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Tunicamycin (CAS 11089-65-9)

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Alternate Names:
Tunicamycin also known as nucleoside antibiotic
Application:
Tunicamycin is a competitive cell cycle inhibitor exhibiting antiungal properties and is widely used in the study of glycoprotein synthesis
CAS Number:
11089-65-9
Purity:
≥95%
Molecular Weight:
840.0 (Avg.)
Molecular Formula:
C38H62N4O16 (Tun B)
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tunicamycin is a mixture of tunicamycins A, B, C and D and has been widely used in the study of glycoprotein synthesis in various biological systems. Tunicamycin inhibits GlcNAc phosphotransferase (GPT) and inhibts the formation of N-glycosidic linkages in glycoprotein sunthesis. Tunicamycin has also been reported to have a dose-dependent inhibition of DNA synthesis, inhibit protein glycosylation, suppression of the S phase and to also arrest the cell cycle in late G1. As a member of a family of antibiotics produced by Streptomyces lysosuperficus, tunicamycin is noted to be active in vitro against gram-positive bacteria, fungi, yeasts and viruses. During protein glycosylation, tunicamycin is noted to be an inhibitor of the transfer of saccharide moieties to dolichol during dolichol-linked glycoprotein synthesis. Through this mechanism, it has been postulated to arrest cell cycling as a competitive inhibitor of glycoprotein synthesis. Dose-dependent inhibition of DNA synthesis may be related to the alteration of glycoproteins which thereby affect the transport of thymidine into cells. Additionally, tunicamycin has been reported to prevent cell cycle progression in primary cultures of rat glial cells as well as inhibit lipid-mediated protein glycosylation in chick or mouse fibroblasts in a dose-dependent manner.


Tunicamycin (CAS 11089-65-9) References

  1. Tunicamycin inhibits capillary endothelial cell proliferation by inducing apoptosis. Targeting dolichol-pathway for generation of new anti-angiogenic therapeutics.  |  Martínez, JA., et al. 2000. Adv Exp Med Biol. 476: 197-208. PMID: 10949666
  2. Isoprenoids and astroglial cell cycling: diminished mevalonate availability and inhibition of dolichol-linked glycoprotein synthesis arrest cycling through distinct mechanisms.  |  Langan, TJ. and Slater, MC. 1991. J Cell Physiol. 149: 284-92. PMID: 1748720
  3. Endoplasmic reticulum stress induced by tunicamycin and thapsigargin protects against transient ischemic brain injury: Involvement of PARK2-dependent mitophagy.  |  Zhang, X., et al. 2014. Autophagy. 10: 1801-13. PMID: 25126734
  4. Tunicamycin enhances the antitumor activity of trastuzumab on breast cancer in vitro and in vivo.  |  Han, X., et al. 2015. Oncotarget. 6: 38912-25. PMID: 26498681
  5. GlcNAc-1-P-transferase-tunicamycin complex structure reveals basis for inhibition of N-glycosylation.  |  Yoo, J., et al. 2018. Nat Struct Mol Biol. 25: 217-224. PMID: 29459785
  6. Tunicamycin specifically aggravates ER stress and overcomes chemoresistance in multidrug-resistant gastric cancer cells by inhibiting N-glycosylation.  |  Wu, J., et al. 2018. J Exp Clin Cancer Res. 37: 272. PMID: 30413206
  7. Tunicamycin induced endoplasmic reticulum changes in endothelial cells investigated in vitro by confocal Raman imaging.  |  Bik, E., et al. 2019. Analyst. 144: 6561-6569. PMID: 31576836
  8. Tunicamycin induced endoplasmic reticulum stress in the small intestine.  |  Öztel, Z., et al. 2021. Biotech Histochem. 96: 507-519. PMID: 32962446
  9. Tunicamycin-induced endoplasmic reticulum stress inhibits chemoresistance of FaDu hypopharyngeal carcinoma cells in 3D collagen I cultures and in vivo.  |  Gu, C., et al. 2021. Exp Cell Res. 405: 112725. PMID: 34224701
  10. Tunicamycin-Induced Endoplasmic Reticulum Stress Promotes Breast Cancer Cell MDA-MB-231 Apoptosis through Inhibiting Wnt/β-Catenin Signaling Pathway.  |  You, Z., et al. 2021. J Healthc Eng. 2021: 6394514. PMID: 34336161
  11. The role of GRP78 in oxidative stress induced by tunicamycin in trabecular meshwork cells.  |  Chai, F., et al. 2022. Acta Biochim Pol. 69: 59-64. PMID: 35233582
  12. Effect of the endoplasmic reticulum stressor tunicamycin in Angomonas deanei heat-shock protein expression and on the association with the endosymbiotic bacterium.  |  Catta-Preta, CMC., et al. 2022. Exp Cell Res. 417: 113162. PMID: 35460679
  13. Pterostilbene Prevents Tunicamycin-Induced Intestinal Barrier Damage by Targeting Endoplasmic Reticulum Stress, Oxidative Stress, Autophagy, and Gut Microbiota.  |  Chen, Y., et al. 2022. J Agric Food Chem. 70: 13661-13675. PMID: 36225099
  14. Dolichol-linked glycoprotein synthesis in G1 is necessary for DNA synthesis in synchronized primary cultures of cerebral glia.  |  Ishii, S. and Volpe, JJ. 1987. J Neurochem. 49: 1606-12. PMID: 3668542
  15. Relationship of the structure and biological activity of the natural homologues of tunicamycin.  |  Duksin, D. and Mahoney, WC. 1982. J Biol Chem. 257: 3105-9. PMID: 7061468

