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
| 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 |
| 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 |
| WGK Germany | 3 |
| HS Code | 29329990 |
O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI price More Price(28)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A7229 | PUGNAc ≥95% (HPLC) | 132489-69-1 | 5mg | $198 | 2024-03-01 | Buy |
| Sigma-Aldrich | A7229 | PUGNAc ≥95% (HPLC) | 132489-69-1 | 10mg | $369 | 2024-03-01 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 1mg | $32 | 2024-03-01 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 5mg | $139 | 2024-03-01 | Buy |
| Cayman Chemical | 17151 | (Z)-PUGNAc ≥95% | 132489-69-1 | 10mg | $214 | 2024-03-01 | 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) Macauley et al. (2005), O-GlcNAcase uses substrate-assisted catalysis: kinetic analysis and development of highly selective mechanism-inspired inhibitors; J. Biol. Chem., 280 25313 2) Kneass and Marchase (2005), Protein O-GlcNAc modulates motility-associated signaling intermediates in neutrophils; J. Biol. Chem., 280 14579 3) Zou et al. (2007), The protective effects of PUGNAC on cardiac function after trauma-hemorrhage are mediated via increased protein O-GlcNAc levels; Shock, 27 402 4) Arias et al. (2004), Prolonged incubation in PUGNAc results in increased protein O-Linked glycosylation and insulin resistance in rat skeletal muscle; Diabetes, 53 921
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 | 32965 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29871 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39894 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32161 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23541 | 58 |
| Finetech Industry Limited | +86-27-87465837 +8618971612321 | info@finetechnology-ind.com | China | 9639 | 58 |
| Wuhan Fortuna Chemical Co., Ltd | +86-027-59207850 | info@fortunachem.com | China | 5972 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8467 | 58 |
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 10986 | 58 |
View Lastest Price from O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-02-12 | (Z)-PUGNAc
132489-69-1
|
US $0.00 / G | 10G | 98%min | 30kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | |
 |
2024-11-06 | (Z)-PUGNAc
132489-69-1
|
US $66.00-293.00 / mg | 97.58% | 10g | TargetMol Chemicals Inc. | ||
 |
2019-07-06 | O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
132489-69-1
|
US $1.00 / kg | 1kg | 98%min | 100KG | Career Henan Chemical Co |
-
- (Z)-PUGNAc
132489-69-1
- US $0.00 / G
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- (Z)-PUGNAc
132489-69-1
- US $66.00-293.00 / mg
- 97.58%
- TargetMol Chemicals Inc.
-
- O-[2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYLI
132489-69-1
- US $1.00 / kg
- 98%min
- Career Henan Chemical Co
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