NAG-thiazoline

Modify Date: 2024-01-21 22:11:53

NAG-thiazoline Structure
NAG-thiazoline structure
Common Name NAG-thiazoline
CAS Number 179030-22-9 Molecular Weight 219.26
Density 1.8±0.1 g/cm3 Boiling Point 443.0±45.0 °C at 760 mmHg
Molecular Formula C8H13NO4S Melting Point N/A
MSDS N/A Flash Point 221.7±28.7 °C

 Use of NAG-thiazoline


NAG-thiazoline is a O-GlcNAcase inhibitor with a Ki of 180 nM. NAG-thiazoline is a potent GH20 GlcNAcase (VhGlcNAcase) inhibitor with an IC50 of 11.9 μM and a Ki of 62 µM[1].

 Names

Name (3aR,5R,6S,7R,7aR)-5-(hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
Synonym More Synonyms

 NAG-thiazoline Biological Activity

Description NAG-thiazoline is a O-GlcNAcase inhibitor with a Ki of 180 nM. NAG-thiazoline is a potent GH20 GlcNAcase (VhGlcNAcase) inhibitor with an IC50 of 11.9 μM and a Ki of 62 µM[1].
Related Catalog
References

[1]. Macauley MS, et al. Increasing O-GlcNAc levels: An overview of small-molecule inhibitors of O-GlcNAcase. Biochim Biophys Acta. 2010 Feb;1800(2):107-21.  

[2]. Piyanat Meekrathok, et al. NAG-thiazoline is a potent inhibitor of the Vibrio campbellii GH20 β-N-Acetylglucosaminidase. FEBS J. 2020 Nov;287(22):4982-4995.  

 Chemical & Physical Properties

Density 1.8±0.1 g/cm3
Boiling Point 443.0±45.0 °C at 760 mmHg
Molecular Formula C8H13NO4S
Molecular Weight 219.26
Flash Point 221.7±28.7 °C
Exact Mass 219.056534
PSA 107.58000
LogP -0.44
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.742

 Synonyms

(3aR,5R,6S,7R,7aR)-5-(Hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
3AR,5R,6S,7R,7AR-5-HYDROXYMETHYL-2-METHYL-5,6,7,7A-TETRAHYDRO-3AH-PYRANO[3,2-D]THIAZOLE-6,7-DIOL
(5R,6S,7R)-5-(Hydroxymethyl)-2-methyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]thiazole-6,7-diol
NAG-thiazoline
5H-Pyrano[3,2-d]thiazole-6,7-diol, 3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-2-methyl-, (5R,6S,7R)-
N-Acetylglucosamine Thiazoline
UNII-ML5FHL557A
2epn
NGT
1hp5
5H-Pyrano[3,2-d]thiazole-6,7-diol, 3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-2-methyl-, (3aR,5R,6S,7R,7aR)-