25N3O6S2/c1-36-25-9-3-2-8-23(25)27(28(33)31(17-20-6-4-14-37-20)18-21-7-5-15-38-21)30-39(34,35)22-11-12-24-19(16-22)10-13-26(32)29-24/h2-16,27,30H,17-18H2,1H3,(H,29,32)/t27-/m1/s1

Clé InChI

IYIGLWQQAMROOF-HHHXNRCGSA-N

Application

OSMI-1 (OGT with a small molecule inhibitor) has been used in proximal ligation assay, Sox2 (SRY (sex determining region Y)-Box 2 ) dual luciferase reporter assay, Sox2 ELISA (enzyme linked immunosorbent assay) and other in vivo approaches, to study the O-Linked β-N-acetylglucosamine (O-GlcNAc) mediated regulation of self-renewal genes in cancer. It has also been used to study the Hippo pathway regulation mediated by O-GlcNAc transferase.

Actions biochimiques/physiologiques

OGT catalyses the attachment of N-acetylglucosamine moieties to a number proteins during post-translational modification. Inhibition of OGT activity might hinder the rate of viral replication in infections such as Herpes simplex viral disease.
OSMI-1 is a cell permeable inhibitor of OGT (O-GlcNAc transferase).

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

O-GlcNAc transferase inhibitors: current tools and future challenges.
Trapannone R, et al.
Biochemical Society Transactions, 44(1), 88-93 (2016)
O-GlcNAc modification of oncogenic transcription factor Sox2 promotes protein stability and regulates self-renewal in pancreatic cancer.
Sharma N, et al.
bioRxiv, 345223-345223 (2018)
Regulation of the hippo-YAP pathway by glucose sensor O-GlcNAcylation.
Peng C, et al.
Molecular Cell, 68(3), 591-604 (2018)
Nikita S Sharma et al.
Theranostics, 9(12), 3410-3424 (2019-07-10)
Pancreatic adenocarcinoma (PDAC) claims more than 90% of the patients diagnosed with the disease owing to its aggressive biology that is manifested by high rate of tumor recurrence. Aberrant upregulation in the transcriptional activity of proteins involved in self-renewal like
Hye-Yeon Kim et al.
Bioprocess and biosystems engineering, 43(5), 863-875 (2020-01-26)
O-Glycosylation occurs in recombinant proteins produced by CHO cells, but this phenomenon has not been studied extensively. Here, we report that rituximab is an O-linked N-acetyl-glucosaminylated (O-GlcNAcylated) protein and the production of rituximab is increased by thiamet G, an inhibitor
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