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T7765 Sigma

Tunicamycin from Streptomyces sp.

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Properties

Related Categories AIDS and Viral Research Reagents, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics T-Z,
InChI Key   YJQCOFNZVFGCAF-WPTOCQRYSA-N
Quality Level   PREMIUM
solubility   methanol: soluble4.9-5.1 mg/mL, clear to slightly hazy, colorless to yellow
  methanol: soluble4.9-5.1 mg/mL
  95% ethanol: soluble1 mg/mL, clear to faintly hazy
  THF: soluble <1 mg/mL
  dioxane: soluble <1 mg/mL
  DMF: soluble >10 mg/mL
  DMSO: soluble10 mg/mL, clear
  pyridine: >10 mg/mL
  acetone: insoluble
  aqueous base: insoluble
  chloroform: insoluble
  ethyl acetate: insoluble
Mode of action   protein synthesis | interferes
storage temp.   2-8°C

Description

Packaging

1, 5, 10, 50 mg in glass bottle

Preparation Note

Tunicamycin dissolves in methanol at 4.9-5.1 mg/ml and yields a clear to very slightly hazy, colorless to yellow solution. It is also soluble in DMSO at 10 mg/ml and yields a clear solution. Furthermore, tunicamycin is soluble in DMF (>10 mg/ml), pyridine (>10 mg/ml), water (<5 mg/ml, pH 9.0), dioxane (<1 mg/ml) and THF. However, it is insoluble in other organic solvents such as acetone, chloroform, and ethyl acetate, and in aqueous solutions with pH <6. Aqueous solutions can be prepared from stock solutions by diluting with water at pH 8-10 or with buffers with pH >7, preferably >8. Tunicamycin will not dissolve in phosphate buffer, pH 8, at 1 mg/ml, even with heating, but solubility can be achieved by raising the pH to 9 and back titrating to pH 7-8.

Application

Tunicamycin has been used to study the effect of N-linked glycosylation of human proton-coupled folate transporter (HsPCFT) in HeLa cells. Tunicamycin has also been used to study the functional effects of coxsackievirus and adenovirus receptor (CAR) glycosylation in COS-7 cells.

Biochem/physiol Actions

Antibacterial and antifungal. Blocks the formation of protein N-glycosidic linkages by inhibiting the transfer of N-acetylglucosamine 1-phosphate to dolichol monophosphate. Inhibits bacterial and eukaryote N-acetylglucosamine transferases and prevents formation of N-acetylglucosamine lipid intermediates.

General description

Contains homologues A,B,C, and D. Composition may vary from lot to lot. Actual content given on label.

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Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3462 6.1 / PGII
WGK Germany 
3
RTECS 
YO7980200
Protocols & Articles

Articles

Discover Bioactive Small Molecules for Immunology Research

The immune system is a complex network to detect and defend against non-self pathogenic agents, such as disease-causing viruses, bacteria, and other microorganisms. Various signaling pathways contrib...
Keywords: Antibiotics, Antifungals, Antivirals, Apoptosis, Bioactive small molecules, Cell signaling, Diabetes, Diseases, Immunology, Inflammation

Inhibition of Cell Wall Biosynthesis by Antibiotics

Antibiotics are molecules that specifically target and kill cells. The term antibiotic is frequently used interchangeably with the word antibacterial, but antiviral, antifungal and antineoplastic com...
BioFiles 2006, 1.4, 7.
Keywords: Antibiotics, Antifungals, Antivirals, Building blocks, Glycosylations, Metabolism

Peer-Reviewed Papers
15

References

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