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About This Item
经验公式（希尔记法）:
C15H19N3O7
CAS号:
分子量:
353.33
Beilstein:
4274031
MDL编号:
UNSPSC代码:
12352204
PubChem化学物质编号:
NACRES:
NA.26
推荐产品
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)
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
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)
Roselle Gélinas et al.
Nature communications, 9(1), 374-374 (2018-01-27)
AMP-activated protein kinase (AMPK) has been shown to inhibit cardiac hypertrophy. Here, we show that submaximal AMPK activation blocks cardiomyocyte hypertrophy without affecting downstream targets previously suggested to be involved, such as p70 ribosomal S6 protein kinase, calcineurin/nuclear factor of
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)
Matthew S Macauley et al.
Chemistry & biology, 17(9), 937-948 (2010-09-21)
To probe increased O-GlcNAc levels as an independent mechanism governing insulin resistance in 3T3-L1 adipocytes, a new class of O-GlcNAcase (OGA) inhibitor was studied. 6-Acetamido-6-deoxy-castanospermine (6-Ac-Cas) is a potent inhibitor of OGA. The structure of 6-Ac-Cas bound in the active
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