Skip to Content
Merck
All Photos(1)

Documents

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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)
Laïla Giordano et al.
Molecular plant pathology, 23(12), 1783-1791 (2022-09-15)
The phytohormone abscisic acid (ABA) regulates cell growth and plant development, and contributes to defence responses to pathogens. We previously showed that the Arabidopsis malectin-like domain leucine-rich repeat receptor-like kinase (MLD-LRR-RLK) impaired oomycete susceptibility 1 (IOS1) attenuates ABA signalling during
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)
Ping-Yuan Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 120(34), e2302738120-e2302738120 (2023-08-14)
Myalgic encephalomyelitis/chronic fatigue syndrome (ME/CFS) is characterized by various disabling symptoms including exercise intolerance and is diagnosed in the absence of a specific cause, making its clinical management challenging. A better understanding of the molecular mechanism underlying this apparent bioenergetic
Fotine Libanje et al.
Scientific reports, 13(1), 4663-4663 (2023-03-24)
NTSR1 abnormal expression by cancer cells makes it a strategic target for antitumoral therapies, such as compounds that use NTSR1 binding probes to deliver cytotoxic agents to tumor cells. Success of these therapies relies on NTSR1 protein availability and accessibility;
View All Related Papers

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