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cancer research reagents

Tunicamycin

MSDSSample CoARaw materials from animal origin info
 
Source: Streptomyces chartreusis
Synonyms 
Description: Tunicamycin is a mixture of homologous nucleoside antibiotics.
The main homologs differ in the length of the fatty chain moiety. The following table defines the four main Tunicamycin homologs.


Tunicamycin A, aka Tunicamycin V, n=9, mw=817
Tunicamycin B, aka Tunicamycin VII, n=10, mw=831
Tunicamycin C, aka Tunicamycin II, n=8, mw=845
Tunicamycin D, aka Tunicamycin X, n=11, mw=859
CAS number: 11089-65-9
Merck index: 14, 9819
Molecular weight: 844.4 (for n=10, "Tunicamycin VII")
Structure:

 

Molecular Formula: C39H64N4O16 (for n=10, "Tunicamycin VII")
Canonical SMILES: CC(C)CCCCCCCCCCC=CC(=O)NC1C(C(C(OC1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CC(C3C(C(C(O3)N4C=CC(=O) NC4=O)O)O)O)O)O
(for n=10, "Tunicamycin VII")
Solubility
information:
Tunicamycin is soluble in DMSO, alkaline water, hot methanol
Practically insoluble in acetone, ethyl acetate,
Unstable in acidic solutions
Specifications  
Appearance: White crystalline solid.
Purity: At least 98% by TLC, HPLC

λmax:

(In methanol) 205,260
Melting pointTunicamycin decomposes at 234°C - 235°C
SolubilityClear solution at 50mg/ml of DMSO
Storage-20°C.
ApplicationsTunicamycins inhibit protein glycosylation. They arrest cell cycle in late G1
As Tunicamycin affects cell membrane permeability, it was shown to increase production of antibiotics, such as streptomycin. (1)
WarningsTunicamycin  is potentially harmful or fatal if swallowed, inhaled, or absorbed through the skin.
Classificationnucleoside antibiotic
antiviral
proteins glucosylation inhibitor
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request

No genetically modified organisms are used.
Publications  
 Hirose-Kumagai A, Yagita A, Tamura G, Akamatsu N.
Increase in streptomycin production caused by tunicamycin
The Journal of Antibiotics Vol.36 , No.10(1983)pp.1408-1410
 Delom F, Emadali A, Cocolakis E, Lebrun JJ, Nantel A, Chevet E.
Calnexin-dependent regulation of tunicamycin-induced apoptosis in breast carcinoma MCF-7 cells.
Cell Death Differ. 2006 Jul 21
 Horikawa K, Oishi N, Nakagawa J, Kasai A, Hayakawa K, Hiramatsu N, Takano Y, Yokouchi M, Yao J, Kitamura M.
Novel potential of tunicamycin as an activator of the aryl hydrocarbon receptor - dioxin responsive element signaling pathway.
FEBS Lett. 2006 Jun 26;580(15):3721-5.
 
 
 


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