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SML1287

Sigma-Aldrich

Tunicamycin Ready Made Solution

5 mg/mL in DMSO, from Streptomyces sp.

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Empirical Formula (Hill Notation):
C37H60N4O16
CAS Number:
Molecular Weight:
816.89
EC Number:
NACRES:
NA.77

biological source

Streptomyces sp.

Quality Level

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

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This Item
T7765SML1665SML1661
vibrant-m

SML1287

Tunicamycin Ready Made Solution

vibrant-m

T7765

Tunicamycin from Streptomyces sp.

vibrant-m

SML1665

Nocodazole Ready Made Solution

form

DMSO solution

form

-

form

DMSO solution

form

DMSO solution

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

biological source

Streptomyces sp.

biological source

-

biological source

synthetic

biological source

Streptomyces griseus

concentration

5 mg/mL in DMSO

concentration

-

concentration

5 mg/mL

concentration

0.16 mM in DMSO

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

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

188.6 °F

flash_point_c

87 °C


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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)
Sjors M Kas et al.
Scientific reports, 13(1), 17648-17648 (2023-10-18)
Congenital disorders of glycosylation (CDG) are rare genetic disorders with a spectrum of clinical manifestations caused by abnormal N-glycosylation of secreted and cell surface proteins. Over 130 genes are implicated and next generation sequencing further identifies potential disease drivers in
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)
Wen-An Wang et al.
Journal of cell science, 136(6) (2023-02-23)
The coronavirus SARS-CoV-2, the agent of the deadly COVID-19 pandemic, is an enveloped virus propagating within the endocytic and secretory organelles of host mammalian cells. Enveloped viruses modify the ionic homeostasis of organelles to render their intra-luminal milieu permissive for

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