Thiamet G | B2959

Thiamet G is a potent and selective inhibitor of O-GlcNAcase with a Ki value of 21 nM. It increases cellular O-GlcNAc-modified protein levels with an EC₅₀ of 30 nM and blocks phosphorylation of tau protein both in cultured PC-12 cells and in rats (200 mg/kg/day). It is the first highly potent O-GlcNAcase inhibitor known to be orally bioavailable and can effectively cross the blood brain barrier. It may potentially block pathological hyperphosphorylation of tau in Alzheimer's disease.

Thiamet G is a potent and selective inhibitor of O-GlcNAcase with a Ki value of 21 nM. It increases cellular O-GlcNAc-modified protein levels with an EC₅₀ of 30 nM and blocks phosphorylation of tau protein both in cultured PC-12 cells and in rats (200 mg/kg/day). It is the first highly potent O-GlcNAcase inhibitor known to be orally bioavailable and can effectively cross the blood brain barrier. It may potentially block pathological hyperphosphorylation of tau in Alzheimer's disease.

B2959 | Thiamet G DataSheet

Alternate Name/Synonyms: 2-ethylimino-5-(hydroxymethyl)-1,3a,5,6,7,7a-hexahydropyrano[3,2-d][1,3]thiazole-6,7-diol; 2-(ethylamino)-3aR,6S,7R,7aR-tetrahydro-5R-(hydroxymethyl)-5H-pyrano[3,2-d]thiazole-6,7-diol; O-GlcNAcase Inhibitor

Appearance: Solid

Formulation:

CAS Number: 1009816-48-1

Structure Available?: True

Peptide sequence:

Salt Form: false

Molecular Formula: C₉H₁₆N₂O₄S

Molecular Weight: 248.3

Cell-Permeable?: False

Purity: 98%

Solubilities: ~0.5 mg/ml in in Ethanol, ~20 mg/ml in DMSO and DMF in 0

Handling: Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.

Country of Origin: USA

Tag Line: An O-GlcNAcase inhibitor

MDL Number: MFCD15144964

PubChem CID: 136240571

SMILES: CCN=C1NC2C(C(C(OC2S1)CO)O)O

InChi: InChI=1S/C9H16N2O4S/c1-2-10-9-11-5-7(14)6(13)4(3-12)15-8(5)16-9/h4-8,12-14H,2-3H2,1H3,(H,10,11)

InChi Key: PPAIMZHKIXDJRN-UHFFFAOYSA-N