A7229
PUGNAc
≥95% (HPLC)
동의어(들):
O-(2-Acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C15H19N3O7
CAS 번호:
Molecular Weight:
353.33
UNSPSC Code:
12352204
NACRES:
NA.26
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4274031
Assay:
≥95% (HPLC)
Form:
crystals
SMILES string
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O\C1=N/OC(=O)Nc2ccccc2
InChI key
PBLNJFVQMUMOJY-JXZOILRNSA-N
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
assay
≥95% (HPLC)
form
crystals
storage temp.
−20°C
Quality Level
Application
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.
Biochem/physiol Actions
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.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
GlcNAcstatins are nanomolar inhibitors of human O-GlcNAcase inducing cellular hyper-O-GlcNAcylation.
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
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