O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
- CAS No.
- 132489-69-1
- Chemical Name:
- O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
- Synonyms
- (Z)-Pugnac;(Z)-PUGNAc min. 99%;PUGNAc extrapure, 95%;O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI;PugNAc, hexosaminidase A and B inhibitor;acetamidodeoxy-D-glucopyranosylideneamino phenylcarbamate;n-acetylglucosaminono-1,5-lactoneo-(phenylcarbamoyl)oxime;O-(2-Acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate;O-(2-Acetamido-2-deoxy-D-glucopyranosylidene)amino-Z-N-phenylcarbamate;(Z)-O-(2-Acetamido-2-deoxy-D-glucopyranosylidene)amino N-phenylcarbamate
- CBNumber:
- CB5503122
- Molecular Formula:
- C15H19N3O7
- Molecular Weight:
- 353.33
- MDL Number:
- MFCD00145022
- MOL File:
- 132489-69-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| PUGNAc ≥95% (HPLC) | A7229 | 5mg | $218 |
| PUGNAc ≥95% (HPLC) | A7229 | 10mg | $408 |
| (Z)-PUGNAc ≥95% | 17151 | 1mg | $36 |
| (Z)-PUGNAc ≥95% | 17151 | 5mg | $153 |
| (Z)-PUGNAc ≥95% | 17151 | 10mg | $236 |
| More product size | |||
| Melting point | 172-175°C |
|---|---|
| Density | 1.53 |
| storage temp. | -20°C |
| solubility | Soluble in DMSO (up to 35 mg/ml) |
| form | solid |
| pka | 11.85±0.70(Predicted) |
| color | White |
| BRN | 4274031 |
| Stability | Moisture and Temperature Sensitive |
| InChIKey | PBLNJFVQMUMOJY-GJXDPMCDNA-N |
| SMILES | C1(=N/OC(=O)NC2C=CC=CC=2)/O[C@@H]([C@@H](O)[C@H](O)[C@H]/1NC(=O)C)CO |&1:13,14,16,18,r| |
| FDA UNII | AWZ7VE64B6 |
| UNSPSC Code | 12352204 |
| NACRES | NA.26 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P280-P302+P352-P362+P364 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| WGK Germany | 3 |
| HS Code | 29329990 |
| Storage Class | 11 - Combustible Solids |
O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI price More Price(60)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A7229 | PUGNAc ≥95% (HPLC) | 132489-69-1 | 5mg | $218 | 2026-04-30 | Buy |
| Sigma-Aldrich | A7229 | PUGNAc ≥95% (HPLC) | 132489-69-1 | 10mg | $408 | 2026-04-30 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 1mg | $36 | 2026-04-30 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 5mg | $153 | 2026-04-30 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 10mg | $236 | 2026-04-30 | Buy |
O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI Chemical Properties,Uses,Production
Description
Proteins can be modified post-translationally by the addition of O-linked N-acetylglucosamine (O-GlcNAc). Nuclear cytoplasmic O-GlcNAcase and acetyltransferase (NCOAT) is a β-N-acetylglucosaminidase that removes GlcNAc from O-glycosylated proteins. PUGNAc is a (phenylcarbamoyl)oxime analog of GlcNAc that reversibly inhibits NCOAT (Ki = 40-110 nM). It also less potently inhibits other hexosaminidases and exochitinases. (Z)-PUGNAc is a stereoisomer of PUGNAc that is a more potent inhibitor of NCOAT than the (E) isomer, both in vitro and in cells.
Chemical Properties
White to Off-White Solid
Uses
An inhibitor of O-GlcNAcase, hexosaminidase A, and hexosaminidase B
Uses
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.
Biological Activity
O -GlcNAc- β - N -acetylglucosaminidase ( O -GlcNAcase) and β -hexosaminidase inhibitor (K i values are 46 and 36 nM respectively) that increases O -GlcNAc levels ~ 2-fold in HT29 cells. Z -linked isomer is more potent than the E isomer.
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).
storage
Desiccate at -20°C
References
[1] MATTHEW S MACAULEY. O-GlcNAcase uses substrate-assisted catalysis: kinetic analysis and development of highly selective mechanism-inspired inhibitors.[J]. The Journal of Biological Chemistry, 2005, 280 27: 25313-25322. DOI:10.1074/jbc.m413819200
[2] ZACHARY T KNEASS Richard B M. Protein O-GlcNAc modulates motility-associated signaling intermediates in neutrophils.[J]. The Journal of Biological Chemistry, 2005: 14579-14585. DOI:10.1074/jbc.m414066200
[3] LUYUN ZOU. The protective effects of PUGNAc on cardiac function after trauma-hemorrhage are mediated via increased protein O-GlcNAc levels.[J]. SHOCK, 2007, 27 4: 402-408. DOI:10.1097/01.shk.0000245031.31859.29
[4] EDWARD B ARIAS Gregory D C Junghoon Kim. Prolonged incubation in PUGNAc results in increased protein O-Linked glycosylation and insulin resistance in rat skeletal muscle.[J]. Diabetes, 2004, 53 4: 921-930. DOI:10.2337/diabetes.53.4.921
O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29812 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32466 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23541 | 58 |
| Finetech Industry Limited | +86-27-8746-5837 +8619945049750 | info@finetechnology-ind.com | China | 9539 | 58 |
| Wuhan Fortuna Chemical Co., Ltd | +86-27-59207850 | info@fortunachem.com | China | 5995 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8467 | 58 |
| Nanjing Bicbiotechnology Co., Ltd | +86-2552131256 +86-18251840740 | sales@bicbiotech.com | China | 5994 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 57505 | 58 | |
| Watson Biotechnology Co.,Ltd | +8618186686046 | sales01@watsonbiotech.cn | China | 5731 | 58 |
View Lastest Price from O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-24 | (Z)-PUGNAc
132489-69-1
|
10G | 98%min | 30kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-05-11 | (Z)-PUGNAc
132489-69-1
|
$66.00-293.00 | 98.72% | 10g | TargetMol Chemicals Inc. | ||
 |
2019-07-06 | O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
132489-69-1
|
$1.00 | 1kg | 98%min | 100KG | Career Henan Chemical Co |
-
- (Z)-PUGNAc
132489-69-1
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- (Z)-PUGNAc
132489-69-1
- $66.00-293.00
- 98.72%
- TargetMol Chemicals Inc.
-
- O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
132489-69-1
- $1.00
- 98%min
- Career Henan Chemical Co
132489-69-1(O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI)Related Search:
1of3
