Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML1287

Sigma-Aldrich

Tunicamycin

from Streptomyces sp., ≥98% (HPLC), DMSO solution, N-acetylglucosamine transferase inhibitor

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C37H60N4O16
CAS Number:
11089-65-9
Molecular Weight:
816.89
EC Number:
200-664-3
UNSPSC Code:
51111800
NACRES:
NA.77

Product Name

Tunicamycin Ready Made Solution, 5 mg/mL in DMSO, from Streptomyces sp.

biological source

Streptomyces sp.

Quality Level

200

form

DMSO solution

concentration

5 mg/mL in DMSO

storage temp.

2-8°C

InChI

1S/C30H46N4O16/c1-11(2)5-4-6-16(38)32-19-23(43)20(40)14(47-29(19)50-28-18(31-12(3)36)22(42)21(41)15(10-35)48-28)9-13(37)26-24(44)25(45)27(49-26)34-8-7-17(39)33-30(34)46/h4,6-8,11,13-15,18-29,35,37,40-45H,5,9-10H2,1-3H3,(H,31,36)(H,32,38)(H,33,39,46)/b6-4+/t13?,14-,15-,18-,19-,20+,21-,22-,23-,24+,25-,26-,27-,28-,29-/m1/s1

InChI key

ZHSGGJXRNHWHRS-PEALBESXSA-N

General description

Tunicamycin Ready Made Solution contains homologues A,B,C, and D. The composition may vary from lot to lot. Actual content given on label.
Tunicamycin was first isolated from Streptomyces lysosuperificus based on its antiviral activity. It contains N-acetylglucosamine and inhibits glycoprotein biosynthesis, including virus membrane glycoproteins.

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

Tunicamycin is an antibacterial and antifungal. Tunicamycin blocks the formation of protein N-glycosidic linkages by inhibiting the transfer of N-acetylglucosamine 1-phosphate to dolichol monophosphate. Tunicamycin inhibits bacterial and eukaryote N-acetylglucosamine transferases and prevents formation of N-acetylglucosamine lipid intermediates.
Tunicamycin plays an important role in the antitumor activity of trastuzumab on breast cancer in vitro and in vivo. In human cell lines, tunicamycin enhances cytotoxicity stimulated by cisplatin. It prevents angiogenesis in nude mice by reducing the expression of vascular endothelial growth factor (VEGF).

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F

Flash Point(C)

87 °C

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
089M4149V
11190436
098M4082V
11180630
018M4069V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Brefeldin A from Penicillium brefeldianum, Ready Made Solution, 10 mg/mL in DMSO

Sigma-Aldrich

B5936

Brefeldin A

Swainsonine synthetic

Sigma-Aldrich

S9263

Swainsonine

Ceapin-A7 ≥98% (HPLC)

Sigma-Aldrich

SML2330

Ceapin-A7

The specific site of tunicamycin inhibition in the formation of dolichol-bound N-acetylglucosamine derivatives.
L Lehle et al.
FEBS letters, 72(1), 167-170 (1976-11-15)
Tunicamycin enhances the antitumor activity of trastuzumab on breast cancer in vitro and in vivo.
Han X, et al.
Oncotarget, 6(36), 38912?38925-38912?38925 (2015)
Alik Demishtein et al.
Autophagy, 13(10), 1697-1708 (2017-08-10)
Protein homeostasis in eukaryotic cells is regulated by 2 highly conserved degradative pathways, the ubiquitin-proteasome system (UPS) and macroautophagy/autophagy. Recent studies revealed a coordinated and complementary crosstalk between these systems that becomes critical under proteostatic stress. Under physiological conditions, however
Anqi Ma et al.
Nature chemical biology, 16(2), 214-222 (2019-12-11)
The enhancer of zeste homolog 2 (EZH2) is the main enzymatic subunit of the PRC2 complex, which catalyzes trimethylation of histone H3 lysine 27 (H3K27me3) to promote transcriptional silencing. EZH2 is overexpressed in multiple types of cancer including triple-negative breast
Christopher S Morrow et al.
Cell stem cell, 26(4), 558-568 (2020-02-29)
Maintaining a healthy proteome throughout life is critical for proper somatic stem cell function, but the complexities of the stem cell response to increases in damaged or aggregated proteins remain unclear. Here we demonstrate that adult neural stem cells (NSCs)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service