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tunicamycin, 5 mg

sc-3506A
5 mg
$172.00

Tunicamycin, 10 mg

sc-3506
10 mg
$305.00

Why is tunicamycin insoluble in water?

Asked by: rachel220
Thank you for your question. This biochemical is soluble in water (partly miscible), alkaline water, pyridine, hot methanol, DMSO (>10 mg/ml), ethanol (5 mg/ml), butanol (slightly), and DMF. Insoluble in acetone, ethyl acetate, chloroform, benzene, and acidic water. Please contact your local distributor or technical service for further assistance.
Answered by: Tech Service
Date published: 2019-03-25

What is a differences between Tunicamycin A, B,C,D?

Asked by: r7r sh
Thank you for the question. Tunicamycin is not a single compound but a mixture of homologous antibiotics. Our product was derived from Streptomyces sp. and it contains a mixture of Tunicamycin A, B,C and D. Tunicamycin A, B,C,D are homologs varying in the length of the carbon chain: Tunicamycin A = 8C, Tunicamycin B = 9C, Tunicamycin C = 10C and Tunicamycin D = 11C.
Answered by: Technical Support Europe
Date published: 2017-12-03

How should this be stored once dissolved in DMSO?

Asked by: SCM4
Because we do not have storage information once dissolved in DMSO, we do not recommending storing this product in DMSO. However, typically for long term storage in DMSO, other compounds are aliquoted and stored at -20 ºC to -80 ºC for 3-4 months in order to avoid repeated freeze/thaw cycles.
Answered by: Tech Service 11
Date published: 2017-03-17
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Rated 5 out of 5 by from Tunicaicyn for severe ER stressIt works Ok for generating ER stress in BeWo cells
Date published: 2022-09-13
Rated 4 out of 5 by from Good productThis chemical works well in primary neuronal culture system
Date published: 2018-10-03
Rated 5 out of 5 by from Ren etRen et. al. (PubMed ID 19276076) used tunimycin to initiate endoplasmic reticulum stress. -SCBT Publication Review
Date published: 2015-04-13
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Tunicamycin is rated 4.7 out of 5 by 3.
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