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Merck

A7229

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C15H19N3O7
分子量:
353.33
Beilstein:
4274031
MDL號碼:
分類程式碼代碼:
12352204
PubChem物質ID:
NACRES:
NA.26

化驗

≥95% (HPLC)

形狀

crystals

儲存溫度

−20°C

SMILES 字串

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 密鑰

PBLNJFVQMUMOJY-JXZOILRNSA-N

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相关类别

應用

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)。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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

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