Tunicamycin

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Cat.No. 3516 - Tunicamycin | C39H64N4O16 (tunicamycin C, n=10) | CAS No. 11089-65-9
Description: Antibiotic; GlcNAc phosphotransferase inhibitor
Chemical Name: Tunicamycin from Streptomyces sp.
Datasheet
Citations (1)
Literature

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
The composition of this product will vary from batch to batch and can be found on the relevant certificate of analysis.

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.

Select a batch to recalculate based on the batch molecular weight:
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

Molarity Calculator

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

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


If you know of a relevant reference for Tunicamycin, please let us know.

View Related Products by Product Action

View all Other Transferase Inhibitors

Keywords: antibiotics GlcNAc phosphotransferases GTP protein glycosylation inhibitors inhibits Other Transferases

1 Citation for Tunicamycin

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

Deldicque et al (2011) ER stress induces anabolic resistance in muscle cells through PKB-induced blockade of mTORC1. PLoS One 6 e20993 PMID: 21698202


Do you know of a great paper that uses Tunicamycin from Tocris? If so please let us know.

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Reviews

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Literature in this Area

New Product Guide

New Product Guide (Spring/Summer 2017)

Our new product guide highlights over 130 new products added to the Tocris Bioscience range during the first half of 2017.

  • 7-TM Receptors
  • Enzymes
  • Enzyme-Linked Receptors
  • Ion Channels
  • Nuclear Receptors
  • Transporters
  • Apoptosis
  • Cell Metabolism
  • Epigenetics
  • Fluorescent Imaging
  • Signal Transduction
  • Stem Cells

Pathways for Tunicamycin

Protocols

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