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Merck
모든 사진(1)

주요 문서

A7229

Sigma-Aldrich

PUGNAc

≥95% (HPLC)

동의어(들):

O-(2-Acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate

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About This Item

실험식(Hill 표기법):
C15H19N3O7
CAS Number:
Molecular Weight:
353.33
Beilstein:
4274031
MDL number:
UNSPSC 코드:
12352204
PubChem Substance ID:
NACRES:
NA.26

Quality Level

분석

≥95% (HPLC)

양식

crystals

저장 온도

−20°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O\C1=N/OC(=O)Nc2ccccc2

InChI

1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1

InChI key

PBLNJFVQMUMOJY-JXZOILRNSA-N

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애플리케이션

O-(2-acetamido-2deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate (PUGNAc) has been used to evaluate the effects of silibinin on O-GlcNAc levels of glycoproteins in Adult Retinal Pigment Epithelial-19 (ARPE-19) cells. It has also been used as a component of the HEPES lysis buffer for rat brain samples.
PUGNAc has been used as an inhibitor of O-GlcNAc-β-N-acetylglucosaminidase.

생화학적/생리학적 작용

O-(2-acetamido-2deoxy-D-glucopyranosylidene)amino-N-phenylcarbamate (PUGNAc) induces insulin resistance in 3T3-L1 adipocytes by reducing insulin-prompting phosphorylation of protein kinase B (Akt) and glycogen synthase kinase 3β (GSK3β).
PUGNAc is an in vitro and in vivo inhibitor of peptide O-GlcNAc-β-N-acetylglucosaminidase, the enzyme which removes O-linked N-acetylglucosamine (O-GlcNAc) from O-linked glycosylated proteins.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

이미 열람한 고객

Synaptic protein changes after a chronic period of sensorimotor perturbation in adult rats: a potential role of phosphorylation/O-GlcNAcylation interplay
Fourneau J, et al.
Journal of Neurochemistry, 147(2), 240-255 (2018)
O-GlcNAc modification is associated with insulin sensitivity in the whole blood of healthy young adult males.
Myslicki JP, et al.
Diabetology & Metabolic Syndrome, 6, 96-96 (2014)
Shunichi Yokoe et al.
Glycobiology, 20(10), 1217-1226 (2010-05-21)
Cardiac-type sarco(endo)plasmic reticulum Ca(2)-ATPase (SERCA2a) plays a major role in cardiac muscle contractility. Phospholamban (PLN) regulates the function of SERCA2a via its Ser(16)-phosphorylation. Since it has been proposed that the Ser/Thr residues on cytoplasmic and nuclear proteins are modified by
Shou-Ling Xu et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(8), E1536-E1543 (2017-02-06)
Genetic studies have shown essential functions of O-linked
Helge C Dorfmueller et al.
The Biochemical journal, 420(2), 221-227 (2009-03-12)
O-GlcNAcylation is an essential, dynamic and inducible post-translational glycosylation of cytosolic proteins in metazoa and can show interplay with protein phosphorylation. Inhibition of OGA (O-GlcNAcase), the enzyme that removes O-GlcNAc from O-GlcNAcylated proteins, is a useful strategy to probe the

문서

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism through its actions on muscle, liver, and adipose tissue.

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