Thiamet G

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Cat.No. 4390 - Thiamet G | C9H16N2O4S | CAS No. 1009816-48-1
Description: Potent O-GlcNAcase inhibitor
Chemical Name: (3aR,5R,6S,7R,7aR)-2-(Ethylamino)-3a,6,7,7a-tetrahydro-5-(hydroxymethyl)-5H-pyrano[3,2-d]thiazole-6,7-diol
Datasheet
Citations (3)
Reviews
Literature

Biological Activity

Potent, selective inhibitor of O-GlcNAcase (Ki = 21 nM for human O-GlcNAcase). Decreases the phosphorylation of tau protein in vivo. Promotes autophagy independently of mTOR pathway and reduces toxic protein species in mouse tauopathy model. Orally bioavailable and blood brain barrier permeable.

Technical Data

M. Wt 248.3
Formula C9H16N2O4S
Storage Store at -20°C
CAS Number 1009816-48-1
PubChem ID 24808478
InChI Key PPAIMZHKIXDJRN-FMDGEEDCSA-N
Smiles CCNC2=N[C@]1([H])[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]([H])1S2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 12.41 50

Preparing Stock Solutions

The following data is based on the product molecular weight 248.3. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 8.05 mL 40.27 mL 80.55 mL
2.5 mM 1.61 mL 8.05 mL 16.11 mL
5 mM 0.81 mL 4.03 mL 8.05 mL
25 mM 0.16 mL 0.81 mL 1.61 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Yuzwa et al (2008) A potent mechanism-inspired O-GlcNAcase inhibitor that blocks phosphorylation of tau in vivo. Nat.Chem.Biol. 4 483 PMID: 18587388

Zhu et al (2018) Pharmacological inhibition of O-GlcNAcase enhances autophagy in brain through an mTOR-independent pathway ACS Chem.Neurosci. 9 1366 PMID: 29460617


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Keywords: Thiamet G, Thiamet G supplier, glycosidase, O-GlcNAc-beta-N-acetylglucosaminidase, inhibitors, inhibits, O-GlcNAcase, ThiametG, Other, Hydrolases, 4390, Tocris Bioscience

3 Citations for Thiamet G

Citations are publications that use Tocris products. Selected citations for Thiamet G include:

Hayakawa et al (2013) Epigenetic switching by the metabolism-sensing factors in the generation of orexin neurons from mouse embryonic stem cells. J Biol Chem 288 17099 PMID: 23625921

Taparra et al (2018) O-GlcNAcylation is required for mutant KRAS-induced lung tumorigenesis. J Clin Invest 128 4924 PMID: 30130254

Maury et al (2013) Excess of O-linked N-acetylglucosamine modifies human pluripotent stem cell differentiation. Stem Cell Res 11 926 PMID: 23859804


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Literature in this Area

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New Product Guide (Fall/Winter 2018/2019)

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