Description
Key facts
CAS number:132489-69-1,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:353.33 Da,
Molecular formula:C15H19N3O7,
PubChem:9576811,
Nature:Synthetic,
Solubility:Soluble in DMSO to 50 mM,
Biochemical name:Pugnac,
Biological description:Potent O-GlcNAcase, hexosaminidase A and B inhibitor (IC50 values are 6, 25, 35 and 46 nM for β-hexosaminidase, HeX A/B, hOGA and OGA respectively). Decreases GLUT4 translocation and insulin-stimulated 2-deoxyglucose uptake in adipocytes. Shows antiapoptotic effects.,
Canonical smiles:CC(=O)NC1C(C(C(OC1=NOC(=O)NC2=CC=CC=C2)CO)O)O,
Isomeric smiles:CC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\OC(=O)NC2=CC=CC=C2)CO)O)O,
InChi: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,
InChiKey:PBLNJFVQMUMOJY-JXZOILRNSA-N,
IUPAC Name:[(Z)-[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-ylidene]amino] N-phenylcarbamate
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store in the dark, This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
NAGPA also known as N-acetylglucosamine-1-phosphodiester alpha-N-acetylglucosaminidase plays an important role in the modification of lysosomal proteins. This enzyme's molecular mass is around 62 kDa and it primarily operates within the Golgi apparatus. It is widely expressed across various tissues making it an essential component in the cell's processing and trafficking functions. Other terminology includes hexosaminidase a which reflects its function in cleaving glucosamine residues.
Biological function summary
NAGPA participates in the formation and processing of mannose-6-phosphate recognition markers essential for lysosomal protein targeting. It functions independently rather than as part of a multi-protein complex. The enzyme helps remove a N-acetylglucosamine (GlcNAc) group exposing the mannose-6-phosphate which is a critical step required for lysosomal enzymes to be recognized and transported to the lysosome.
Pathways
Which include NAGPA the enzyme plays a significant role in the lysosomal enzyme targeting pathway and glycoprotein metabolic processes. The mannose-6-phosphate pathway is important for directing enzymes to lysosomes requiring precise interaction between NAGPA and the phosphotransferase proteins responsible for initial phosphorylation. Its regulatory actions ensure lysosomal enzymes are properly targeted and activated.
Malfunction or deficiencies in NAGPA can lead to issues such as mucolipidosis III a disorder characterized by improper lysosomal enzyme targeting. NAGPA's connection with hexosaminidase b involved in the breakdown of GM2 gangliosides also links it to disorders such as Sandhoff disease. This highlights NAGPA's pivotal role in maintaining lysosomal function and contributing to overall cellular health.
