A7229
PUGNAc
≥95% (HPLC)
别名:
O-(2-乙酰氨基-2-脱氧-D-吡喃葡萄糖亚基氨基)-N-苯基氨基甲酸酯
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关于此项目
经验公式（希尔记法）:
C15H19N3O7
CAS Number:
分子量:
353.33
Beilstein:
4274031
MDL编号:
UNSPSC代码:
12352204
PubChem化学物质编号:
NACRES:
NA.26
质量水平
方案
≥95% (HPLC)
表单
crystals
储存温度
−20°C
SMILES字符串
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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相关类别
应用
O-(2-乙酰氨基-2-脱氧-D-吡喃葡萄糖亚基)氨基-N-苯基氨基甲酸酯(PUGNAc)已用于评估水飞蓟宾(silibinin)对成人视网膜色素上皮19(ARPE-19)细胞中的糖蛋白O-GlcNAc水平的影响。它还用作大鼠大脑样品用HEPES裂解缓冲液的组分。
PUGNAc用作O-GlcNAc-β-N-乙酰葡糖胺糖苷酶的抑制剂。
生化/生理作用
O-(2-乙酰氨基-2-脱氧-D-吡喃葡萄糖亚基)氨基-N-苯基氨基甲酸酯(PUGNAc)通过降低胰岛素诱导的蛋白激酶B(Akt)和糖原合成酶激酶3β(GSK3β)的磷酸化，诱发3T3-L1脂肪细胞的胰岛素抵抗。
PUGNAc是肽O-GlcNAc-β-N-乙酰葡糖胺糖苷酶的体外和体内抑制剂，该酶从O-连接的糖基化蛋白中除去O-连接的N-乙酰葡糖胺（O-GlcNAc）。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
O-GlcNAc modification on IRS-1 and Akt2 by PUGNAc inhibits their phosphorylation and induces insulin resistance in rat primary adipocytes
Park S Y, et al.
Experimental & Molecular Medicine, 37(3), 220-220 (2005)
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
Matthew S Macauley et al.
Biochimica et biophysica acta, 1800(2), 107-121 (2009-08-12)
The O-GlcNAc modification is found on many nucleocytoplasmic proteins. The dynamic nature of O-GlcNAc, which in some ways is reminiscent of phosphorylation, has enabled investigators to modulate the stoichiometry of O-GlcNAc on proteins in order to study its function. Although
Tet proteins connect the O-linked N-acetylglucosamine transferase Ogt to chromatin in embryonic stem cells.
Vella P, et al.
Molecular Cell, 49, 645-656 (2013)
Silibinin inhibits ICAM-1 expression via regulation of N-linked and O-linked glycosylation in ARPE-19 cells
Chen Y H, et al.
BioMed Research International, 2014 (2014)
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