Thiamet G
SIGMA/SML0244 - ≥98% (HPLC)
Synonym: (3aR,5R,6S,7R,7aR)
CAS Number: 1009816-48-1
Empirical Formula (Hill Notation): C9H16N2O4S
Molecular Weight: 248.30
MDL Number: MFCD15144964
Linear Formula: C9H16N2O4S
Product Type: Chemical
assay | ≥98% (HPLC) |
color | white to beige |
form | powder |
InChI | 1S/C9H16N2O4S/c1-2-10-9-1 |
InChI key | PPAIMZHKIXDJRN-FMDGEEDCSA |
optical activity | [α]/D -21 to -26°, c = 0.3 in methanol |
Quality Level | 100 ![]() |
SMILES string | CCNC1=N[C@@H]2[C@@H](O)[C |
solubility | H2O: ≥5 mg/mL at warmed to 60 °C |
storage condition | desiccated |
storage temp. | −20°C |
Application: | Thiamet G has been used as an O-GlcNAcase inhibitor: • to treat human embryonic kidney 293 cells in order to study its effect on Wnt/beta-catenin signalling • to treat lytically-replicating producer • to incubate mice (C57BL/6) aortic segments to increase global O-GlcNAc levels |
Biochem/physiol Actions: | Thiamet G is a potent inhibitor of the enzyme O-GlcNAcase (Ki = 21 nM). The compound is orally bioavailable and crosses the blood brain barrier. Thiamet G leads to an increase in O-GlcNAc-modified proteins in cell-based and in vivo assay systems, and reduces levels of phosphorylated Tau protein in rat cortex and hippocampus. |
Packaging: | 5, 25 mg in glass bottle |
Symbol | ![]() |
Signal word | Warning |
Hazard statements | H317 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥98% (HPLC) |
Storage Temp. | −20°C |
UNSPSC | 12352200 |