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Merck

SML1621

Sigma-Aldrich

OSMI-1

≥98% (HPLC), powder, OGT inhibitor

Synonym(e):

(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

Empirische Formel (Hill-System):
C28H25N3O6S2
CAS-Nummer:
Molekulargewicht:
563.64
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

product name

OSMI-1, ≥98% (HPLC)

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 20 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

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

InChIKey

IYIGLWQQAMROOF-HHHXNRCGSA-N

Anwendung

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.

Biochem./physiol. Wirkung

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).

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Regulation of the hippo-YAP pathway by glucose sensor O-GlcNAcylation.
Peng C, et al.
Molecular Cell, 68(3), 591-604 (2018)
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)
O-GlcNAc transferase inhibitors: current tools and future challenges.
Trapannone R, et al.
Biochemical Society Transactions, 44(1), 88-93 (2016)
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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