Biological Activity
Antibiotic; inhibits GlcNAc phosphotransferase (GPT). Blocks the formation of N-glycosidic linkages by inhibiting the first step in glycoprotein synthesis. Activity induces ER stress and causes G1 arrest; can be used to induce autophagy. Tunicamycin contains four main components as follows:
- Homolog A, n=8, C37H60N4O16, molecular weight = 816.90
- Homolog B, n=9, C38H62N4O16, molecular weight = 830.93
- Homolog C, n=10, C39H64N4O16, molecular weight = 844.95
- Homolog D, n=11, C40H66N4O16, molecular weight = 858.99
Technical Data
| M. Wt | 844.95 |
| Formula | C39H64N4O16 (tunicamycin C, n=10) |
| Storage | Store at +4°C |
| CAS Number | 11089-65-9 |
| PubChem ID | 90488851 |
| InChI Key | ZOCXUHJGZXXIGQ-SQXRCPDGSA-N |
| Smiles | O=C(C=C3)NC(N3[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)[C@H](O)C[C@@H]1[C@H](O)[C@H](O)[C@@H](NC(/C=C/CCCCCCCCCCC(C)C)=O)[C@H](OC4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)O1)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 42.25 | 50 |
Preparing Stock Solutions
The following data is based on the product molecular weight 844.95. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.18 mL | 5.92 mL | 11.84 mL |
| 5 mM | 0.24 mL | 1.18 mL | 2.37 mL |
| 10 mM | 0.12 mL | 0.59 mL | 1.18 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.24 mL |
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References
References are publications that support the products' biological activity.
Duriez et al (2008) The hepatitis B virus precore protein is retrotransported from endoplasmic reticulum (ER) to cytosol through the ER-associated pathway. J.Biol.Chem. 283 32352 PMID: 18805786
Lauer et al (2009) Primary murine airway smooth muscle cells exposed to poly(I:C) or tunicamycin synthesize a leukocyte-adhesive hyaluronan matrix. J.Biol.Chem. 284 5299 PMID: 19088077
Ding et al (2007) Differential effects of endoplasmic reticulum stress-induced autophagy on cell survival. J.Biol.Chem. 282 4702 PMID: 17135238
Keywords: Tunicamycin, supplier, antibiotics, GlcNAc, phosphotransferases, GTP, protein, glycosylation, inhibitors, inhibits, Other, Transferases, Antibiotics, Autophagy, Other, Transferases, Tocris Bioscience
